SCNC 2015 Abstract Book
SCNC 2015 Abstract Book
SCNC 2015 Abstract Book
11th International Symposium on the Chemistry of Natural Compounds (SCNC 2015) will
be held on October 1-4 in Antalya, Turkey.
This symposium series has been organized jointly by Anadolu University and Institute
of Chemistry of Plant Substances (ICPS) of the Uzbekistan Academy of Sciences biennially
since 1994 in Uzbekistan and Turkey. Only the 9th SCNC was held in 2011 at Urumqi, XinjiangUyghur Autonomous State in P.R. China.
Since 2011, Xinjiang Technical Institute of Physics and Chemistry of the Academy of
Sciences of Peoples Republic of China became one of the organizers of this scientific forum
and the 9th International Symposium on the Chemistry of Natural Compounds was held in
2011 at Urumqi, Xinjiang - Uygur Autonomous Region of China.
SCNC deals with a number of relevant topics presented by most reputed scientists in the
field. In addition, the symposium is open for your highly relevant contributions covering
chemical, pharmacological, biological activity related aspects of natural products to be
presented either orally or as poster.
Previous SCNC symposia were organized in Turkey in Eskisehir (1996, 2009), Ankara
(2005) and Isparta (2001). Antalya, with her natural beauties blended with history and
culture will be the venue of the 11th SCNC which is expected to be the meeting place of
scientists from all over the World dealing with all aspects of medicinal and aromatic plants
and natural products.
We are ready to welcome you 1-4 of October of 2015 year to get together with fellow
scientists in this global event in Antalya, Turkey.
Co-President
Prof. Dr. K. Husnu Can Baser (Turkey)
Prof. Dr. Shomansur Sh. Sagdullaev (Uzbekistan)
Prof. Haji Akber Aisa (PR China)
Secretary
Prof. Dr. Fatih Demirci, Turkey
SYMPOSIUM TOPICS
Symposium topics cover a wide area concerning natural products ranging from chemistry,
pharmacology, biological activity and technology aspects of extracts, essential oils, isolated
constituents and their synthetic derivatives. After the symposium peer-reviewed papers
will be published in the official journal of ICPS, the Chemistry of Natural Compounds, an
SCI-indexed Springer journal.
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SPONSORS
Organizing Institutions
Anadolu University (http://www.anadolu.edu.tr/)
Supporting Institutions
Turkish Cooperation and Development Agency (TIKA) (http://www.tika.gov.tr)
International Council for Medicinal and Aromatic Plants (ICMAP) (http://www.icmap.org/)
Phytochemical Society of Europe (PSE) (http://phytochemicalsociety.org/ )
Phytochemical Society of Asia (PSA) (http://phytochemsoc-asia.com/)
Sponsors
Awe Cemre (http://www.awecemre.com/)
BadeBio (http://www.badebio.com/)
Talya (http://www.talyabitkisel.com/)
Association of All Pharmacist Cooperatives (TEKB) (http://www.tekb.org.tr/)
SEM Lab (http://www.semlab.com.tr/en/)
III
SCIENTIFIC PROGRAMME
30th September 2015, Wednesday
16.00-19.00 Registration (Lobby)
1st October 2015, Thursday
08.00-12.30 Registration (Symposium hall foyer)
Opening Ceremony
Welcome Speech
09.30-09.45
- Prof. Dr. K. Hsn Can BAER - President, Local Organization
- Prof. Dr. Shomansur Sh. Sagdullaev- President (Uzbekistan)
- Prof. Haji Akber Aisa - President (PR China)
09.45-10.00 Classical Turkish Music
10.00-10.30 Session Break Tea & Coffee
Hall A
Chair persons: K. Hsn Can Baer, Shomansur Sh. Sagdullaev, Haji Akber
Session 1
Aisa
PL 1: Medicinal preparations based on diterpenoid alkaloids isolated from the Central
10.30-11.00
Shomansur Sh. Sagdullaev
Asian plants
PL2: Study on the active compounds of ethnic medicine and rupestonic acid
11.00-11.30
Haji Akber Aisa
derivatives
11.30-12.00 PL3: Essential oils of Achillea species of Turkey
K. Hsn Can Baer
12.00-14.00 Lunch Break
Session 2
Hall A: Essential oils
Chair persons: Gerhard Franz, V. N. Syrov
14.00-14.15 OP 1: Essential oils of plants of Central Asia
Svetlana Zhigzhigzhapova
OP 2: Chemical composition of essential oils fromsavory under different
extraction methods: Conventional distillation, an innovative technique steam
Abdollah Ghasemi Pirbalouti
14.15-14.30
distillation,microwave-assisted steam hydro-diffusion, and microwaveassistedhydro-diffusion methods
OP 3: Chemical composition and biological activity of essential oil of Chaerophyllum
Ali en
14.30-14.45
aromaticum from Turkey
14.45-15.00 OP 4: Lipids and essential oils of Arischrada bucharica and Ziziphora pedicellata leaves Daniya Asilbekova
15.00-15.30 Session Break Tea & Coffee
Session 2
Hall B: Essential oils
Chair persons: Nee Krmer, Sh. S. Azimova
OP 5: Development of the technolgy of krostopidin preparation production from the
14.00-14.15
Alimdjan Sadikov
aerial part of Capparis spinosa
OP 6: Heavy metal contamination of soil and plants in the vicinity of blacksmith
14.15-14.30
Idris Aminu
workshop in Kazaure Town, Nigeria
OP 7: Perspectives of the development of local hepatoprotectors based on
14.30-14.45
Natalya Tursunova
phytocomposition with phospholipids
OP 8: Toxicity analysis of polychlorinated dibenzofurans using global and local
14.45-15.00
Ablikim Kerim
aromaticity indices
15.00-15.30 Session Break Tea & Coffee
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TABLE OF CONTENTS
PLENARY LECTURES
PL-01 MEDICINAL PREPARATIONS BASED ON DITERPENOID ALKALOIDS ISOLATED FROM THE
CENTRAL ASIAN PLANTS
PL-02 Study on the Active Compounds of Ethnic Medicine and Rupestonic Acid
Derivatives
PL-03 ESSENTIAL OILS OF ACHILLEA SPECIES OF TURKEY
PL-04 Chemistry and Biological Tests of Complex Natural Products from Medicinal
Plants
PL-05 The untapped potential of the African Herbal Pharmacopoeia
PL-06 Phytochemistry of Liverworts: Bio-and Chemical Diversity and Biological
Activity
PL-07 MICROBIAL BIOTRANSFORMATION STUDIES ON ASTRAGALUS CYCLOARTANES
PL-08 FrOm natural Tetrahydroprotoberberines (THPBs) to novel drug candidates
PL-09 deuterium exchange OF -METHYLENE GROUP PROTONS IN THE TRICYCLIC QUINAZOLIN4-ONES AND -4-THIONES
PL-10 Polyphenolic compounds from various plant species growing wild in Turkey
PL-11 RESEARCH INTO CHEMISTRY AND BIOLOGICAL ACTIVITIES OF NEPETA AND SCUTELLARIA
(LAMIACEAE) SPECIES OF UZBEKISTAN
PL-12 CYCLOARTANE-TYPE TRITERPENOID GLYCOSIDES OF ASTRAGALUS SPECIES FROM THE FLORA
OF TURKEY
PL-13 Cannabis Based Product Development Activities at Ole Miss
PL-14 CYTOTOXIC ACTIVITY OF BIOLOGICAL ACTIVITY SUBSTANCES
PL-15 Essential Oils As Natural Mosquito Agents
PL-16 New Quality Monographs on Traditional Chinese Medicine (TCM) Herbal Drugs
for the European Pharmacopoeia
PL-17 SYNTHESIS AND MODIFICATIONS OF THE DEOXYVASICINONE AND MACKINAZOLINONE
DERIVATIVES
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oral presentatons
OP-01 ESSENTIAL OILS OF plantS OF CENTRAL ASIA
OP-02 Chemcal composton of essental ols fromsavory under dfferent
extracton methods: Conventonal dstllaton, an nnovatve technque
steam dstllaton,mcrowave-asssted steam hydro-dffuson, and mcrowaveassstedhydro-dffuson methods
OP-03 Chemical composition and biological activity of essential oil of Chaerophyllum
aromaticum L. from Turkey.
OP-04 Lipids and Essential Oils of Arischrada bucharica (M.Pop.) Pobed. and Ziziphora
pedicellata Pazij et Vved. Leaves
OP-05 DEVELOPMENT OF THE TECHNOLOGY OF KROSTOPIDIN PREPARATION PRODUCTION FROM
THE AERIAL PART OF CAPPARIS SPINOSA PLANT
OP-06 Heavy Metal Contamination of Soil and Plants In The Vicinity of Blacksmith
Workshop in Kazaure Town, Nigeria
OP-07 PERSPECTIVES OF THE DEVELOPMENT OF LOCAL HEPATOPROTECTORS BASED ON
PHYTOCOMPOSITION WITH PHOSPHOLIPIDS
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PP-01 Pharmacological properties of menthyl esters with inhibitory amino acids
PP-02 Profiling of atractyligenin glucosides in the raw Arabica green coffee beans by
UHPLC-TOF-MS/MS measurements
PP-03 Composition of the Essential Oil of Endemic Centaurea dursunbeyensis Uysal &
Kose From Turkey
PP-04 ANTIBACTERIAL EFFECT OF ALKALOIDS AND POLYPHENOLS OF ALGERIAN MEDICINAL PLANT:
HAPLOPHYLLUM TUBERCULATUM (FORSSK.) A.JUSS.
PP-05 BIOACTIVE SUBSTANCES OF CEPHALARIA SYRIACA GROWING IN AZERBAIJAN
PP-06 ANTIMICROBIAL ACTIVITIES OF ESSENTIAL OILS FROM 10 MEDICINAL AND AROMATIC
PLANTS FROM ADAMAWA STATE, NIGERIA
PP-07 IR SPECTROSCOPIC RESEARCH OF ENTEROSORBENT ZEROTOX
PP-08 Biomimetic oxIdatIon-cyclIzatIon of E,E-germacranolIde hanphIllIne
PP-09 ELECTROPHILIC CATALITIC ADDITION OF DITHIOLS TO (+)-CAMPHENE
PP-10 VOLATILE COMPOUNDS of CYPERUS ROTUNDUS L. RHIZOMES from TURKEY
PP-11 NEW SESQUITERPENES FROM THE MARINE-DERIVED FUNGUS PENICILLIUM THOMII
PP-12 STUDY OF ACUTE TOXICITY OF INDOMETHACIN LIPOSOMAL OINTMENT
PP-13 Essential oil composition and biological activities of Tanacetum haussknechtii
(Bornm.) Grierson
PP-14 Isolation of three new butyrolactone derivatives, toxins from Dendrobium
nobile
PP-15 Three New Clerodane Diterpenoids from the Roots of Polyalthia laui Merr
PP-16 A Phytochemical Investigation of Homaliumpaniculiflorum
PP-17 Study of the trimeric proanthocyanidins from the seed of Fraxinus americana
PP-18 BIOACTIVE COMPONENTS OF CAMELS MILK
PP-19 THE IN VITRO DIABETIC WOUND HEALING EFFECTS OF CRUDE extractS fROM Kazakhstan
medIcInal plantS
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PP-146 Quantification of rutin and chlorogenic acid in the extracts of leaves and
fruits from three endemic Prangos species
PP-147 Isolation and identification of -sitosterol-3-O--D-glucopyranoside from leaf
parts of Centaurea derderiifolia and its anticancer and antioxidant activities
PP-148 Bioassay Guided Fractionation of the Chloroform Extract from Centaurea
derderiifolia
PP-149 A comparative study on antioxidant potentials of the various extracts from
different parts of Euphorbia chamaesyce L.
PP-150 Phenolic Compounds and Fatty Acid Composition of Euphorbia chamaesyce L.
PP-151 ESSENTIAL OIL COMPOSITION AND ANTIOXIDANT PROPERTIES OF CENTAUREA CARIENSIS
SUBSP. MACULICEPS (O. SCHWARZ) WAGENITZ
PP-152 Simultaneous Determination of acetoxyisovaleryalkannin by HPLC in Arnebiae
Radix
PP-153 CHOLINESTERASE INHIBITORY ACTIVITY OF ORIGANUM VULGARE L. SUBSP. HIRTUM AND ITS
CONSTITUENTS
PP-154 Flavones from Endemic Centaurea kilaea Boiss.
PP-155 Two sesquiterpenoides from Vernonia anthelmintica (L.) Willd.
PP-156 Supercritical CO2 extraction of Nitraria sibirica Pall. seed oil and its fatty acid
composition analysis
PP-157 Determination and antbacteral actvty of polyphenols from pomegranate
peel by LC-MS and quantitative analysis of major compounds
PP-158 Antihypertensive activity of Ziziphora clinopodioides Lam.
PP-159 Chemical Composition of Saussurea involucrata Seeds
PP-160 CHEMICAL STUDY OF LEAVES OF Lycium barbarum
PP-161 New alkaloids isolated from Fritillaria pallidiflora
PP-162 Antioxidants from Ziziphora clinopodioides Lam. by combination of
chromatographic techniques
PP-163 INVESTIGATIONS INTO THE CHEMICAL PROFILE OF PRUNUS DULCIS NUTS
PP-164 Anti-inflammatory effect of the pomegranate peel extract in RAW264.7 cells by
suppression of NF-B and MAPK signalLing
PP-165 Structure-activity Relationships and NMR Features of Diterpenoid Alkaloids
from Xinjiang Local Plants
PP-166 C19-DITERPENOID ALKALOIDS FROM ACONITUM SOONGARICUM VAR. PUBESCENS
PP-167 Characterization and identification of chemical components in Rosa rugosa
Flowers by liquid chromatography-electrospray ionization quadrupole time-offlight tandem mass spectrometry
PP-168 The Essential Oil Composition and Antimicrobial Activity of Nepeta cilicica
Boiss. ex Benth.
PP-169 Affinity material for esculin based on imprinted ETA-cyclodextrin polymers
prepared in ionic liquid
PP-170 CHEMICAL CONSTITUENTS OF EUPHORBIA SOONGARICA BOISS.
PP-171 Study on Anti-Vitiligo activity of Kaliziri flavonoids
PP-172 Identification of chemical components in the low-polarity part of Vernonia
anthelmintica extract by HPLC-MS/MS
PP-173 Chemical Constituents of Silene arenarioides Desf. And its Biological Activity
PP-174 Separation of oleanolic acid from natural plant extracts using new type of
molecularly imprinted polymers
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PLENARY LECTURES
Acad. S.Yu.Yunusov Institute of the Chemistry of Plant Substances, Uzbek Academy of Sciences, Tashkent, Uzbekistan
Introduction
Chemical investigations on alkaloid-containing plants of Aconitum leucostomum Vorosh., A.soongoricum Stapf.,
A.zeravshanicum Steinb., Delphinium rotundifolium Afan., D.semibarbatum Bienert. (Ranunculaceae family)
widespread in the Central Asia have started at the end of 50s start of 60s of XX century in Tashkent is an initial
point of the complex investigation of Aconitum L. and Delphinium L. plants.
Materials and Methods
Modern phytochemical, chemical, instrumental and technological techniques have been used in the investigation.
Results and Discussion
More than 180 alkaloids have been isolated from the investigated plants of Aconitum L. and Consolida species,
100 of them are new. New alkaloids were 8 types of C20-diterpenoid, 2 types of C19-norditerpenoid, 2 types of
C18-bisnorditerpenoid alkaloids. Extraordinary denudatine alkaloids containing saturated 15,16,17-trihydroxyor 15-hydroxy-16,17-methylenedioxygroups in D ring, the first representatives of lycoctonine bases with (16)oxygroup or (3),(4)-epoxygroup are included in this class.
Data on biogenesis of diterpenoid alkaloids referring to the chemosystematics of Ranunculaceae and
Papaveraceae families have been obtained. Investigation of the structure-activity relationship among the isolated
alkaloids and their derivatives led to the discovery of potent substances with antiarrhythmic, analgesic, curare-like,
local anaestetic or spasmolytic activity. The correlation between antiarrhythmic, curare-like, spasmolytic activities
of diterpenoid alkaloids and their derivatives and their structure types, nature and positional relationship of oxygen
functional groups will be discussed.
It was discovered that ester alkaloids 14-O-benzoyltalatisamine, lappaconitine, N-desacetyllappaconitine and
6-O-benzoylheteratisine were high effective antiarrhythmic substances. It was established that C20-diterpenoid
alkaloids 1-O-benzoylnapelline, zeravshanisine and dihydroatisine displayed high antiarrhythmic, local anaestetic
and analgesic activity. Antiarrhythmic preparations allapinin, antiarhytmin and dihydroatisine hydrochloride had
been developed on the base of lappaconitine, N-desacetyllappaconitine and dihydroatisine alkaloids accordingly.
The technology for obtaining antiarrhythmic preparations allapinin, axaritmin, antiarhytmin, aklezin and
dihydroatisine hydrochloride had been developed. Technology for obtaining the drug substance of new preparation
antiarhytmin from the wastes of allapinin manufacture had been created.
A number of high active substances with antiarrhythmic, analgesic, curare-like, local anaestetic and spasmolytic
activity are used as chemical instruments for medical and biological investigations.
Key Laboratory of Plant Resources and Chemistry in Arid Regions, Xinjiang Technical Institute of Physics and Chemistry, Chinese
Academy of Science; Key Laboratory of Xinjiang Indigenous Medicinal Plants Resource Utilization, Xinjiang Technical Institute of
Physics and Chemistry, Chinese Academy of Sciences, Beijing South Road 40-1, Urumqi, Xinjiang 830011, PR China
Medicinal plants distributed in the Central Asia and Xinjiang of China provides abundant and precious medicinal
resources for the Traditional Uyghur Medicine in treating diseases.
Euphorbia sororia A. Schrenk, an annual herb, has been used to cure abdominal pain, abdominal distention, skin
disease and paralysis. [1] Until now, phytochemical investigations on fruits of E. sororia A. Schrenk and the whole plant of
E. macrorrhiza C. A. Mey yielded 38 jatrophane diterpenoids, 25 of which are new compounds. The multidrugresistance
reversal activity was also tested on KBv200 cells and compound ES2 (3M) displayed strong multidrug resistance reversal
activity, outperforming the positive control-Verapamil at 10M. [2,3]
Artemisia rupestris L. is known to be effective as antiviral, antiallergic, antitumour, antiinflammatory, antibacterial
agents. Sesquiterpenoids, flavonoids and alkaloids compounds are the main ingredients.[4] Rupestonic acid as a
sesquiterpene with multifunctional groups is its active ingredient. The activity screening showed that it exhibits certain
inhibition against influenza B virus with IC50 value 115.7 M. To improve biological activity of rupestonic acid, more than
300 rupestonic acid derivatives with modification of carboxyl group and carbonyl group have been synthesized in our
laboratory and the activity against influenza has been evaluated.[5-8] In vivo experiments of four active compounds is
under way.
References
1. Huang Y, Aisa HA. Jatrophane diterpenoids from Fructus Euphorbia sororia. Phytochem Lett . 2010, 3:176-80.
2. Huang Y, Aisa HA. Three new diterpenoids from Euphorbia sororia L. Helv Chim Acta 2010, 93: 1156-61.
3. Dongli Lu, Yongqiang Liu, Haji Akber Aisa, Jatrophane diterpenoid esters from Euphorbia sororia serving as multidrug resistance
reversal agents. Fitoterapia, 2014, 92: 244-251.
4. Y. Liu, W. Liu, Pharmacography of Uighur, Part I, Xinjiang Peoples Publishing House, Urumqi, 1986, 3-4.
5. Jian-ping Yong, Qiao-ying Lv and Haji Akber Aisa.*Acrylic Acid (Rupestonic Acid) Amide Derivatives and in vitro Inhibitive
Activities against Influenza A3,B and Herpes Simplex Type 1 and 2 Virus. Bull. Korean Chem. Soc. 2009, Vol. 30, No. 2 435
6. Y. W. He, C. Z. Dong, J. Y. Zhao, L. L. Ma, Y. H. Li, H.A. Aisa, 1,2,3-Triazole-containing derivatives of rupestonic acid: Click chemical
synthesis and antiviral activities against influenza viruses, European Journal of Medicinal Chemistry, 2014, 76: 245-255.
7. J. Y. Zhao, H.A. Aisa, Synthesis and anti-influenza activity of aminoalkyl rupestonates, Bioorganic & Medicinal Chemistry
Letters, 2012, 22: 23212325; c). J.Y. Zhao, H.A. Aisa, Synthesis of novel isoxazole contained rupestonic acid derivatives and in vitro
inhibitory activity against influenza viruses A and B, Chinese Journal of Organic Chemistry, 2012, 32(2): 333-337.
8. J. P. Yong, H.A. Aisa, L. F. Nie, Synthesis of rupestonic acid benzyl ester derivatives and in vitro anti influenza virus and herpes
simplex type I and viruses, Chinese Journal of Organic Chemistry, 2009, 29(10): 1640-1644.
The genus Achillea (Asteraceae) is represented by 115 species in the Northern Hemisphere. In the flora of Turkey,
50 species and altogether 58 taxa have been recorded, 31 being endemic.
So far, 27 Achillea taxa growing wild in Turkey have been studied for their essential oils. Most have been
characterized by the occurrence of camphor and 1,8-cineole as main constituents in their oils.
This paper will review the essential oil compositions of A. aleppica subsp. aleppica, A. biebersteinii, A. biserrata,
A. cappadocica, A. cretica, A. coarctata, A. cucullata, A. falcata, A. filipendulina, A. formosa subsp. amanica, A.
goniocephala, A. ketenoglui, A. lycaonica, A. magnifica, A. millefolium subsp. millefolium, A. multifida, A. nobilis
subsp. neilreichii, A. phrygia, A. pseudoaleppica, A. salicifolia subsp. salicifolia, A. schischkinii, A. sieheana, A.
tenuifolia, A. teretifolia, A. vermicularis, A. wilhelmsii.
State Key Laboratory of Drug Research, Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy
of Sciences, 555 Zhuchongzhi Road, Zhangjiang Hi-Tech Park, Shanghai 201203 P. R. China
Chemical studies on a large number of Chinese medicinal plants (including TCM) have led to the identification of a
big array of structurally interesting and/or bioactive components (18), e.g. anticancer, antiHIV and immunosuppressive
agents [1,2]. Some compounds have been selected as lead structures for our drug development program, and over
one hundred of modified chemical entities with significantly improved activities were also obtained; biological
evaluation showed that some of the compounds exhibited remarkable anticancer (both cytotoxic and antiangiogenesis),
immunosuppressive and antiHIV activities; several groups of bioactive compounds showed very clear structure activity
relationships; A few of structurally interesting and biologically important compounds have been synthesized [2]. Our
studies have provided good scientific background for drug development and understanding of the function and toxicity
of the involved medicinal plants.
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References
1. For reviews on structurally diverse and biologically active natural compounds, see a) Hua Zhang, Hong-Bing Liu, and JianMin Yue, Chem. Rev., 2014, 114, 883. b) Sheng-Ping Yang, Jian-Min Yue, Acta Pharm. Sin., 2012, 33, 1147. c) Shang-Gao Liao,
Hua-Dong Chen and Jian-Min Yue, Chem. Rev., 2009, 109, 1092.
2. a) Jin-Biao Xu, Hua Zhang, Li-She Gan, Ying-Shan Han, Mark A Wainberg, and Jian-Min Yue, J. Am. Chem. Soc., 2014, 136,
7631. b) Hua Zhang, Chuan-Rui Zhang, Kong-Kai Zhu, An-Hui Gao, Cheng Luo, Jia Li, and Jian-Min Yue, Org. Lett., 2013, 15,
120. c) Bo Zhang, Yao Wang, Sheng-Ping Yang, Yu Zhou, Wen-Bin Wu, Tang Wei, Jian-Ping Zuo, Ying Li and Jian-Min Yue, J. Am.
Chem. Soc., 2012, 134, 20605. d) Yao Wang, Quan-Fang Liu, Ji-Jun Xue, Yu Zhou, Huang-Chao Yu, Sheng-Ping Yang, Bo Zhang,
Jian-Ping Zuo, Ying Li, and Jian-Min Yue Org. Lett., 2014, 16, 2062-2065. e) Jia Liu, Xiu-Feng He, Gai-Hong Wang, Emilio F.
Merino, Sheng-Ping Yang, Rong-Xiu Zhu, Li-She Gan, Hua Zhang, Maria B. Cassera, He-Yao Wang, David G. I. Kingston, and JianMin Yue, J. Org. Chem., 2014, 79, 599-607. f) Sheng-Ping Yang, Xiao-Wei Zhang, Jing Ai, Jin-Biao Xu, Bo Zhang, Zu-Shang Su,
Ying Wang, Lu Wang, Jian Ding, Mei-Yu Geng, and Jian-Min Yue, J. Med. Chem., 2012, 55, 8183-8187.
The Association of African Medicinal Plants Standards (AAMPS) has already showed the way by highlighting the
importance of plant standards through the publication of the African Herbal Pharmacopoeia (AfHP) in 2010. To date,
AfHP has regrouped 51 important African medicinal plants. With thousands of important medicinal plants growing on the
continent and whose true value has not yet been assessed, the potential for discovering new products both for human or
animal welfare is enormous. Subsequent to the publication of this pharmacopoeia, a major effort has been undertaken
to develop standards for African medicinal plants and among the most important ones are: Good Agricultural Practices,
Good Collection practices amongst others. The elaboration of these standards with ARSO (African Standards Office in
collaboration with the TBT Program of the ACP group, is a good step forward into ensuring future intra-continental trade
on this commodity and at the same time ensure the sustainability of this important resource.
This presentation will report on the African Herbal Pharmacopoeia, the outcome of the elaboration of African
Plant Standards and the work being carried out at the present at the CIDP Research and Innovation on adding value to
this important resource. At CIDP R & I, attention is being given to their cosmetic, nutrition and pharma potential. The
importance of being in conformity with the international prevailing regulations (such as the Chinese List of Authorized
Plants) will also be discussed.
Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-cho, Tokushima 770-8514, Japan
[email protected]
Over several hundred new organic compounds have been isolated from the liverworts (Figs. 1 and 2) and more
than 40 new carbon skeletal terpenoids and aromatic compounds found in this class. Most of liverworts elaborate
characteristic odiferous, pungent and bitter tasting compounds many of which show, antimicrobial, antifungal, antiviral,
allergenic contact dermatitis, cytotoxic, insecticidal, anti-HIV, superoxide anion radical release, plant growth regulatory,
neurotrophic, NO production inhibitory, muscle relaxing, antiobesity, piscicidal and nematocidal activity .
Marchantins [Marchantin A (1),C (2)], riccardin [riccardin C (3,4)], isoplagiochin (5,6) and perrottetin (7,8) series and the
other bis-bibenzyls which are isolated from the liverworts, (Fig. 1,2) and M. paleacea var. diptera, Riccardia, Reboulia,
and Radula species showed cytotoxic, anti-HIV and anti-influenza, antitumor activity and muscle relaxing activity [1-3].
The present paper concerns with the biologically active terpenoids and bis-bibenzyls from liverworts.
OH
OH
R1
OH
OR1
OH
R2
R3
R
O
OH
R2
1: Marchantin A: R1=OH; R2=R3=H
2: Marchantin C: R1=R2=R3=H
RO
3: Riccardin A: R=Me
4: Riccardin C: R=H
OH
O
HO
HO
5: Isoplagochin A: R=H
6: Isoplagiochin B: R=OH
HO
7: Perrottetin E: R1=R2=H
8: Perrottettin F: R1=H; R2=OH
REFERENCES
1. Asakawa,Y. (1982)Progress in the Chemistry of Organic Natural Products. 42, 1-285.
2. Asakawa,Y. (1995) Progress in the Chemistry of Organic Natural Products. 65, 1-618.
3. Asakawa, Y., Ludwiczuk,A., Nagashima,F. (2013) Progress in the Chemistry of Organic Natural Products. 95, 1-796.
Biotransformation is the chemical modifications that occur when enzymes or whole cell systems are used as catalysts. This
is an alternative tool with great potential, especially for the development of sustainable technologies for the production of
chemicals and drugs. Biotransformation is a useful method for production of new potent molecules, overcoming the problems
associated with chemical sysnthesis reactions/enhancement of the productivity and providing the basic information needed
to elucidate the biosynthetic pathways. Producing large amounts of biomass and having great enzyme diversity with chemo-,
regio- and enantio-selective catalytic abilities make microbial systems logical choice for biotransformation studies (1,2).
Saponins are generally high-molecular weight secondary metabolites. They are utilized in cosmetic to pharmaceutic,
beverage to sugar industries. These compounds have received considerable attention in drug discovery studies due to their
wide range of bioactivities including cytotoxic, antiinflamatory, vasoprotective, hypocholesterolemic, immunomodulatory,
hypoglycemic, molluscicidal, antifungal, antiparasitic, antimutagenic, antiviral, anti-HIV, analgesic. Saponins can be divided
into two main classes, the triterpenoid and the steroid saponins. There has been extensive search on steroidal saponins,
considered as one of the most marketed pharmaceutical products. Besides being an important starting material for the
production of steroidal hormones, there are many steroidal compounds as active pharmaceutical ingredients available in the
market (antiinflammatory, antitumor, antimicrobial, antiviral, anticonvulsant, antiallergic).
From a bioactivity perspective, the most important triterpenoid structures are recognized as oleanane, ursane, lupane, and
dammarane carbon skeletons, which are also commercially available for further semi-synthesis and biotransformation studies
(3). Since drug-discovery programs on the triterpenoids have mainly focused on these skeletons providing extensive bioactivity
data, the less common miscellaneous aglycones such as cycloartanes, lanostanes and hopanes have been disregarded for long
time.
The cycloartanes, unique triterpenoids with a characteristic 9,19-cyclopropane ring, occupy a special position among low
molecular bioregulators since cycloartenol is a key intermediate in the biosynthesis of different phytosterols. For this reason,
cycloartenol and its weakly polar derivatives are widespread in the plant kingdom. The plants of Astragalus genera are the
richest source of this class of compounds. Cycloastragenol (CA), is the main sapogenol of many cycloartane-type glycosides
found in the Astragalus genus. Recently CA, 20(R),24(S)-epoxy-3,6,16,25-tetrahydroxycycloartane, has attracted attention
due to its unique bioactivity, viz., telomerase activation (4).
Taking into account, the results of our comprehensive studies and preliminary screenings in addition to recent progress
in the literature, our research group has decided to focus on Astragalus cyloartanes to form a compound library for advance
bioactivity studies such as anti-cancer, anti-aging and anti-inflammatory. Therefore the microbial transformation studies
were conducted on 3 cycloartane-type sapogenols (Cycloastragenol, astragenol and cyclocanthogenol) with the bacteria
Nocardia sp. NRRL 5646, Mycobacterium sp. NRRL 3683 and Mycobacterium sp. NRRL 3805, and the fungi Cunninghamella
blakesleeana NRRL 1369 and Glomerella fusarioides ATCC 9552, commonly used microorganisms for the biotransformation of
natural products particularly for saponins.
The unique enzyme system of the microorganisms resulted hydroxylation, cyclization, glycosidation, dehydrogenation and
oxidation reactions. Structures of the new metabolites were elucidated by 1-D (1H, 13C, NOESY), 2-D NMR (DQF-COSY, HMBC,
HMQC, NOESY) and HR-MS analyses. Based on these results it was evident that both fungi had extensive ability to modify
cycloartane nucleus compared to the bacteria.
Details of our biotransformation studies will be presented.
References
1. Borges, K.B., Borges, W.S., Duran-Patron, R., Pupo, M.T., Bonato, P.S., Collado, I.G. 2009. Stereoselective
biotransformations using fungi as biocatalysts. Tetrahedron: Asymmetry, 20: 385397.
2. Leresche, J.E., Meyer, H-P. 2006. Chemocatalysis and Biocatalysis (Biotransformation): Some Thoughts of a Chemist and of
a Biotechnologist. Organic Process Research & Development, 10: 572-580.
3. Dzubak, P., Hajduch, M., Vydra, D., Hustova, A., Kvasnica, M., Biedermann, D., 2006. Pharmacological activities of natural
triterpenoids and their therapeutic implications. Natural Product Reports, 23: 394-411.
4. Harley, C.B., Khar, S.P., Ramaseshan, M., Ramiya, P., Pirot, Z.Z., Fauce, S., Lin, T. Compositions and Methods for Increasing
Telomerase Activity,US Patent20100292197A1, Nov. 18 2010.
Traditional Chinese medicines indicate hug clues for the potential clinical efficacy in treatment of a wide range of
symptoms. Here is a story again that the drug candidates in the therapeutic field of central nerves system (CNS) are
inspired from the analysis, identification, modification, and bioactivity evaluation of the ingredients of Chinese herbs
of Yan-Hu-Suo (Corydalis yanhusuoW. T. Wang ex Z. Y. Su et C. Y. Wu) and Qian-Jin-Teng (Stephania japonica (Thunb.)
Miers).
Institute of the Chemistry of Plant Substances, Academy of Sciences, 100170, Mirzo-Ulugbek str., 77. , Tashkent, Uzbekistan
[email protected]
Introduction
The hydrogen atoms of -methylene groups of the alkaloids deoxyvasicinone (2,3-trimethylene-3,4
dihydroquinazolin-4-one, 1), mackinazolinone (2,3 - tetramethylene-3,4- dihydroquinazolin-4-one, 2), their thioanalogues
- deoxyvasicinethione (2,3-trimethylene-3,4-dihydroquinazolin-4-thione, 5), mackinazolinethione (2,3-tetramethylene3,4-dihydroquinazolin-4-thione, 6), and also their homologs (3, 4, 7) are capable of substitution reactions by various
electrophilic particles (Shakhidoyatov Kh. M., 1998; Shakhidoyatov Kh. M. et al., 2014). During the obtaining of these
derivatives and research into process regularities an unusual property of the called systems was revealed. -Protons of
the methylene group in a series of compounds 1-7 in the deuterated solvents are exchanged in deuterium:
X
5
7
( )n
1-7
H
H
(D) (D)
10
Department of Pharmacognosy, Faculty of Pharmacy, Yeditepe University, 34755, Kayda, Istanbul, Turkey
[email protected]
Secondary metabolites are produced by plants for different purposes such as protecting the plants against insects
and herbivores, adaptation to environmental challenges as well as pollination and seed dispersal. Plant secondary
metabolites have long been excellent sources for searching new drug candidates, food additives and cosmetics.
Polyphenolic compounds constitute the second largest group of secondary metabolites after terpenoids and steroids.
There is a growing interest on phenylethanoid glycosides due to their interesting biological activities and chemotaxonomic
significance. Flavonoids are usually regarded as universal plant pigments, which are widely distributed in higher plants.
Isoflavonoids, on the contrary, have limited distribution in plant kingdom, which are particularly confined to Fabaceae
family. Chemical and structural variations are plentiful in both flavonoid and isoflavonoid type natural products.
Turkey has a rich flora due to its geographical location as well as its climatic conditions. Given the richness in biodiversity
of plants and their folkloric use, Turkey provides a tremendous source for scientists to obtain new bioactive metabolites
on the way to discover new drug leads. In this presentation, it is aimed to report the recent results on the isolation and
structure elucidation of new polyphenolic compounds belonging to phenylethanoid glycosides, flavonoids, isoflavonoids
and phenolic acid chemical classes. The compounds were obtained from different species, mainly of the genera Digitalis,
Glycyrrhiza, Asperula and Vitex collected from their natural habitat in Turkey. The isolation and purification of the
compounds were carried out by using various chromatographic techniques including C18-MPLC, SiO2 and Sephadex LH20 column chromatography. The structures were determined by extensive 1D and 2D NMR experiments as well as MS
analyses. This presentation will particularly focus on the structure elucidation of rare and new polyphenolic compounds.
11
Institute of the Chemistry of Plant Substances AS RUz, Tashkent 100170, Mirzo Ulugbek Str 77, Uzbekistan
[email protected]
Introduction
The Lamiaceae, is of considerable economic importance, containing herbs or shrubs of various sizes, rarely trees.
Many species of this family have horticultural value; many used as culinary herbs, or in perfumery and many are
used medicinally. The main centre of diversity is the Mediterranean region to Central Asia. About 40 genera with
220 species of Lamiaceae occur in the Uzbekistan. The genus Nepeta is represented by 18 species and number of
the species of the genus Scutellaria in Uzbek flora is 32 (Vvedenskiy, 1961).
Materials and methods
We have analyzed essential oils of aerial parts of the following species: Nepeta alatavica Lipsky, N. nuda L.,
N. olgae Regel, Scutellaria immaculata Nevski ex Juz., S. schachristanica Juz. and S. ramosissima M. Pop. The oils
were analyzed by GC and GC-MS. GC-, LC-, EI-MS and PTLC analysis were performed as discussed in our previous
publications (Mamadalieva et al., 2014). Antimicrobial activity was studied in vitro against a range of bacteria and
fungi using diffusion and microdilution methods. Cytotoxic activity of the samples was assessed using MTT. The
antioxidant activity of the individual compounds and extracts were evaluated using DPPH* test.
Results and discussion
GC-MS analysis allowed identification of 43, 49 and 31 components in N. alatavica, N. nuda and N. olgae, which
made up 99.98, 99.94 and 87.34% of the total oil composition. The major components of the essential oils of
Nepeta species were nepetalactone, acetylcyclohexene, cineole, germacrene D, trans-caryophyllene. In Scutellaria
the major compounds were acetophenone, eugenol, thymol, linalool, -terpineol. Overall, individually 38, 30
and 29 constituents were identified in the aerial parts of S. immaculata, S. schachristanica and S. ramosissima
essential oils representing 98.92, 99.95 and 99.03% of the total, respectively. The major components of the nonpolar fraction of S. ramosissima were determined as heneicosane (12.18%), palmitic acid (11.79%), acetovanillone
(6.28%), 5,6-dihydroxy-7,8-dimethoxyflavone (31.87%), (9Z)-octadecenoic (oleic) acid (8.21%), stigmasterol
(2.68%), -sitosterol (2.65%) and 5,2-dihydroxy-6,7,8,6-tetramethoxyflavone (2.13%) using GC-, LC-, and EI-MS. In
addition, 5,6-dihydroxy-7,8-dimethoxyflavone was isolated from the same fraction by PTLC. Extracts and individual
compounds from the species were subjected to tests for antibacterial, anticancer and antioxidant activities. The
chloroform extract of S. ramosissima has antimicrobial activity against Streptococcus pyogenes (MIC = 0.03 mg/
ml). The CHCl3 extract of S. ramosissima inhibited the cell growth of HeLa, HepG-2 and MCF-7 cells with IC50 values
of 9.25, 12.83 and 17.29 g/ml, respectively. Among the tested samples the essential oils of N. alatavica and water
extracts of Scutellaria species exhibited pronounced antioxidant activity.
Acknowledgement
Financial support by DAAD and UNESCO-LORAL foundation is gratefully acknowledged.
ReferenceS
1. Mamadalieva, N.Z., Sharopov, F., Girault, J-P., Wink, M., Lafont, R. 2014. Phytochemical analysis and bioactivity of the
aerial parts of Abutilon theophrasti (Malvaceae), a medicinal weed. Natural Product Research, 28(20): 1777-1779.
2. Vvedenskiy, A. 1961. Flora of Uzbekistan. S RUz Publ. Fan, Tashkent, pp. 270292.
12
The largest genus in the Angiosperms is Astragalus L. (milkvetch, locoweed; Turkish names: Geven, kitre). It comprises
more than 2200 species distributed mainly in the North and South America, North Africa, Sahara, and Asia. The flora of
Turkey exhibiting more than 425 Astragalus species is one of the richest one in the world. Astragalus species have been
a valuable rural crop yielding gum tragacanth for many years not only in Turkey, but also in Iran. The roots of Astragalus
species are well-known in traditional Chinese and Japanese medicine for the treatment of nephritis, diabetes, leukemia,
uterine cancer and also are used as an antiperspirant, vasodilator, analgesic, sedative, hepatoprotective and diuretic.
Astragalus species are known to be rich in two major classes of biologically active compounds, polysaccharides and
saponins. The isolation of cycloartanes was firstly reported from A. sieversianus (Svechnikova et al., 1981).
For us, decisive basis for the studies of the phytochemical and activity has been upon an observation in the usage
of the roots of an unknown Astragalus species against leukemia in South East Anatolia in 1996. The glycosides having
a novel cycloartane skeleton were isolated as major components of this unknown plant material. The existence of the
same compounds in the roots of A. oleifolius were reported later (al et al., 1996) confirming the proposal. Further
investigations on the Astragalus species led us to show their additional traditional uses such as wound healing and tonic
activities in Turkey. As one of the earlier studies, eight cycloartane glycosides isolated from the roots of A. melanophrurius
were evaluated in a number of biological test systems. They were relatively inert in a variety of assay systems relevant
to cancer chemopreventation. However, each compound tested was able to stimulate human lymphocyte proliferation
in the concentration range of 0.01 -10g/ml. At higher concentrations (100 or 200 g/mI), inhibition of thymidine
incorporation was observed. The immunomodulatory activity of cycloartanes was found relatively potent and thereby
deserved further attention (al et al., 1997). Thus, in addition to A. oleifolius and A. melanophrurius, we have further
studied some Astragalus species, including A. microcephalus, A. trojanus, A. cephalotes, A. vulneraria, A. zahlbruckneri,
A. prusianus, A. lucitanicus, A. baibutensis, A. macrocephalus, A. elongatus, A. campylosema and A. isaricus. These
studies resulted in the isolation of about 60 cycloartane-type glycosides. Furthermore, we have studied some additional
biological activities of the cycloartane-type compounds isolated from the Astragalus species.
The results were very promising subject in terms of drug discovery studies. The richness in structural diversity of
cycloartanes and as well the vast number of Astragalus species have provided ample motives for scientific investigation.
References
1. Svechnikova, A.N., Umarova, R.U., Gorovits, M.B., Seitanidi, K.L., Rashkes, Y.V., Yagudaev, M.R., Abubakirov, N.K. (1981).
Triterpene Glycosides of Astragalus and their genins. II. Structure of Cyclosieversigenin. Khim. Prir. Soedin., No 1, 67-76.
2. al, I., Zor, M., Saraolu, I., Isimer, A., Ruegger, H., 1996. Four novel cycloartane glycosides from Astragalus oleifolius,
Journal of Natural Products 59: 1019-1023.
3. al, ., Yrker, A., Tasdemir, D., Wright, A.D., Sticher, O., Luo, Y.-D., Pezzuto, J.M., 1997. Cycloartane Triterpene
Glycosides from the Roots of Astragalus melanophrurius. Planta Med. 63: 183-186.
13
The cannabis plant Cannabis Sativa is one of the oldest medicinal plants known to man. The plant and products
thereof have been reported for the treatment of many disease conditions, and extracts of cannabis have been part of
several pharmacopeias including the USP until 1937 where cannabis preparations were classified as Schedule I drugs,
indicating no recognized medicinal values, but with high abuse potential.
Renewed interest in the use of cannabis derived preparations reemerged in the 1960s when the structure of the
active compounds in cannabis (9 tetrahydrocannabinol or THC) was determined in 1964. The drug is currently approved
for the treatment of nausea and vomiting in cancer patients receiving chemotherapy and for appetite stimulation in AIDS
patients with the Wasting Syndrome, formulated in sesame seed oil as soft gelatin capsules for oral administration.
Because of issues associated with oral THC, we have embarked on the development of other dosage forms. These
include suppositories and transmucosal delivery systems for indications requiring systems use and eye drops for topical
application in the treatment of glaucoma. Because of the poor bioavailability (or lack of) of THC from such preparations,
prodrugs of THC were prepared for that purpose with successful results. These preparations will be discussed.
Furthermore, more recently cannabidiol (CBD) has emerged as an important cannabinoid for the treatment of a
variety of disease conditions, most notably for intractable pediatric epilepsy. Efforts in that area will also be discussed.
14
Introduction
At the Institute of Chemistry of Plant Substances of the Academy of Sciences of Uzbekistan for many years, a systematic
study of the various classes of plant substances (BAS) and the study of their biological activity have been carried out. The
Laboratory of Molecular Genetics screened alkaloids and their derivatives, glycosides, flavonoids and phytoecdysteroids
and plants and fungi extracts for the cytotoxic activity.
Materials and Methods
Cytotoxic activity of the extracts and individual substances were measured by using verified cultures of cancer cells
- carcinoma of the cervix (HeLa), larynx (HEp-2) and breast (HBL-100) obtained from the Bank of cell cultures at the
Institute of Cytology RAS (Saint-Petersburg, Russia), and primary culture of hepatocytes and fibroblasts, by using of MTT
and neutral red assay.
Results and Discussion
From the extracts of endophytic fungi associated with Vinca plants cytotoxic activity practically the same activity of
the extract of Vinca rosea was observed. Moreover, extracts of plants of Convolvulus krauseanus, Arundo donax and
Vinca major also revealed cytotoxic activity at low concentration.
Among the individual substances derivatives of 1-aryltetrahydroisoquinolines, convolvines, norfluorokurarine,
phenyl- and phenoxy acetic acids identified three inhibitors only of cancer cells HEp-2 with low cytotoxicity to normal cells
- N-benzyl konvolvin (IC50 = 12,3 mmol / l), n-Cl-phenoxyacetic acid (IC50 = 5,2 mM / L ) and phenylhydrazine yodmetilat
norfluorocurarine (IC50 = 19,1 mmol / l). At the same time other substances such phenylhydrazine hydrochloride
norfluorocurarine (IC50 = 24 mM / l) and n-Cl-acetylfenyl uksusnaya acid (IC50 = 4,7 mM / l) had cytotoxic activity to all
investigated cancer cells and practically have no cytotoxic activity to normal cells.
Investigation of the cytotoxic activity of plants and fungi extracts and chemical derivations of alkaloids and synthetic
substances allowed us to select active compounds for further investigations.
15
National Center for Natural Products Research, The University of Mississippi, University, MS 38677 USA
Anadolu University, Faculty of Pharmacy, Department of Pharmacognosy, 26470, Eskisehir, Turkey
3
USDA-ARS, Center for Medical, Agricultural and Veterinary Entomology, Gainesville, FL 32608 USA
4
Department of Entomology and Nematology, Emerging Pathogens Institute, University of Florida, Gainesville, FL 32610 USA
5
Coastal Research and Extension Center, Mississippi State University, South Mississippi Branch Experiment Station, Poplarville, MS
39470 USA
*[email protected]
1
2
Introduction
Aedes aegypti (L.) (Diptera: Culicidae) transmits viral pathogens to humans, including yellow fever and dengue fever,
both of which can cause severe human morbidity and mortality. Vaccines are not available for many diseases transmitted
by biting insects, so personal protection and control of the larval and/or adult stages are primary tools to reduce humanvector contact. However, the repeated use of synthetic insecticides can induce resistance concern and undesirable
effects on human and non-target organisms (1). Therefore, there is an urgent need for the development of alternative
insecticides and repellents to manage populations and protection of human being from the bites of these important
disease vectors. Plant-derived products including essential oils may offer alternative and effective sources of insecticides
and insect repellents.
Materials and Methods
In this research program aimed at identifying natural repellents and insecticides, different essential oils have been
evaluated as topical repellents against Aedes aegypti using a cloth patch assay and larvicidal activity against 1st instar
Ae. aegypti larvae.
Results and Discussion
Based on the screening results, five Agastache cultivars showed promising repellent or larvicidal activity and bioassay
guided isolation procedures were followed. The comparable study on the chemical composition of German, Roman
chamomile and Juhua essential oils were completed by GC-FID and GC-MS analysis. The chemical differences of these
chamomile essential oils exhibited a variable degree of repellent activity in cloth patch assays. Consequently, essential
oils encouraged the investigation as a natural repellent for medical and veterinary importance arthropods and could also
lead to a new molecular based approach to l investigation of essential oils for pest control.
Acknowledgements
This study was supported in part by DWFP grant funded by the U.S. DoD through the AFPM and grant from the
Mississippi Agricultural and Forestry Experiment Station.
Reference
1. Tabanca, N., Bernier, U.R., Ali, A., Wang, M., Demirci, B., Blythe, E.K., Khan, S.K., Baser, K.H.C., Khan, I.A. 2013. BioassayGuided Investigation of Two Monarda Essential Oils as Repellents of Yellow Fever Mosquito Aedes aegypti. Journal of
Agricultural and Food Chemistry, 61:8573-8580.
16
Monographs on herbal drug materials including those of Chinese Materia Medica (CMM) have been subject to
considerable improvement in recent years. Due to the actual rapid development in Science in general and in many
fields of Pharmacognosy in special, important improvement of analytical methods is obvious and urgently needed to
implement high quality standards for all herbals in the actual European Pharmacopoeia (PhEur) Monographs.
Priority should be given to unambiguous definitions and identification of the TCM herbal drug material by
macroscopic and microscopic examinations followed by chromatographic techniques such as high performance thin
layer chromatography (HPTLC) fingerprinting.
A key feature, in the elaboration of any new TCM herbal drug monograph is, the availability of a statistically relevant
number of samples to be critically examined. In many cases it has been difficult in the past to obtain such a large variety
of samples mostly from the European Market. It may be questioned that those samples commercially available in Europe
have been specially prepared for the Western market and may be of different quality compared to CMMs used in China.
It further is difficult to obtain authenticated reference samples for the botanically identified herbal drugs of Chinese
origin. Consequently, a continuous cooperation with specialists of the ChPh is essential in that they can assist in the
provision of authenticated herbal drugs and reference samples and in the elaboration of new TCM-monographs for the
PhEur.
Besides the unambiguous identification of the herbal drug material, the quantification of marker substances in
herbal drugs in general and often in TCM is still a major problem and not easy to be resolved. For many CMM still no
constituents with known therapeutic activity are documented in the relevant literature. In these cases plant specific
natural substances have to be selected as the so-called analytical markers which have to be quantified accordingly. It can
be questioned, if such assays for analytical markers, newly included in a monograph, which often are rather expensive,
may thus be the reason for the low degree of acceptance in pharmaceutical practice and consequently are not used
much by the European shareholders. Alternatives have to be elaborated and validated such as semi-quantitative HPTLC
methods which in some cases might replace the classical HPLC assay.
Consequently, one of the future goals for the TCM WP of the European Pharmacopoeia is the elaboration of a policy
paper where the criteria for the elaboration and implementation of an assay should be determined. For the moment,
it is still a case by case decision,, if an assay and which type of assay has to be included in a new TCM herbal drug
monograph of the PhEur.
17
Institute of the Chemistry of Plant Substances, Academy of Sciences, Republic of Uzbekistan, 100170, Tashkent, Mirzo-Ulugbek
str., 77.
[email protected]
Introduction
Chemical modification of tricyclic quinazoline alkaloids and their derivatives may open very interesting direction in the
field of fundamental science as well as for development efficient preparations for agriculture and medicine. During 3540 years at the Institute of the Chemistry of Plant Substances (ICPS) chemistry and biological activity of the quinazoline
alkaloids are studied and among of them many biological active compounds are found. For example, deoxypeganine
hydrochloride (R=R1=R3=R4=H, X=H2, n=1) is used in medicine as anticholinesterase preparation (Johns et al., 1965;
Shakhidoyatov, 1988). There are some reactive centers: activated methylene group, C=N bond, carbonyl C=O group and
benzene ring in molecules of deoxyvasicinone and mackinazolinone, which were isolated from plants Peganum harmala
L. and Mackinlaya subulata Philipson (Johns et al., 1965; Shakhidoyatov et al., 2014). These centers can react with
different electrophilic and nucleophilic reagents to give new derivatives with various activities.
Materials and Methods
6 (Substituted)-, 6,8-disubstituted-deoxyvasicinones, mackinazolinones, 4-thiones, -yliden derivatives, fine organic
synthesis, methods of IR-, NMR1H- spectroscopy, mass-spectrometry, X-ray analysis, thin-layer chromatography.
Results and Discussion
Interaction of deoxyvasicinone, mackinazolinone and their derivatives with various electrophilic reagents (aliphatic
and aromatic aldehydes and ketones, acid chlorides, formylating agents and etc.) have been studied. It was determined
that depending on substituents in benzene ring and quantity of methylene group reaction goes in different directions:
X
R
N
N
R1
( )n
R3
R4
R:
R1:
R2:
R3,R4:
R3+R4:
R5:
X:
n:
In this work the obtained results on synthesis, modification and biological activity of tricyclic quinazoline alkaloids
and their derivatives, and factors influencing to reactions direction will be discussed.
Acknowledgments
We thank the Academy of Sciences of the Republic of Uzbekistan for supporting this study (Projects FA-F7-T207 and
FA-A9-T200).
References
1. Johns, S. R., Lamberton, J. A., 1965. Alkaloids of Mackinlaya Species (Family Araliaceae), Chemical Communication, 267270.
2. Shakhidoyatov, Kh. M., 1988. Quinazol-4-ones and their biological activity, FAN, Tashkent, pp 99-104.
3. Shakhidoyatov, Kh. M., Elmuradov, B. Zh., 2014. Tricyclic quinazoline alkaloids: isolation, synthesis, chemical modification
and biological activity. Chemistry of Natural Compounds, 50: 781-800.
18
oral presentatons
1
Baikal institute of Nature Management Siberian Branch Russian Academy of Sciences, Ulan-Ude 670047
Republic of Buryatia, Russian Federation
2
Buryat State University, Ulan-Ude, Republic of Buryatia, Russian Federation
corresponding author [email protected]
Introduction
The territory of Buryatia represents a classic variant of the buffer territory and is located at intersection of ecosystems
of North and Central Asia. There are 2128 species and subspecies of the 127 plant families at a rather small territory. Plants
of the genus Thymus L. and Artemisia L. have interested researchers as promising sources of herbal medicinal products. The
Baikal region is one of the centers of origin of Artemisia in Euroasia (Namzalov, 1994).
Materials and Methods
The essential oils were isolated by hydrodistillation from air-dried raw materials. Chemical composition of essential oils
were analyzed by GC-MS. Essential oil constituents were identified by the comparison of their mass spectra with those from
the National Institute of Standards and Technology (NIST, 2007), and by the comparison of the mass spectra and calculated
linear retention indices (RI) with values in the literature (Tkachev, 2008). Retention indices were obtained by co-injection
with a mixture of linear hydrocarbons C8C20 (Sigma, USA) according to the work (Tkachev, 2008). Relative percentage
amounts of individual components of the oil were expressed as a percent peak area relatively to the total peak area from
the G-MS analyses of the oils. The data related to composition of essential oil was subjected to multivariate statistics using
principal component analysis (PCA) which is available in the Sirius 6.0 package (Kvalheim and Karstang, 1987).
Results and Discussion
Essential oils of Thymus baicalensis Serg. are phenolic chemotype, namely carvacrol chemotype. Essential oils of
Artemisia jacutica contains a large amount of chamazulene. Oils of both species may find application as a source of new
medicines and dietary supplements, has antiseptic, anti-inflammatory and antimicrobial properties.
Comparison of own and literature data shows that the direction of the biosynthesis of essential oil components persist
regardless of the locus of the year and collecting plants. Principal component analysis (PCA) identified three chemotypes
of compounds of essentials oils of Artemisia vulgaris L.: chemotype I essential oil of plant from humid areas; chemotype
II essential oil of plant from semihumid areas; chemotype III essential oil of plant from semiarid and arids areas. In arid
areas there is an increase of the total content and the structural diversity of sesquiterpene compounds. On arid areas,
for example plants of Buryatia have shown that, in ecotope with more affluent moisture, plants accumulate the greatest
amount of sesquiterpenes. Lack of moisture helps to increase the share of monoterpenes and their oxygenated derivatives
in the summer.
Components of essential oils are very interesting for the synthetic and theoretical chemistry because of their high
reactivity and availability as synthons in the preparation of practically useful compounds. Components of essential oils have
allelopathic activity, so research will shed light on some questions of interaction in phytocenoses and the role of secondary
metabolism in plant adaptation.
Acknowledgments
This research was supported by the Ministry of education and science of the Russian Federation (State task
19.1168.2014/), programs of basic scientific researches of State academies of sciences (project V.46.5.2) and Russian
Foundation for Basic Research (grant 15-44-042330). We thank Elena Dylenova, assistant of pharmacy department
(Buryat State University) for language editing work of this manuscript.
References
1. Namzalov, B.B. 1994. The steppes of southern Siberia [in Russian]. BSC SB RAS, Novosibirk, Ulan-Ude. pp1-309.
2. Tkachev, A.V. 2008. Investigation of plant volatiles [in Russian]. Novosibirsk. pp1-969.
3. Kvalheim, O. M., Karstang, T. V., 1987. A general purpose program for multivariate data analysis. Chemometrics and Intelligent
Laboratory Systems. 2, 235-237.
20
Shahrekord Branch, Islamic Azad University, Research Center for Medicinal Plants & Ethnoveterinary, Department of Medicinal
Plants, P O Box: 166, Shahrekord, Iran
2
Flavarjan Branch, Islamic Azad University, Department of Essential oil Chemistry, Isfahan, Iran
[email protected]
1
Introduction
Satureja bachtiarica Bunge. (Lamiaceae; local name: Marzeh-e-Koohi) is a well-known aromatic plant which is
frequently used as spice and as traditional medicinal herb in Iran. Bakhtiari savory is a perennial aromatic herb, which it
distributed in Zagros mountain range, southwestern Iran (Ghasemi-Pirbalouti et al., 2013a). The conventional methods for
the essential oil extraction of herb materials, including hydrodistillation and steam distillation have some disadvantages.
Losses of some volatile compounds, low extraction efficiency, degradation of unsaturated or ester compounds through
thermal or hydrolytic effects and toxic solvent residue in the extract may be encountered using these extraction methods
(Prino-Issartier et al., 2013). In this study, we present a comparative study of the ability of a number of different methods
to extract the essential oils from Bakhtiari savory in order to find the most advantageous in term of extraction kinetics,
essential oil quality, and quantity.
Materials and Methods
Conventional methods [hydrodistillation by two Clevenger-type apparatus: British Pharmacopoeia (HDBP) and
Research Institute of Forests and Rangelands, Iran (HDRIFR), and traditional steam and water distillation (TSWD)], an
innovative technique steam distillation (SDinnov), microwave-assisted steam hydro-diffusion (MSHD 400 and 800 W),
and microwave-assisted hydro-diffusion (MHD 400 and 800 W) were used to extract essential oil from the aerial parts
of savory and their results were compared. The essential oils of all samples were analyzed using GC-FID, GC/MS, and for
comparison, a sample was analyzed using head space solid-phase microextraction (HS-SPME).
Results and Discussion
The highest essential oil yields were obtained from two methods, including HDBP, and MSHD 400 W. Significant
differences occurred among the major constituents in essential oils from extraction methods, including thymol, carvacrol,
-cymene, and -terpinene. The highest amounts of thymol and carvacrol were obtained from MHD (800 W) method in
comparison other methods. The highest content of monoterpene hydrocarbons was obtained from HS-SPME, whereas
the highest percentage of oxygenated monoterpenes was achieved from MHD (800 W) method.In conclusion, extraction
of the essential oil from Bakhtiari savory with microwave-assisted hydro-diffusion (MHD) was better in terms of energy
saving, extraction time, oxygenated fraction (thymol and carvacrol), and product quality.
References
1. Ghasemi Pirbalouti, A., Oraie, M., Pouriamehrc, M., Solaymani Babadi, E. 2013. Effects of drying methods on qualitative and
quantitative of the essential oil of Bakhtiari savory (Satureja bachtiarica Bunge.). Industrial Crops & Products, 46: 324327.
2. Prino-Issartier, S., Ginies, C., Cravotto, G., Chemat, F. 2013. A comparison of essential oils obtained from lavandin
via different extraction processes: ultrasound, microwave, turbo hydrodistillation, steam and hydrodistillation.Journal of
Chromatography A, 1305: 41-47.
21
Anadolu University, Faculty of Pharmacy, Department of Pharmacognosy, Eskiehir, Turkey. 2Marmara University, Faculty
of Pharmacy, Department of Pharmacognosy, stanbul, Turkey. 3Istanbul University, Faculty of Pharmacy, Department of
Pharmaceutical Microbiology, Istanbul Turkey. 4Marmara University, Faculty of Pharmacy, Department of Pharmacetical Botany,
Istanbul, Turkey. 5King Saud University, College of Science, Department of Botany and Microbiology, Riyadh, Saudi Arabia.
*[email protected]
1
Introduction
The purpose of this study was to investigate chemical composition along with antimicrobial, antioxidant activity
of essential oil of Chaerophyllum aromaticum L. The oil was analyzed by capillary GC and GC/MS using a Agilent GCMSD system. Antioxidant activitiy and total phenolic content were estimated by DPPH and Folin Ciocalteu methods,
respectively. Antimicrobial activity against eight microbial species were determined by the microbroth dilution technique
using the Clinical Laboratory Standards Institute (CLSI) recommendations. The yield of light yellow-coloured essential oil
obtained from aerial parts of C. aromaticum is about 1.1% and Sabinene (28.1%), Terpinolene (16.7%) and -Terpinene
(16.1%) were found as the main compounds in the oil. C.aromaticum essential oil at a concentration of 20 mg/ml
inhibited DPPH radical by 2,06%. Its total phenolic content was 2,190,18 mg GAE / g oil. Oil presented moderate
antimicrobial activity against Staphylococcus aureus ATCC 29213 (MIC: 156 g/ml) and Staphylococcus epidermidis ATCC
12228 (MIC: 625 g/ml).
Materials and Methods
Chaerophyllum aromaticum was collected from around Riva ayaz brook of Istanbul in 2014. Voucher specimens are
kept at the Herbarium of the Faculty of Pharmacy, Marmara University (MARE No: 17271). Aerial parts of Chaerophyllum
aromaticum were water-distilled for 3h using Clevenger apparatus. The essential oils were stored at 4C in the dark
until analyzed. The oil was analyzed by capillary GC and GC/MS using a Agilent GC-MSD system. Free radical scavenging
capacity of oil was evaluated according to the previously reported procedure using the stable DPPH (Ozsoy et al., 2008).
Total phenolic content of oil was measured using FolinCiocalteau reagent (Gao et al., 2000). Antimicrobial activity
against eight microorganisms were determined by the microbroth dilutions technique using the Clinical Laboratory
Standards Institute (CLSI) recommendations.
Results and Discussion
In our present study, we examined chemical composition along with antimicrobial, antioxidant activity of essential oil
obtained from aerial parts of C.aromaticum. Nineteen compounds were identified in oil of the aerial parts representing
99.2 % of the C. aromaticum oil. The main components of the C. aromaticum oil were sabinene (28.1%), terpinolene
(16.7%) and -terpinene (16.1%). While essential oil of C. aromaticum at concentration of 20 mg/ml inhibited DPPH
radical by 2,06 % ; BHT, synthetic antioxidant, inhibited DPPH radical by 83 % at ten times lower concentration (2 mg/ml;
IC50 for BHT: 0,840,02 mg/ml ). The total phenolic content of essential oil was found to be low (2,190,18 mg GAE / g
oil). The oil exhibited moderate activity against Staphylococcus aureus ATCC 29213 (MIC: 156 g/ml) and Staphylococcus
epidermidis ATCC 12228 (MIC: 625 g/ml). The oil did not show any activity against other microorganisms.
References
1. Gao, X., Ohlander, M., Jeppsson, N., Bjrk, L., Trajkovski, V. 2000. Changes in Antioxidant Effects and Their Relationship
to Phytonutrients in Fruits of Sea Buckthorn (Hippophae rhamnoides L.) during Maturation. Journal of Agricultural and Food
Chemistry ,48: 1485-90.
2. Ozsoy, N., Can, A., Yanardag, R., Akev, N. 2008. Antioxidant activity of Smilax excelsa L. leaf extracts. Food Chemistry, 110:
571-83.
22
OP-04 Lipids and Essential Oils of Arischrada bucharica (M.Pop.) Pobed. and
Ziziphora pedicellata Pazij et Vved. Leaves
D.T. Asilbekova1,*, Kh.M. Bobakulov1, Gulmira zek2, Temel zek2, N.D. Abdullaev1, Sh.Sh.Sagdullaev1,
K. Husnu Can Baer2,3
Acad. S.Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of 100170 Tashkent,
Uzbekistan,
2
Department of Pharmacognosy, Faculty of Pharmacy, Anadolu University, 26470 Eskisehir, Turkey
3
Botany and Microbiology Department, College of Science, King Saud University, 11451, Riyadh, Saudi Arabia
[email protected]
1
The lipids and essential oils isolated from leaves of Arischrada bucharica (M.Pop.) Pobed. and Ziziphora pedicellata
Pazij et Vved. (Lamiaceae), growing in Uzbekistan have been studied.
Total lipids (TL) from plant materials were isolated with chloroform - methanol (2:1, v/v) by Folch method, purified
and fractionized on neutral lipids (NL), glycolipids (GL) and phospholipids (PhL). Essential oils (EO) of plants were obtained
by hydrodistillation in a Clevenger type apparatus. Unsaponifiable substances (US) and fatty acids were obtained after
hydrolysis of TL (10% KOH/MeOH, 1-2 hr). Fatty acids were converted to methyl esters using diazomethane. All the
volatiles and fatty acid methyl esters were analyzed by GC/FID and GC/MS techniques.
Yields of the lipids and essential oils from both species are given in the Table. The present work is the first detailed
contribution into the chemistry of lipids A. bucharica leaves.
Table. Yields of essential oils and lipids from A. bucharica and Z. pedicellata leaves
EO
TL
NL
GL
PhL
US
% dry wt of leaves
% mass of total lipids
A. bucharica
0.8
1.8
63.7
32.8
3.5
14.4
Z. pedicellata
1.4
3.8
47.2
48.0
4.8
15.9
The essential oil of A. bucharica leaves consisted of 1,8-cineole (19.1%), -humulene (9.6%), -caryophyllene (8.4%),
-bourbonene (5.4%), -cadinene (4.1%), -terpineol (3.6%), camphor (3.3%), bicyclogermacrene (3.1%) as main
constituents. Pulegone (60.4%), isomenthone (15.6%), p-menth-3-en-8-ol (7.9%) and isomenthol (4.5%) were found to
be the main components in essential oil from Z. pedicellata leaves. In previously reported papers by Gusakova et al.
and Dembitskii et al. [1,2] the oil of Z. pedicellata was said to be rich in pulegone (62.0%), isomenthone (11.5%) and
menthol (9.2%). However, in this study menthol was found in trace amount. In previous studies, p-menth-3-en-8-ol was
not reported in the oil.
Plant material
Fatty acid compositions of TL from A. bucharica and Z. pedicellata leaves were following: 12:0 trace and 0.4%; 14:0
1.0% and 1.9%; 15:0 trace and 0.4%; 16:0 19.7% and 19.4%; 17:0 trace and 0.5%; 18:0 3.9% and 3.8%; 20:0 1.3%
and 1.6%; 22:0 0.7% and 1.3%; 16:1 1.2% and 1.1%; 18:2 5.3% and 17.6%; 18:3 (main)+18:1 67.2% and 52.0%.
references
1. Gusakova, S.D., Khomova, T.V., Lipids of Ziziphora pedicellata, Chem. Nat.Comp., 33, 633 (1997).
2. Dembitskii, A.D., Bergaliev, E.Sh., Kyazimov, I.M., Chemical composition of the essential oils of Ziziphora growing under
various ecological conditions, Chem. Nat.Comp., 30(6), 673-675 (1994).
23
Introduction
Capparis spinosa is a medicinal plant widespread in the territory of the Central Asia. This plant can be collected by
hundreds of tons per year without damage to the natural resources. At present, the fruits of this plant as a foodstuff
have been consumed by the local population in many countries.
Materials and Methods
As reported in literature, Capparis spinosa aerial part contains more than 2% of alkaloids. Stachydrine, choline and
a few unidentified alkaloids were founded in its chemical composition, stachydrine alkaloid is the main alkaloid, its
content is approximately 50% of the total alkaloids.
Researches carried out in the Pharmacology and Toxicology Department of our Institute led to development of
the preparation Krostopidin with haemostatic, hypotensive, sedative and anti-inflammatory properties on the base of
stachydrine alkaloid.
Results and Discussion
In order to develop the technology of Krostopidin preparation based on stachydrine alkaloid the physical and chemical
properties of stachydrine were investigated. It was found that the alkaloid is a very soluble in water, but not in organic
solvents, so aqueous of alcohol was selected as extragent. The technology of Krostopidin manufacture using of ethanol
solution as an extragent was developed. This technology was used for providing of sufficient amounts of the preparation
for preclinical pharmacological and toxicological researches and for the development of regulatory and technical
documents for clinical trials. The quality and quantity of the preparation was tested by thin layer chromatography,
chromato-spectro-photometry and other instrumental methods.
24
Introduction
Plants growing on metal contaminated soils accumulate some heavy metals at high levels (Xiong, 1998). These plants
are considered to be phytoaccumulators and may contribute serious health hazards if they are consumed, because of
the toxicity of some of the metals to human being and animals (Knasmuller et al; 1998; Micita and Murin, 1998). In this
work, the concentrations of heavy metals (Fe, Cr, Zn, Ni, Pb and Cd) were determined for two different plant species
(Cassia tora and Cassia occidentalis) which grow as shrubs in the vicinity of blacksmith workshop but used by local people
as medicine. Experiment was also conducted on samples of the same plants in an area free of blacksmith activities. Soil
samples in the vicinity of the blacksmith workshop were also tested for heavy metals to know the bioaccumulation of
these elements in the plants.
Material and Methods
Dry ashing procedure was used for the digestion of the samples. All the prepared solutions (blank, standard and
sample) were analyzed using the atomic absorption spectrophotometer (model: VGP 210) for measuring the metals
concentrations.
Results and Discussion
Table 1: Concentration of Heavy Metals in the Sampling Areas
Metals
Zn
Pb
Fe
Cr
Ni
Cd
Sampling Area A
C. Tora
C. Occidentalis
Conc. (mg/kg)
Conc. (mg/kg)
20.83
22.92
9.09
13.64
12.96
11.11
10.87
15.22
25
17.86
10.53
18.42
Sampling Area B
C. Tora
C. Occidentalis
Conc. (mg/kg)
Conc. (mg/kg)
18.75
18.75
11.36
11.36
16.67
14.81
13.04
13.04
17.86
21.43
15.79
13.16
The heavy metal concentrations (mg/kg) of the studied plants ranged from 11.11 to 14.81 for Fe, 13.04 to 15.22 for
Cr, 18.75 to 22.92 for Zn, 17.86 to 25.00 for Ni, 9.09 to 13.64 for Pb and 10.53 to 18.42 for Cd. Generally, the levels of
Cr, Ni, Pb and Cd present in the leaves of Cassia occidentalis were found to be significantly higher than the permissible
limits given by the FAO and WHO. In Cassia tora, the concentrations of Cr, Ni and Cd were above the WHOs permissible
limit. Concentrations of all the metals were lower in plants samples from an area unaffected by the blacksmith activities.
For both plant samples, concentration of the metals were found to be higher when compared with concentration of the
metals in the respective soil except for iron and zinc which were observed to be higher in the soil sample than in plant
leaf for both C. tora and C. occidentalis plants.
References
1. Knasmuller, B.J. 1998. Ecophysiology of metal uptake by tolerant plants; in: Heavy Metals Tolerance in Plants Evolutionary
Aspects (Ed.: A.J. Shaw). CRC, Press Boca Raton, FL pp.155-178.
2. Micita, J. Murin, B.K. 1998. Heavy metals in green vegetables and soil from Vegetable gardens in Dar-es Salaam, Tanzania.
Tanzania Journal of Science 27:37-48.
3. Xion, C.K. Chen, T.B. and Wong J.W.C 1998. Assessment of trace metal distribution and contamination in surface soil of
Hong Kong. 98 (1): 61-68.
25
Acad. S. Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent,
Uzbekistan
[email protected]
Introduction
The preparations containing phospholipids on the base of plant lecithin (phosphatidylcholine) are widely used for the
treatment of the hepatobiliary system diseases. Now a day the therapeutic efficiency of phospholipids is enhanced by
the addition of amino acid, macroergic substances, antioxidants, minerals and other metabolic compounds. Carotenoids,
which have important functions in the body, are promising as such additives. Acyclic carotenoid lycopene is the strongest
plant lipophilic antioxidant [Nguyen M.L., Schwartz S.L. 1999]. Therefore, we have developed a compositions based
on soy lecithin and an extract from tomato peel with high content of carotenoids, especially lycopene. We made an
experimental assessment of hepatoprotective properties of different variants of the new composition on hepatitis and
stress models.
Materials and methods
For the preparation of these compositions commercial food soy lecithin was purified till reaching of pharmaceutical
quality, sunflower oil and carotenoid extract of peel tomato fruits of the local species were added. Several compositions
of lecithin and carotenoid extract with different contents of lycopene were obtained. The compositions were
administered per os to laboratory animals (mice of 20-25 g and rats of 200-220 g) once and several times in preventive
and therapeutical medical mode against the background of paracetamol, heliotrine and in the case of acute stress
reaction obtained by hanging by neck fold. The main indexes of basal metabolism were determined after development
of mentioned pathologies.
Results and discussion
Experiments have shown that the compositions with lycopene content 36-50 mg% (extract) were most effective.
A single administration of these compositions in different doses (2.5 to 5 g/kg of lycopene) led to reduction of all
manifestations of stress response and normalized hepatic metabolism: kept glycogen, reduced severity of lipid
peroxidation, cytolysis and cholestasis, restored cholesterol and creatine phosphate. It was founded the expressed
hepatoprotective action of these compositions at a dose of lycopene of 5 g/kg after 5-7 days of administration in terms
of established hepatitis: intensification of protein synthesis and antioxidant protection of cells, optimization of lipid
and carbohydrate metabolism, as well as the recovery of the biliary excretion. In these tests hepatoprotective effect of
compositions was more pronounced than the one in the animals treated with the phosphogliv and karsil as reference
drugs.
Thus, the obtained result showed that the development of a new local hepatoprotective phytocomplex on the basis
of phospholipids and lipophilic antioxidants is promising.
Reference
1. Nguyen M.L., Schwartz S.L. 1999. Lycopene: chemical and biological properties. Food Technology, 53: 38-45
26
School of Chemistry and Chemical Engineering, Xinjiang University, Urumqi 830046, China
[email protected]
Introduction
As is well known, dioxin is a highly toxic compound and also a main source of pollution in atmosphere. Depending
upon the number and position(s) of chlorine-substitution(s), polychlorinated dibenzofurans (PCDFs) have 25 possible
structures[1]. Their chemical structure and atomic numbering scheme are shown in Fig. 1. The half maximal inhibitory
concentration (IC50) is a measure of the effectiveness of a substance in inhibiting a specific biological or biochemical
function. In the present work, the global aromaticity of 25 kinds of PCDF isomers were examined using the TRE (topological
resonance energy) and the MRE (magnetic resonance energy) methods[2,3]. Their local aromaticity was studied using the
BRE (bond resonance energy) and the CRE (circuit resonance energy) methods[2,3].The effect of the number and positions
of substituted chlorine atoms on the global and local aromaticities of PCDFs is discussed. Our TRE and MRE results show
that the global aromaticity of PCDFs decreases with an increase in the degree of chlorination. BRE and CRE results show
that within the same molecule, those six-membered rings into which chlorine atoms have been substituted show lower
local aromaticity compared with six-membered rings into which no chlorine atoms have been substituted. Finally, the
relationships between aromaticity indices and some biological activity (IC50) were examined. We have found that the
experimental biological activities (pIC50) of PCDFs are well correlated with their aromaticity indices. We believe that
the aromaticity indices in this work can serve as useful theoretical tools with which to study the toxicity of dioxin-like
compounds.
X14
X15
X 21
11 12
X16
10
7
9
X17
13
X20
6
2
5
4
3
X19
X18
Fig.1. The structure of polychlorinated dibenzofurans and its atomic numbering scheme
Acknowledgments
This work was financially supported by the Natural Science Foundation of China (No. 21262037) .
References
1. C.L. Waller, J.D. McKinney, Chem. Res., Toxicol. 1995, 8, 847-858.
2. J. Aihara, J. Am. Chem. Soc., 2006, 128(9), 2873-2879.
3. A.Kerim, New J. Chem., 2014, 38, 3783
27
Institute of Botany of Azerbaijan NAS, Badamdar ave. 40, Baku AZ1073, Azerbaijan
[email protected]
Members of the genus Ferula contain substances belonging to different groups of natural compounds. Some of
them contain sesquiterpene lactones, which have anti-inflammatory, anti-burn, amnestic and other healing properties
(Serkerov, 2005). Some of them (Ferula pangifolia, F. seratophylla, F. tschimganica, F. pallida etc.) contain terpenoid
esters, terpenoid coumarins etc. (Khasanov et al., 1972; Kadyrov et al., 1972; Saidkhodjaev, 1979). Therefore, the study
of the chemical composition of plants of this genus has particular interest.
We researched the roots of Ferula calcarea, collected from mountain Beshbarmak during flowering. From the sum
of extractives obtained by extracting crushed, dried roots of acetone, by column chromatography was isolated two
substances: C17H22O3, m.p. 167-168C (1), C18H24O4, m.p. 84-85C (2). The 1H NMR spectrum of compound 1 appears
signals: 0.80 (s., CH3C), 0.81 (s., CH3C), 0.92 (s., CH3C), 4.96 (d., J=9.19 Hz, HCO), 6.89 (d., J=7.85 Hz, 2CH=), 7.84
(d., J=7.85 Hz, 2CH=) and 10.31 ppm (s., HOC=).
The 1H NMR spectrum of the substance 2 detected signals: 0.79 (s., CH3C), 0.87 (s., CH3C), 0.96 (s., CH3C), 3.84
(s., CH3O), 4.96 (d., J=9.19 Hz, HCO), 6.89 (d., J=7.85 Hz, CH=), 7.45 (c., CH=), 7.53 (d., J=7.85 Hz, CH=) and 9.92
ppm (s., HOC=).
Hydrolysis of compounds 1 and 2 with alkalis leads to e-borneol (C7H6O3, m.p. 204-205C) and p-hydroxybenzoic acid
(C7H6O3, m.p. 210-212C), and e-borneol and vanillic acid (C8H8O4, m.p. 206-207C), respectively.
Based on the data obtained in the interpretation of the 13C NMR spectrum of the compound 1 (13.80; 19.13; 20.34;
27.37; 28.34; 37.06; 40.20; 45.05; 47.60; 49.17; 79.44; 115.77 (2C); 121.35; 132.00 (2C); 162.76; 165.91 ppm) and 13C
(13.88; 19.02; 19.87; 27.38; 28.10; 36.95; 39.33; 36.60; 39.88; 40.16; 40.44; 44.78; 47.83; 49.05; 55.96; 79.49; 112.95;
115.60; 121.47; 123.67; 147.83; 151.97, 166.10 ppm), Dept 135 (13.88; 19.02; 19.02; 19.87; 27.38; 28.10; 36.95; 44.78;
55.96; 79.49; 112.95; 115.60; 123.47 ppm) and Dept 90 (44.78; 79.49; 112.95; 115.60; 123.67 ppm) spectra of compound
2 along with 1H NMR spectra proved that the compound 1 and 2 have structures identical to L-chimgin and L-chimganin,
respectively.
H
CH
CH
H C
OH
H
H
1. R= H
2. R= OCH
\s
References
1. Saidkhodjaev, A.I. 1979. Sesquiterpene derivatives of Ferula genus. Chem. Nat. Comp., 437-466 (in Russian).
2. Serkerov, S.V. 2005. Terpenoids and phenolic derivatives of plants of the families Asteraceae and Apiaceae. CBS polygraphic production, Baku, pp. 1-312 (in Russian).
3. Hasanov, T.H., Saidkhodjaev, A.I., Nikonov, G.K. 1972. The components of roots of the Ferula pallida.
Chem. Nat. Comp., 807-808 (in Russian).
4. Kadyrov, A.S., Khasanov, T.H., Saidkhodjaev, A.I., Nikonov, G.K. 1972. New phenolic compounds of roots
of the Ferula tschimganica. Chem. Nat. Comp., 808-809 (in Russian).
SCNC 2015 Abstracts
28
Institute of Botany of Azerbaijan National Academy of Sciences, Badamdar ave. 40, Baku AZ1073, Azerbaijan,
Ganja State University, H.Aliyev str. 187, AZ2000 Ganja, Azerbaijan
[email protected]
1
2
Members of the genus Peucedanum L. (Apiaceae) contain a biologically active coumarin-derivatives belonging to
different groups of coumarin compounds (Abyshev et al., 2003). Basically they are found as furocoumarin derivatives
- peucedanin (P. officinalis L., P. morissoni Bess., P. tauricum M.B., P. ruthenicum M.B.), oroselol (P. oroselinum (L.)
Moench.) and dihydrofurocoumarin derivatives - nodakenetin (P. decursivum Maxim.), marmesin (P. terebinthaeum
Fisch.), columbianidin oxide, isopeulustrin (P. palustre (L.) Moench.) (Kuznetsov, 1967). Some species (P. praeruptorum
Dunn.) contains pyranocoumarins: praeruptorin A and praeruptorin B having a specific activity against human gastric
cancer (Liang et al., 2010; Gao et al., 2004; Song et al., 2015).
From the roots of resin of the P. ruthenicum M.B. except furocoumarin peucedanin having antitumor activity (Serkerov
and Gasumova, 2013) is isolated two new coumarin-derivatives called us as peuceruten (C14H16O4, m.p. 138.0-139.0C
(1)) and peucerutin (C16H14O6, m.p. 145.0-146.0C (2)).
According to the data of 1H NMR spectrum molecule of peuceruten contains 2 methoxy- (s., 3.90 and 4.14 ppm) and
isopropyl groups (d., 1.20, J=6.00 Hz, 2CH3 and 3.20 ppm., CH). Based on these data, along with the signals from the
aromatic protons (d., 6.35, J=10.00 Hz, 3 H; 8.00, J=10.00 Hz, H-4; s., 7.55 ppm, H-5), and data of 13C NMR Dept 135,
Dept 90 and COSY spectra to peuceruten is offered the structure (1).
In the 1H NMR spectra of peucerutenin (2) revealed signals (CH3)2CH (s., 0.80, 1.00, m., 2.15 ppm), CH3O (s., 4.00
ppm), 6.40 m .d. (d., J=10.00 Hz, H-3), 7.80 (s., 2 H), 8.00 (d., J=10.00 Hz, H-4), 8.10 (s., COOH), which taking into account
the data of 13C NMR spectra have allowed to establish a structure of peucerutenin as (2).
Thus, based on the data obtained by decoding the IR-, NMR 1H, 13C, Dept 135 spectra to these compounds has been
offered the structures (1) and (2), respectively:
H
H 3 OC
OCH
HOOC
H 3 OC
O
CH
CH
H C
3
CH
(1)
H C
3
CH
(2)
References
1. Abyshev, A.Z., Agayev, E.M., Kerimov, Y.B. 2003. Chemistry and Pharmacology of Natural Coumarins. Baku, pp. 1-112.
2. Liang, T., Yue, W., Li, Q. 2010. Chemopreventive effects of Peucedanum praeoruptorum Dunn. and its major constituents on
SGC7901 gastric cancer cells. Molecules, 15: 8060-8071.
3. Gao, Y-L., Wang, W-J., Rao, G-X., Sun, H-D. 2004. The chemical constituents of Ligusticum calophlebicum. Acta Botanica
Yunnanica, 26 (2): 234-236.
4. Song, Y., Wanghui, J., Ru, Y., Yitao, W. 2015. Research progress of the studies on the roots of Peucedanum praeruptorum
Dunn. (Peucedani radix). Pak. J. Pharm. Sci., 28 (1): 71-81.
5. Serkerov, S.V., Gasumova, G.. Method of obtaining and anticancer compound. Patent No 2011 00 85, 05.06.2013.
29
Institute of Botany, Azerbaijan National Academy of Sciences, Badamdar ave. 40, Baku AZ1073, Azerbaijan,
[email protected]
The plants of the genus Seseli L. (Apiaceae) characterized by the presence of kellactone group pyranocoumarins.
Among the acylated kellactone derivatives found in different parts of plants of this genus antispasmolytic activity of
pterixin, expressed hypotensive, P-adrenoblocking and antiarrhythmic activity of campestrol, campestrinol et al. (Abyshev
et al., 2003) has been established. Recent reports of T.Liang et al. (2010) on the specific activity of praeruptorin A and
of praeruptorin B isolated from Peucedanum praeruptorum Dunn. against human gastric cancer cells also suggests
prospects of study of pyranocoumarins of the Seseli genus plants. At the present study of acetone extract of the Seseli
campestre Bess. roots by column chromatography are received four individual pyranocoumarins: C14H14O5, m.p. 190.5191.5C (1), C19H20O6, m.p. 122.0-123.0C (2), C19H20O6, colorless resin, C24H26O7, m.p. 176.0-177.0C (4).
Presence in 1 NMR spectra the signals of 1.34 (s., 3, 32), 1.40 (s., 3, 32), 5.30 (d., J=4.94 Hz, -3), 5.60
(d., J=4.94 Hz, -4) in compound 1; 1.80 (s., 3, 3=), 1.85 (d., J=7.00 Hz, 3=), 6.10 (m., =, -3, 2), 5.10
ppm (d., J=6.43 Hz, -4) 1.50 ppm (s., 6, 2 32) in compound 2; 1.85 (s., 3=), 2.10 (s., 3=), 4.70 (d.,
J=6.45 Hz, -3), 5.70 (s.,=), 6.05 (d., J=6.45 Hz, -4), 1.35 (s., 32 1.40 ppm (s., 32) in compound 3; 1.75
(s., 3=), 1.80 (s., 3=), 1.85 (d., J=7.00 Hz, 3=), 1.90 (d., J=7.00 Hz, 3=) 1.40 ppm (s., 2 32) in
compound 4 allow to ascribe to them structures of cis-kellactone (1), 3-angeloiloxy-3,4-dihydroseselin (2), 3-oxy4-senecioiloxy-3,4-dihydroseselin (3) and 3,4-diangeloiloxy-3,4-dihydroseselin (4) (Mikailova, Serkerov 2014 ).
H
H C
3'
H C
3
R1
R4
4'
R3
1. R1=R4=OH
R2=R3=H
2. R1=R3=H
R2=Angeloyloxy; R4=OH
3. R1=R3=H
R2=OH; R4=Senecioyloxy
4. R1=R4=Angeloyloxy
R2=R3=H
R2
References
1. Abyshev, A.Z., Agayev, E.M., Kerimov, Y.B. 2003. Chemistry and Pharmacology of Natural Boumarins. Baku, pp. 1-112.
2. Liang, T., Yue, W., Li, Q. 2010. Chemopreventive effects of Peucedanum praeruptorum Dunn. and its major constituents on
SGC7901 gastric cancer cells. Molecules, 15: 8060-8071.
3. Mikailova, N.Kh., Serkerov, S.V. 2014. Diangelat kellactone - a new component of the Seseli campestre Bess. roots.
Pharmacom, 2: 27-29.
30
1
2
Introduction
Fungi isolated from the surface of marine algae have received great attention as a prolific source of chemically
diverse bioactive metabolites. In our search for fungal secondary metabolites with novel chemical structures and/or
cytotoxic activity we have investigated the strains Penicillium thomii KMM 4645 and P. lividum KMM 4663 associated
with the marine brown alga Sargassum miyabei. Eleven new austalide meroterpenoids, seven new 6,6-spiroketals,
sargassopenillines AG and three new derivatives of furan-2-carboxylic acid were isolated from these marine fungi.
Some of them are shown in Figure 1.
Materials and Methods
The fungi were cultured for 21 days on rice medium. The EtOAc extracts of the mycelium were purified by a
combination of Si gel column chromatography and RP HPLC to yield individual compounds. The structures of the isolated
compounds were determined based on spectroscopic methods. The absolute configurations of some of the metabolites
were assigned by the modified Moshers method and CD data.
Results and Discussion
Austalide H acid, austalide H acid butyl ester, 13-O-deacetylaustalide I, 13-deacetoxyaustalide I and sargassopenilline
C were able to inhibit AP-1-dependent transcriptional activity in JB6 Cl41 cell lines at non-cytotoxic concentrations.
Also austalides exhibited significant inhibitory activity against endo-1,3--D-glucanase from a crystalline stalk of the
marine mollusk Pseudocardium sachalinensis. Sargassopenillines D and F and 5-(2, 4-dihydroxy-6 -methylphenyl)-3methylfuran-2-carboxylic acid at a non-toxic concentration (10 M) inhibit the adhesion of macrophages (30%40% of
inhibition).
Acknowledgments
The study was supported by the grant Russian Science Foundation No. 14-14-00030.
HO
24
13
25
26
14
15
17
27 11
21 C
20
19
18
O
O
29
OH
O
HO
HO
15
5 4a 4
7
1
8a
14
OH
HO
12
9
OAc
3'
1' 5
5'
7'
OH
Figure 1. Structures of 13-deacetoxyaustalide I (1), sargassopenilline F (2) and 5-(2, 4-dihydroxy-6 -methylphenyl)3-methylfuran-2-carboxylic acid (3).
31
Faculty of Chemistry and Chemical Technology, Al-Farabi Kazakh National University, Almaty, 050038, Al-Farabi ave.71,
Kazakhstan
2
Xinjiang Technical Institute of Physics and Chemistry, Central Asian of Drug Discovery and Development, Chinese Academy of
Sciences, Urumchi, 830011, Beijing road 40-1, R. P. China,
[email protected]
1
Introduction
Present time, the natural product chemistry will again be of great interest to research scientists and scholars working
in the exciting field of new drug discovery. In Kazakhstan, over six thousand kinds of plants in which more than 6000
species of highest vascular plants, about 5000 species of mushrooms, 4851 species of lichen, more than 2000 species of
seaweed are registered. 1,2 Meanwhile the plant resources have been efficiently used in the treatments of different kinds
of diseases such as bronchitis, bronchial asthma, hepatitis, urethritis, chronic rheumatoid arthritis, nephritis, urolithiasis,
pharyngitis, periodontitis, stomach pain, hyperacidity, diarrhea, hemostasia, metrorrhagia, snakebite, and cancer in
Kazakh traditional medicine.
Materials and methods
We focused our attention on study of the bioactive chemical constituents of some Kazakh medicinal plants such as
Dracocephalum nutans, Atriplex tatarica, Juniperus sabina and Bergenia crassifolia etc. All crude plant extracts were
partitioned with n-hexane, chloroform, and n-butanol. Biological activities of the resulting extracts were screened.
Then the extracts underwent bioassay-guided fractionation to ultimately isolating the active natural products as well as
structures elucidation to discover the novel lead compounds and also to modify or develop the natural products.
Results and Discussion
The extracts of medicinal plants showed significant cytotoxic effects on several human cancer cell lines (HL-60,
MCF7, and HepG2), together with antimicrobial and vasorelaxation activities. The active principles are responsible for
the activity of the plant extracts which were identified as sesquiterpenes, diterpenes, triterpenes, lignans, flavonoids
and alkaloids. As the results, six new bioactive diterpenoids have already been isolated from aerial parts of J. Sabina,
galloylbergenin and phenolic compounds isolated from B. crassifolia which showed significant anti-lipid accumulation
and vasorelaxant activities also four flavonoids, two triterpenoids isolated from D. nutans and their structures were
elucidated based by 1H- and 13C-NMR spectra together with 1H-1H COSY, HSQC and HMBC spectra.3,4
Acknowledgments
This research was partially supported by the Chinese Academy of Sciences Visiting Fellowship for Researchers from
Developing Countries (Grant No. 2013FFGB0003).
References
1. Xu, X., etal. 2009. The Kazakh Materia Medica, The Ethnic Press: Beijing. 1: 357.
2. Baytenov, M. C. 1963. Flora of Kazakhstan, Almaty,1: 71.
3. Jenis, J., Nugroho, A.E., Wong, Ch. P., Hirasawa, Y., Kaneda, T., Osamu, Sh., Hiroshi M. 2012. Sabiperones A-F, new
diterpenoids from Juniperus Sabina, Chem. Pharm. Bull., 60(1): 154-159.
4. Jenis, J., Hirasawa, Y., Wong, Ch. P., Kaneda, T., Burasheva, G.Sh., Abilov, Zh.A., Morita H. 2012. New galloylbergenin from
Bergenia crassifolia with anti-lipid droplet accumulation activity, Heterocycles, 86(2): 1591-1595.
32
Introduction
World Health Organization predicts that 84 million people would have died of cancer between 2005 and this year
(2015). Needless to say, cancer a leading cause of death around the world. Lupeol and its derivatives possess anticancer
properties; this along with a host of other medicinal activities is formidably documented (Gallo and Sarachine, 2009;
Saleem, 2009; Wal et al., 2011)
Materials and Methods
Microwave Assisted Extraction was used for the extraction. Vacuum Liquid Chromatography was used for purification.
The isolated Lupeol was characterized using 13C and 1H NMR. Method is suitable for extraction and purification of Lupeol
from Lupeol-rich sources.
Results and Discussion
Here we report isolation of Lupeol from the stembark of Maranthes polyandra (Benth.) Prance (Chrysobalanaceae)
for the first time and demonstrate a simple method for rapidly isolating this important medicinal compound in significant
amounts (0.2 % w/w); an amount unprecedented (Anandjiwala et al., 2007; Laghari et al., 2011).
References
1. Anandjiwala, S., Srinivasa, H., & Rajani, M. (2007). Isolation and TLC Densitometric Quantification of Gallicin, Gallic
Acid, Lupeol and -Sitosterol from Bergia suffruticosa, a Hitherto Unexplored Plant. Chromatographia, 66(9-10), 725734.
doi:10.1365/s10337-007-0389-1
2. Gallo, M., & Sarachine, M. (2009). Biological activities of lupeol. Int J Biomed Pharm Sci. Retrieved from http://www.
globalsciencebooks.info/JournalsSup/images/0906/IJBPS_3(SI1)46-66o.pdf
3. Laghari, A., Memon, S., Nelofar, A., & Khan, K. (2011). Alhagi maurorum: a convenient source of lupeol. Industrial Crops
and Products. Retrieved from http://www.sciencedirect.com/science/article/pii/S0926669011001087
4. Saleem, M. (2009). Lupeol, a novel anti-inflammatory and anti-cancer dietary triterpene. Cancer Letters. Retrieved from
http://www.sciencedirect.com/science/article/pii/S0304383509003000
5. Wal, P., Wal, A., Sharma, G., & Rai, A. (2011). Biological activities of lupeol. Systematic Reviews in . Retrieved from http://
www.sysrevpharm.org/article.asp?issn=0975-8453;year=2011;volume=2;issue=2;spage=96;epage=103;aulast=Wal
33
OP-15 Beneficial effects of clove on oxidative stress and proinflammatory cytokines (interleukin-1, 6 and TNF-) produced by adipose
tissue, in rats fed a high-cholesterol diet
A. Guenzet, & D. Krouf*
Laboratory of Clinical and Metabolic Nutrition, Faculty of Natural Sciences and Life University of Oran 1, Algeria
INTRODUCTION
The present study was designed to investigate the possible effect of Clove (Syzygium aromaticum) lyophilized aqueous
extract on oxidative stress and anti-inflammatory markers, in rats fed a high-cholesterol diet.
Materials and Methods
Three groups of rats were given a 20% casein diet enriched with 1% cholesterol + 0.5% cholic acid, for 6 weeks. The
untreated group only received the high cholesterol diet (HC), whereas the other two groups received a diet supplemented
with Syzygium aromaticum (HC-Sa) (2 g/kg bw) or Atorvastatin (40 mg/kg bw) (HC-ATS) by gavage. Control group was
fed a standard diet during the experiment. Blood pressure is measured in the tail of rat using tail cuff System (Kent
Scientific Corporation, USA). Tumor necrosis factor-alpha (TNF-alpha), interleukin (IL-1), IL-6 and prostaglandin I2 (PGI2)
were assessed using enzyme immunoassays (Cayman Chemicals ACETM EIA kit). A histological study was carried out to
evaluate changes in adipose tissue and intuit the presence of inflammatory cells.
Results and Discussion
After 6 weeks, the hypercholesterolemic group displayed higher systolic and diastolic blood pressure (151/100
mmHg), plasma lipids and decreases in LCAT activity related to increased levels of oxidative stress markers (8-isoprostane,
Lipid hydroperoxide generation, TBARS and impaired antioxidant defense systems, followed by pro-inflammatory state
as described by an increase of TNF-alpha, IL-1, IL-6 and prostaglandin I2 (PGI2) (p<0.05), compared to control group.
However, supplementation with clove or Atorvastatin resulted in significantly decreased on systolic and diastolic
blood pressure, serum total cholesterol (TC), triacylglycerols (TG) and phospholipids (PL) concentrations (p<0.05). The
hypolipidemic effect induced by these drugs was due to the reduction respectively of TBARS concentrations (-45%
and -72%), 8-isoprostane (-41% and -53%) and Lipid hydroperoxides generation (-66% and -60%) in adipose tissue. In
addition, the adherence to the clove or Atorvastatin led to increase LCAT activity, antioxidant defense systems, including
glutathione (GSH), glutathione peroxidase (GSH-Px), superoxide dismutase (SOD) and catalase (CAT) activities in adipose
tissue. These effects were concomitant with a low adipocytes TNF-alpha (- 53 %), IL-1 (- 54%), IL-6 (- 41% and -61%) and
prostaglandin I2 (PGI2) (-34 and -58%) levels. In HC-group, histology analysis revealed an increased number of lymphocyte
number compared to the number and size of adipocytes per each field. Conversely, lymphocyte response is stable with
drug treatment.
These results demonstrate the therapeutic potential of clove to reduce hyperlipidemia, oxidative stress and
inflammation by decreasing lipid peroxides and pro-inflammatory cytokine production.
34
Five different sesquiterpene coumarins have been isolated from Ferula narthex, locally known as Raw in Chitral.
Anticancer activity of compounds have been investigated to prevent carcinogenesis. Among crude extracts n-hexane
fraction showed good activity with an IC50 value of 5.434 0.249, followed by crude MeFn extract 7.317 0.535, and
CHCl3 fraction 9.613 0.548. Among tested pure compounds Fnarthexol showed moderate anticancer activity with IC50
value of 14.074 0.414. Moreover the activity support cancer chemo preventive activity of different compounds isolated
from the genus Ferula, in accordance with the previously reported anticancer activities of the genus.
35
INTRODUCTION
Succinic acid is a diprotic, dicarboxylic acid with structural formula HOOC-(CH2)2-COOH. Succinate plays a role in
the citric acid cycle, an energy-yielding process. Succinate is an intermediate in the citric acid cycle and is capable of
donating electrons to the electron transport chain by the reaction: succinate + FAD fumarate + FADH2. This conversion
is catalysed by the enzyme succinate dehydrogenase (or complex II of the mitochondrial ETC). The new effective
antihypoxic drugs, derivatives of aminothiols, with energy stabilizing and antioxidant action, clinically approved within a
wide number of diseases and critical states with hypoxic and ischemic disorders have been developed at the S.M.Kirov
Military Medical Academy, St.Petersburg, Russia [1, 2]. The search of new antihypoxants and their usage in clinical
practice demands new approaches. Of these, prospective cytoprotectors are succinate-containing drugs as substrate
antihypoxants, where succinate can positively act on oxygenation of intracellular environment, stabilize structure and
functional activity of mitochondria, attenuate excessive lipid peroxidation and inhibition of antioxidant systems. We
propose that introduction of succinate into the molecule of an antihypoxant can strengthen its antihypoxic properties.
The purpose of the paper was to study the antihypoxic effects of exogenous succinic acid and succinate-containing
aminothiol antihypoxants.
Methods
152 Wistar male rats weighing 160-180g were the subjects of investigation. An acute hypobaric hypoxia was modeled
by lifting of rats in a barocamera with velocity 50 m/sec up to high 11,000m with 30min staying of rats on this altitude.
The percentage of alive rats was assessed in this case. When biochemical investigations were carried out, the rats were
lifted up to 8,000 m and stayed there during 30 min. Succinate and aminothiol antihypoxants gutimine and amthizol,
their salts with succinate gutimine succinate and amthizol succinate, developed at the Department of Pharmacology of
the S.M.Kirov Military Medical Academy, were chosen for investigation. All drugs (gutimine, amthizol and succinic acid
25 mg/kg, combination of gutimine or amthizol with succinate 50 mg/kg) were intraperitoneally injected to animals 30
min prior to lifting. Control rats received equal volume of saline.
Results and Discussion
The comparative study of antihypoxic activity of the drugs studied revealed that all drugs enhanced resistance of rats
to critical hypoxia and prevented the decrease of creatine phosphate and ATP developing under hypoxia in the brain,
heart, liver, kidney and skeletal muscles. Energy stabilizing effects of antihypoxants positively correlated with their aliving
action. These both indices characterized antihypoxic activity of drugs declining in the following range: amthizol succinate
amthizol gutimine > gutimine succinate > succinatic acid. Exogenous succinic acid possessed only slight antihypoxic
properties because of bad penetration into the cell. Succinate did not have effect practically on antihypoxic activity of
amthizol, significantly decreasing antihypoxic action of gutimine [3]. The reason of this phenomenon was the physical
and chemical properties of gutimine as a drug with =5.9 [1]. The chemical bound of gutimine with succinate seemed
to hydrolyse slightly in water solutions and tissues as well. That led to decrease of gutimine succinate penetration to cells
compared to gutimine itself and, as a result, to loss of antihypoxic activity. Amthizol had <2. Amthizol succinate was
represented as an equimolar mixture of amthizol and succinate in water solutions [1, 2]. Of that, amthizol transport to
cells was rather rapid and slight because of hydrolysis of its succinate salt. And, as a result, antihypoxic effects of amthizol
and amthizol succinate were the equal ones.
Antihypoxic properties of exogenous succinic acid are lower than that of aminothiol compounds gutimine and
amthizol. Succinate does not influence on antihypoxic activity of amthizol but decreases antihypoxic action of gutimine
due to physical and chemical properties of aminothiols.
References
1. Tomchin, A.B. 1998. Derivatives of thiourea and thiosemicarbazide. Synthesis of gutimine and amthizol. Chem. Pharm.
Journ. (Russsia), 32 (10) : 38-44.
2. Marysheva, V.V., Shabanov, P.D. 2009. Antihypoxants, thiazolo[5,4-b]indole derivatives, increase exercise performance in
rats and mice. Bull. Exp. Biol. Med., 147 (1) : 55-58.
3. Zarubina, I.V., Yunusov, I.A., Marysheva, V.V., Shabanov P.D. 2010. Comparative efficiency of succinate-containing
antihypoxants in traumatic toxicosis. Bull. Exp. Biol. Med., 150 (2) : 212-214.
36
37
INTRODUCTION
This study was aimed to evaluate the cytotoxicity of ethanolic turmeric extract (ETE) as anti-cancer agent via MTT
assay and apoptosis activity via DAPI stain against Daudi and Jurkat cell lines compared to anticancer drug (Melphalan).
Materials and methods
ETE was prepared by extraction of Curcuma longa dried rhizomes using ethanol solvent. Cytotoxicity effect was
characterized by MTT assay. Otherwise, DAPI stain was used in this study to indicate the apoptosis activity of ETE against
leukemic cell lines.
Results
Results showed that ethanolic extract of C. longa exhibited cytotoxic activity against to both Jurkat and Daudi cell
lines with IC50 of 25.445 g/ml and 50.086 g/ml , respectively.
In summary, ethanolic turmeric extract (ETE) possessed anticancer effect. Cytotoxicity and apoptosis properties
which were indicated by MTT assay and DAPI stain, respectively.
38
Introduction
The purpose of this study is to investigate the molecular mechanisms of docking a series of natural flavonoids as
inhibitors Cyclooxygenase COX-1 and COX-2 using molecular docking and molecular dynamics. Interest in molecular
studies of accession is that, knowing the modes of binding of ligands with COX-1 and COX-2, to establish the structural
requirements important for selective inhibition of COX-2 flavonoids.
Materials and Methods
X-ray crystallographic 3-dimensional structure of Cyclooxygenase COX-1 and COX-2 was taken from protein data bank
(PDB) http://www.rcsb.org/. Molecular simulations were performed for 25 molecules of flavonoids using NAMD 2.9 and
AGLTools-1.5.9rc3 software.
Results and Discussion
COX-1 and COX-2 have almost the same molecular weight - 70 kDa and 72, respectively, amino acid sequences
corresponding to nearly 65%, the catalytic sites are also almost identical. Structural similarity sites inhibition and
determines the complexity of searching for such compounds which would inhibit COX-2 without interacting with
COX-1, i.e. would not have the negative properties of non-steroidal anti-inflammatory drugs. An important from a
pharmacological point of view of catalytic sites difference is that COX-1 in the 523 position comprises a hydrophobic
amino acid - isoleucine, and COX-2 in a similar position contains valine. This structural difference makes it possible to try
to use flavonoids as electoral COX-2 blockers.
The presence of keto-enol tautomerism in flavone-3-ols gives them significant structural flexibility to communicate
effectively in the binding site amino acid residues Trp387, Gly526, Ala527, Met522, Arg120, Phe518, Val349, Tyr355
in the two enzymes. Quercetin showed the maximum binding energy, but little selectivity. It can be expected that the
flexible substituents in the 6 and 7 positions to strengthen the effect of the inhibition of COX-2 by increasing hydrogen
bond with Tyr385, Tyr355, Trp387 and hydrophobic contacts with Arg120, Val349, Leu352 and Leu117.
Acknowledgments
The work was sponsored by the RU AS Basic Research Program (Grant FA-F7-T-185).
39
Azerbaijan National Academy of Sciences Institute of Botany, Badamdar Highway 40, Baku AZ1073, Azerbaijan
[email protected]
The genus Visnaga Mill.=Ammi L. (Apiaceae) in Azerbaijan represent by one species (Visnaga daucoides Gaertn.=Ammi
visnaga (L.) Lam.) (Flora of Azerbaijan, 1955; Schreter et al., 1979). According to literature data, this species contains
coumarin derivatives and furanochromone of -benzopyron lane. For example, fruits contain kellin, kellinol, visnagin,
kellol-glycoside visnadine, kellactone, samidin, dihydrosamidin and etc. The most biologically active compound of this
plant is kellin content of which in fruits is 2.5%, in the roots 0.07%, in the stems 0.09-0.11%-0.98-1.20% (Mekhtiyeva et
al., 2010; Plant resources of the USSR, 1988).
Using the method of chromatography-mass spectrometry we investigated the component composition of coumarins
and chromones of the roots, flowers and aerial parts (without flowers) V. daucoides, gathered during flowering along the
highway of village Sigirli of Kurdamir region of Azerbaijan.
In roots, 4 coumarins - psoralen (1; 0.038%), bergapten (2; 8.501%) trimethyldihydrocoumarin (3; 0.076%) decursin
(4; 7.439%); 3 -benzopyron derivatives - noreugenin (5; 0.018%) norvisnagin (6; 0.022%) visnagin (7; 14,423%); in
flowers 2 coumarins - angelicin (8; 0.015%), seselin (9; 0.015%); sesquiterpene -lactone - estafiatin (10; 1.051%); 4
-benzopyron derivatives noreugenin (5; 0.290%) norvisnagin (6; 0.015%) visnagin - (7; 15.035%) kellin (11; 19.214%);
in the aerial parts of 3 coumarins - bergapten (2; 0.013%), seselin (9; 0.090%) decursin (4; 0.023%) and 3 chromone norvisnagin (6; 0.034%) kellin (11; 12,668%) and kellol (12; 0.025%) are identified.
OCH
CH
(1)
HO
O
CH
(2)
CH
(4)
(3)
CH
H C
CH
C
3
CH
OH
(5)
(6)
O
OH
OCH
H C
(7)
OCH
O
O
(8)
OCH
CH
(9)
CH
O
CH
(10)
HO
O
(11)
OCH
(12)
References
1. Flora of Azerbaijan. 1955. Baku, Azerbaijan SSR Academy of Sciences, 6: 363-509 (in Russian).
2. Schreter, A.I., Muravyov, D.A., Pakaln, D.A., Efremova, F.V. 1979. Medicinal flora of the Caucasus. Moscow, Medicine, p. 2123 (in Russian).
3. Plant resources of the USSR. 1988. Flowering plants, their chemical composition, use. Rutaceae-Eleagnaceae Families.
Leningrad, Nauka, 4: 176-177 (in Russian).
4. Mekhtiyeva, N.P., Ismailova, E.M., Bakhshaliyeva, K.F. 2010. Chemical composition and antifungal activity of the essential
oil of Visnaga daucoides Gaertn. of Azerbaijan flora. Proceedings of the 2nd Russian phytotherapeutic congress. Moscow, pp.
191-196 (in Russian).
40
Introduction
Heptaptera Marg. & Reuter is a small genus of Apiaceae family represented by 10 species worldwide (The Plant List).
There are four Heptaptera species found in Turkey. H. cilicica (Boiss. & Bal.) Tutin is the only endemic species growing in
Turkey and is distributed in the limited section of Eastern Mediterranean region of Turkey (Herrnstadt and Heyn, 1972).
The dichloromethane extract of the roots of H. cilicica showed strong cytotoxic activity against various cancer cell lines,
isolation and structure elucidation of the cytotoxic compounds of the dichloromethane extract will be discussed.
Materials and Methods
Air-dried and coarsely powdered roots of H. cilicica was extracted with dichloromethane at room temperature. The
dichloromethane extract was concentrated in vacuo and subjected to chromatographic separations using a Sephadex LH20 column and then preparative thin-layer chromatography. Structures of the purified compounds were elucidated using
various spectroscopic techniques (1H-NMR, 13C-NMR, 2D-NMR experiments, UV, IR, MS) and chemical transformations.
Results and Discussion
Several known and two new sesquiterpene coumarin ethers were identified as the cytotoxic constituents of the
dichloromethane extract of the roots of H. cilicica (Barthomeuf et al., 2008 and Khaganzadeh et al., 2012). The known
sesquiterpene coumarin ethers were identified as umbelliprenin, badrakemin, badrakemone, colladonin, karatavicinol,
14-acetoxybadrakemin and 14-acetoxycolladonin (Appendino et al., 1992). The structures of novel sesquiterpene
coumarins were identified as (14-acetoxybadrakemone) and heptacilin acetate.
References
1. The Plant List, A Working List of All Plant Species, Accessed May 31, 2015 at http://www.theplantlist.org/tpl1.1/
search?q=Heptaptera
2. Herrnstadt, I. and Heyn, C.C., Heptaptera Marg. & Reuter. In: Davis, P., Flora of Turkey and the East Aegean Islands, Vol. 4,
Edinburgh University Press, Edinburgh,pp 388-390
3. Barthomeuf, C., Lim, S., Iranshahi, M. and Chollet, P. 2008. Umbelliprenin from F. szowitzsiana inhibits the growth of
human M4Beu metastatic pigmented malignant melanoma cells through cell-cycle arrest in G1 and induction of caspasedependent apoptosis. Phytomedicine, 15: 103-111.
4. Khaghanzadeh, N., Mojtahedi, Z., Ramezani, M., Erfani, N. and Ghaderi, A. 2012. Umbelliprenin is cytotoxic against QU-DB
large cell lung cancer cell line but anti-proliferative against A549 adenocarcinoma cells. DARU Journ. of Pharm. Sci., 20: 69-74
5. Appendino, G., zen, H.., Tagliapietra, S. and Cisero, M. 1992. Coumarins from Heptaptera anisoptera. Phytochemistry,
31: 3211-3213.
41
College of Pharmacy, Liaoning University of Traditional Chinese Medicine, 77 Life one Road, DD Port, Dalian 116600, China.
Kuandian Shaocheng Ginseng Co. Ltd., Wuhan City, Hubei 430079, China
[email protected]
1
2
Introduction
Ginseng cultivated under forest was called Lin-Xia-Shan-Shen (LXSS) according to Chinese Pharmacopoeia (2010
edition). This paper reports the accumulation trend of ginsenosides of LXSS with different harvest time and growing
years. Meanwhile, the fingerprints of LXSS were established and compared with that of Yuan-Shen (garden ginseng).
Materials and Methods
External standard method and method of multi-components quantitative analysis with one marker according to data
collected on HPLC were applied to determine the contents of ginsenosides in LXSS. Correlation analysis was used to find
the correlation between the content of indicvidual ginsenosides and growing year of ginseng, and cluster analysis were
used on the data of fingerprints to find the genetic relationship of cultivars of LXSS and Yuan-Shen.
Results and Discussion
It could be concluded that:
1) the optimal colletion time of LXSS is September in Liao-Dong mountainous area;
2) Crude ginsenosides of LXSS exihibited an increasing-stablizing-declining trend, with the stable ratio of
protopanaxatriol and protopanaxadiol-type ginsenosides, while that of Rg1 and Re increased as ginseng growing;
3) the peak areas ratio of ginsenoside-Rg1 to -Rb1 in fingerprints of LXSS was higher than that of Yuan-Shen, while
that of other deteced ginsenosides were lower;
4) cluster analysis showed the genetic relationship between LXSS collected in Liao-Dong area and LXSS could be
differed from Yuan-Shen to an extent. These results provided theoretical foundations for cultivation, harvest and
classification of LXSS.
Acknowledgments and References
The research project was supported by Program for Liaoning Innovate Research Team in University (LT2013020) , General
Program (L2013364) and NSFC (81373939).
42
Uzbek Scientific Research Chemical-Pharmaceutical institute named after A.Sultanov (UzKFITI) 40, Durmon yuli str.,
Tashkent 100125, Uzbekistan
[email protected]
Introduction
Phosphatidic concentrate, which is produced in large-scale from wastes of oil industry, contains in its composition up
to 15-20% of phosphatidylcholine (lecithin). A lot of drugs from different pharmacological groups are manufactured on
the basis of lecithin, for example drugs with hepatoprotective properties. Furthermore, lecithin, as an emulsifier and
antioxidant, is widely used as one of the main components in ointments and emulsions. It is also known for its wide use
in the forming of liposomes. Therefore, obtaining highly purified preparations of lecithin from phosphatidic concentrates
of different origins is an important challenge.(Y. Wu and T. Wang, 2003)
Material and Methods
For the preparation of pure lecithin we used commercially available product- soy phosphatide concentrate.
To remove the main impurity - soybean oil, the content of which in phosphatidic concentrates comes up to 50%,
we used treatment with 10 volumes of acetone. Next, the precipitate was dissolved in the chloroform and filtered. The
solution was poured into tenfold volume of ethyl alcohol. After forming the precipitate, the solution was filtered. To
remove impurities of other phospholipids, the solution was then treated batchwise with aluminum oxide. Suspension
was stirred for 1 hour at room temperature and filtered. The filtrate was evaporated in vacuo and poured into a threefold
volume of acetone. The resulting precipitate was filtered and dried. Output is up to 10% depending of the quality of the
starting phosphatide concentrate.
Results and Discussion
The purity of the product corresponds to pharmacopoeia requirements. Properties of obtained lecithin are highly
competitive with known preparations of foreign firms. The technological documentation on the process of obtaining of
lecithin is developed. Now on the basis of our lecithin and earlier obtained glycyrrhizic acid (Zemlyanskaya, 2004) we
created a new drug Gepatoglive with hepatoprotective activity.
References
1. Y. Wu and T. Wang, Soybean Lecithin Fractionation and Functionality, JAOCS, Vol. 80, no. 4, 319 (2003)
2. N.R. Zemlyanskaya, Z,A.Adilova, O.Ya. Orlova, F.A. Mirkhanova, I.Y.Novicova, Kh.M.Mahkamov,
3. Isolation of glycyrrhizic acid from extract of licorice, Farmaceutic journal, 2, p. 30, 2004
43
Introduction
Perennial herbs of the Ferula L. (Apiaceae family), including 150 species, are widely distributed in the world. The flora
of Central Asia includes about 100 species and is widely used in the folk medicine as anticancer, antimicrobial, to treat
various diseases and for estrogenic activity. The coumarins, flavonoids and sesquterpenoids were isolated from genus
Ferula.
Ferula ovina (Boiss.) Boiss. - a perennial herbaceous plant which grows up to 50-120 cm gravelly slopes, scree, rocks,
in bushes, mountain steppes up to 3000 m above sea level. Previously from this plant were isolated essential oil and
sesquterpenes.
Materials and Methods
We have studied the roots of Ferula ovina, collected during the flowering period in Surkhandarya region of Uzbekistan.
From the alcoholic extract by column chromatography on silica gel, eluting with hexane - ethyl acetate was isolated a
new sesquiterpene coumarin (1). IR , UV, 1H, 13C NMR spectra and experiments of DEPT, HSQC, HMBC and COSY were
used for structure elucidation..
Results and Discussion
C24H30O6, M.p. 220 C., M.m. 414
6
7
O
CH2
5
8
13
15
7
6
HO
12
H
11
10
3
2
14
CH3
OH
Structure of the isolated compound has been established on the basis of it is physical and chemical properties and
the analysis of it is spectral data.
This compound is a new sesquiterpene coumarin, and we called it as ferovinon.
Acknowledgment
This research was supported by the Program for Applied Scientific Research Academy of Sciences Republic of
Uzbekistan (grant No: FA-A11-T040).
44
Acad. S.Yu.Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent,
Uzbekistan
[email protected]
Introduction
In different countries of Europe, Asia and America from the ancient time the plants containing diterpenoid alkaloids
have been used in the folk medicine as anti-inflammatory, antirheumatic, pain killers, psychostimulating and other
remedies.
Our experiments were targeted on investigation of analgesic activity of diterpenoid alkaloids isolated from Aconitum
and Delphinium species growing in the Central Asia.
Materials and methods
We investigated analgesic activity of 27 diterpenoid alkaloids in the tests for displaying analgesic with central effects
(hot plate test and tail immersion test) and periphery effects (acetic writhing test), as well as their anti-inflammatory
activity in rat formalin test. Samples of diterpenoid alkaloids were provided by Prof. Salimov B.T. and Dr. Sultankhodjaev
M.N. (ICPS).
Results and discussion
Alkaloids benzoylkaracoline, dihydroatisine, tajaconine, ajacin, 6-O-benzoylheteratisine showed the longtime analgesic
effect in hot plate test, but not in the tail immersion test. Lappaconitine and its derivative N-desacetyllappaconitine (N-DAL)
were high effective in both tests, the effect of N-DAL started earlier, but last brief. Effects of 27 abovementioned alkaloid in
acetic writhing test were reported by us previously (Tursunkhodjaeva et al, 2009). Lycoctonine type (benzoyliotalatisidine,
ajacine, benzoylheteratisine), napelline type (benzoylnapelline), hetisine type (acorine, acsinatine, talatisine) and atisine
type (atisine azometine) alkaloids displayed the most anti-inflammatory effects in dose equal to 1/10 LD50. The most
active of them were benzoyl derivative of talatisidine and napelline. Both these substance also exceeded metamizole
sodium and acetylsalicylic acid action in the acetic writhing test. It may be concluded that anti-inflammatory effect plays
an essential role in antinociceptive activity of these alkaloids. Summarizing the abovementioned experiments it may be
concluded the contribution of different mechanisms in development of analgesic effect of the investigated substances.
It may be supposed, that the physiological mechanism of analgesic action of the most active diterpene alkaloids are
combined and involved the central and peripheral antinociceptive structures, as well as anti-inflammatory pathways.
By comparison of the analgesic activity of the investigated alkaloid and the known molecular mechanisms of their
action we divided them in the following types: activators of potential-gated Na+-channels of neurons, interaction of which
to BTX-sensitive site leads to shifting of the threshold of Na+-current towards hyperpolarization and destroys the neuronal
conductivity; blockers of potential-gated Na+-channels of neurons, interaction of which to BTX-sensitive site leads to
inhibition of the fast intake Na+-current without changing of its activation threshold; blockers of N-cholinoreceptors.
References
1. Tursunkhodjaeva F.M., Dzhakhangirov F.N., Kasymova K.R. and Kodirova M.Sh. 2009. Results of diterpenoid alkaloids.
Investigation of local anesthetic and analgesic activities. 8th International Symposium on the hemistry of Natural
Compounds, Turkey, O-15
45
Acad. S.Yu. Yunusov Institute of the Chemistry of Plant Substances, 77 Mirzo-Ulugbek street, Tashkent, 100170, Uzbekistan,
[email protected]
Introduction
Medicinal plants of the genus Astragalus are promising sources of bioactive substances. This genus is represented
by 239 species in flora of Uzbekistan widely distributed in the territory of the country. Previously, chemical study of
Astragalus orbiculatus Ledeb. led to isolation and establishment of the structures of 12 compounds of cycloartane and
lanostane type.
As a part of our ongoing search for biologically active compounds from Astragalus genus, the chemical investigation
of the Astragalus orbiculatus aerial part was carried out.
Materials and Methods
Verified cultures of cancer cells of cervical carcinoma (HeLa) and mouse myeloma cells (P3X) were utilized to
determine the cytotoxic activity of glycosides; studies conducted by the MTT-Test.
Results and Discussion
We have studied the anatomical and morphological structure of the plants leaf and stem.
Chemical investigation have led the getting some active derivatives (2-5) of the main glycoside - cycloorbicoside A
(1) - by chemical modification. Further evaluation of cytotoxic activity of five compounds has shown significant activity
against HeLa and P3X cells of compounds 4 and 5 (Table 1).
Table 1. Cytotoxic activity of compounds
1
2
3
4
5
Compound
Cycloorbicoside A
1-Ac - Cycloorbicoside A
4-Ac - 25 - Cycloorbicoside A
1-Ac - 25 - Cycloorbicoside A
25 - Cycloorbicoside A
P3X
IC50(M)
HeLa
IC50(M)
90.5
<150
<150
56.9
39.0
<150
>200
>200
46.7
48.2
Acknowledgments
Experiments on cytotoxic activity conducted by Mamadalieva N, in Tuscia University, at the Environmental Sciences
department. (Viterbo, Italy)
46
Laboratory of Applied Biochemistry, Faculty of Nature and Life Sciences, University of Bejaia, 06000 Algeria
Introduction
During the last few decades, research into biology, pharmacology and medicine are focusing on oxidative stress,
which is responsible for a number of human pathologies, including inflammation, aging and cancer.
Material and methods
In the present study, extracts obtained from three Algerian medicinal plants, Pistacia lentiscus, Clematis flammula
and Fraxinus angustifolia were examined for their anti-inflammatory, diuretic, hypo-uricemic, hepato-protective and
genotoxic activities. Anti-inflammatory activity was assessed by the carrageenan model in mice and the diuretic activity
was determined by the determination of the urinary volume and concentration of electrolytes in rats. The hypo-uricemic
activity was evaluated by the determination of serum uric acid levels and hepatic xanthine oxidase (XO) activity. The
hepato-protective effect of plant extracts was estimated by microscopic analysis of liver sections, whereas genotoxic
activity was studied by observation of mitoses in onion bulbs.
Results and Discussion
The results indicated that F. angustifolia and C. flammula extracts exhibited powerful anti-inflammatory effect,
comparable to that of diclofenac. P. lentiscus and C. flammula leaf extracts inhibited XO activity and showed a
considerable hypouricemic effect and a significant increase in urinary volume, similar to that of furosemide. Treatment
with F. angustifolia and P. lentiscus extracts allowed liver protection of aluminum-intoxicated mice. C. flammula and P.
lentiscus extracts reduced significantly the mitotic index in cells of onion bulbs treated with sodium azide. These results
plead in favor of the use of C. flammula, F. angustifolia and P. lentiscus in the search for new molecules of therapeutic
value.
Acknowledgements
This work was sponsored by the Algerian Ministry of Higher Education and Scientific Research (Grant# F00620100006).
47
Acad. S.Yu. Yunusov Institute of the Chemistry of Plant Substances AS RUz, Tashkent, Uzbekistan
[email protected]
Introduction
The genus Geranium is represented by 300 species over the world, 20 of them grow in the Central Asia, 13 species
in Uzbekistan. Plants of Geranium genus are used in the folk medicine as decoctions and infusions for therapy of eyes
diseases, in diathesis, skin blackheads and other diseases (Plant Resources, 1988). Geranium plants growing in Uzbekistan
are not investigated well. Thats why we started the investigations.
Materials and methods
Plants of Geranium genus for phytochemical investigations were collected in the following regions of Uzbekistan: G.
saxatile and G. divaricatum in Chatkal mountain of Tashkent region, G. charlesii in Hyssar mountain of Surkhandariya
region, G. pusillum and G. rotundifolium - in Nurata ridge of Jizzakh region, G. transversale in Turkestan ridge of Jizzakh
region. The collected plants were extracted with hexane and benzene for investigation of volatile compounds, and with
70% ethanol for extraction of other metabolites with further treatment of the water-alcohol extract by chloroform,
ethylacetate and n-butanol accordingly.
Ethylacetate and n-butanol fractions were subjected to chromatography on silicagel with the following gel-filtration
of the obtained fractions on Sephadex LH-20.
Results and discussion
After chromato-mass-spectrometric analysis of volatile components of hexane and benzene extracts of the
abovementioned Geranium species 87 substances were identified. The main components are: pelargonaldehyde,
octylcyclopropane, hexatriacontane, dihydroactinidiolide, dibuthylphthalate, eicosane, linoleic acid, palmitic acid,
neophytadien, (Z,Z)-9,12-linolic acid, hexacosane, nonacosane, tricosane, octacosane, tetradecane, methyllinolenate,
tritriacontane, octadecan, phytol. By chromatography of alcohol extract the following phenolic substances were
isolated: gallic acid, ellagic acid, methylgallate, ethylgallate, sawaranin, luteoline, kaempferol, quercetin, miricetin,
dihydromiricetin, (+)-cathehin, isomucranulatol, isoquercetrin, hyperine, avicularine, saxifragine, isorhamnetin-3-O-D-glucopyranoside.
Thus, the obtained results shown that that the plants of Geranium species produce compounds that play an essential
role for survival of these plants, and also they are rich source of biologically active substances for medicine.
References
Plant Resources (in Russian), Nauka Edition, Leningrad, 1988, T.4, p.35-46
48
Introduction
The Joint FAO/WHO Expert Committee on Food Additives (JECFA), the European Food Safety Authority (EFSA) and Codex
Alimentarius committees (1-4) have recently prioritized a series of food borne botanical ingredients for risk assessment
and called for additional research supporting the process of risk assessment of these botanical ingredients. These botanical
ingredients include the alkenylbenzenes methyleugenol, estragole, safrole, myricitin, tetraethoxyalkylbenzene, elemicin
and apiole, and in addition alpha- and beta- thujone, beta-asarone, coumarin, pulegon and quinine. These compounds
are all of interest because of their carcinogenic and toxic properties and the proposed mechanistic arguments, like
possible matrix effects and non-genotoxic modes of action that would influence the outcomes of their risk assessment.
Therefore, focussing the research of the present work on these botanical ingredients and the botanicals and botanical
preparations containing them, guarantees state-of-the-art training in risk assessment of the young scientists to be
involved.
Methods, Results and Discussion
1. Elucidation of the metabolic pathways for detoxification and bioactivation of beta-asarone in rat and human. 2.
Studying the possible formation of DNA adducts of beta-asarone in HepG2 cells exposed to beta-asarone and/or its
reactive metabolites identified in Task 1. 3. Development of a physiologically based kinetic model for detoxification
and bioactivation of beta-asarone in rats and human. Comparison of the results obtained to those described for safrol,
estragole and methyleugenol to perform a mode-of action based risk assessment using the MOE approach. 4. In vivo
study to detect in vivo DNA adduct formation in selected target organs for beta-asarone toxicity and validation of the
PBK models developed in task 3.
5. Elucidation of the role of O-hydroxy-phenylacetaldehyde (oHPA), the supposed reactive coumarin metabolite, in
the mode of action of the liver toxicity of coumarin. 6. Further development of the physiologically based kinetic models
for coumarin bioactivation in rat and human with special emphasis on interindividual variability and effects of genetic
polymorphisms on the balance between bioactivation and detoxification of coumarin. 7. Definition of possible matrix
effects of food on coumarin mediated toxicity and identification of food-borne compounds responsible for these effects.
8. Incorporation of the matrix modulation of coumarin toxicity in the PBK models for bioativation and detoxification of
coumarin in rat and human to enable refined risk assessment based on the mode of action taking the matrix effect into
account. Validation of the effects observed by an in vivo rat study.
Acknowledgments
This work has been produced with the financial assistance of the European Union under the ENPI CBC Mediterranean Sea Basin
Programme. The contents of this document is the sole responsibility of National Research Center and can under no circumstances
be regarded as reflecting the position of the European Union or of the Programmes management structures.
References
1. EFSA. 2004. Question number EFSA-Q-2003-118. The EFSA Journal 104, 1-36.
2. EFSA, 2005. http://www. efsa.eu.int/science/sc_commitee/sc_opinions/1201_en.html.
3. EFSA, 2007. http://www.efsa.europa.eu/EFSA/DocumentSet/sc_guidance_bota_public_consultation,0.pdf.
4. EMEA, 2006. EMEA/HMPC/104681/207.
49
S.Yu. Yunusov Institute of the Chemistry of Plant Substances AS RUz, Tashkent, Uzbekistan
[email protected]
Introduction
Artemisia genus belongs to the tribe Anthemideae of Asteraceae family (3) in accordance with the modern classification.
Super polymorphous pluregional Artemisia L. is the biggest genus of this tribe (522 species) and in Asteraceae family. 81
species of Artemisia grow in Uzbekistan.
Materials and methods
Plants of Artemisia growing in Uzbekistan were collected in the period of maximal accumulation of lactones (before
budding starting of flowering period).
Results and discussion
Results of phytochemical investigations have shown that the plants of Artemisia L. produce biologically active
sesquiterpene lactones in major quantities. Artemisia diffusa Krasch. ex Poljakov, A. terrae-albae H. Krasch., A.hallophila
H. Krasch., A. turanica H. Krasch. produce -santonine, tauremisine, arsubine, tehranolide.
-santonine is used in medicine as antihelmintic remedy. Tauremisine is the central nervous system tonic and
cardiotonic preparation, and also recommended for use in mental and physical tiredness, and for stale sportsmen.
Lactone arsubine has the same properties, and it activity is not inferior to that of tauresimine. Sesquiterpene lactone
tehranolide isolated from Artemisia diffusa Krasch. ex Poljakov is a new antimalarial agent that contains peroxide
function, and it also inhibits the cell immune suppression and cases a longtime antitumor immunity against cancer.
A. leucodes Schrenk. and A. junsea Kar. et Kir. produce mainly sesquiterpene lactones of guaian type, in particular A.
leucodes leukomisine, austricine, matricarine that possess by different activities: hypolipidemic, angioprotective, antiinflammatory, cardioprotective. Leucomisine is an active ingredient of Oligvon preparation. Antiatherosclerotic activity
of Oligvon surpasses the activity of Anginin (Japan), Prodectin (Hungary) and Pravastatine (USA) preparations.
It should be noted that A. annua L. growing in Fergana valley contains a large amount of artemisinin (0.7%). Artemisinin
is used as antimalarial, antihelmintic and antitumor preparation (Shamyanov, I.D., Zakirov, S.Kh. and Mukhamatkhanova,
R.F. 2008).
References
1. Shamyanov, I.D, Zakirov, S.Kh., Mukhamatkhanova, R.F. 2008. Terpenoids plant of Asteraceae, Apiaceae and Lamiaceae
families seeds Flora Uzbekistan and their biological activity . Coll. the International labor. Sci. Practical. Conf., Karaganda, 219
50
S.Yu.Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences, 100170, Tashkent, Uzbekistan.
[email protected]
Introduction
Perennial plant Pulicaria uliginosa (family Asteraceae) is widespread in Central Asia, in southern Europe, the Caucasus,
Iran and Afghanistan, flowering in July, fruiting in August. It grows on damp places, along ditches, along the banks of
rivers, lakes, ditches, edges of roads, near springs. In traditional folk and modern medicine the leaves and flowers are
used as a laxative, astringent and dysentery. We earlier isolated flavones, sesquiterpene lactone from aerial part of P.
uliginosa. In continuation of chemical research on the aerial part of P. uliginosa collected during flowering in Namangan
region, Republic of Uzbekistan, we isolated a new ent-kaurane type diterpene diglucoside. Herein we report the structure
of 1, which we called puligiendioside.
Materials and Methods
The P. uliginosa, extracted with ethanol (70%). The alcoholic extract was petroleum-ether, ethyl acetate and n-butanol
fractions. The n-butanol fraction (20 g) was chromatographed over a column of silica gel using CHCl3 and a CHCl3 : MeOH
gradient (25:1-1:1). In 4:1 (CHCl3 : MeOH) isolated puligiendioside. The structure of the isolated compound established
based on his spectral data (1H, 13C NMR experiments and the use of DEPT, HSQC, HMBC and COSY) and X-ray.
Results and Discussion
C31H48O12, m.p. 260-262C. M.m. 564
11
20
2
H OH
HO
HO
HO
H
H
OH
H
O 19C
12
10
5
H
6
8
7
17
13
14
15
CH2
16
OH
O
H
18
O
1
H
H
OH
OH
51
Akad.S.Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences, Uzbekistan, Tashkent, Uzbekistan
[email protected]
Introduction
Catharanthus roseus is widespread in tropical and subtropical zones of the Earth. It contains more than 200 indole
alkaloids. This plant is a source of antitumor drugs of wide spectrum of action.
Materials and methods
Catharanthus roseus is widely cultivated in Uzbekistan as an ornamental plant. It decorates gardens and alleys of
cities of Uzbekistan. Only in Tashkent it may be collected ca. 10-15 tons of dry plant per a year.
Results and discussion
The plant collected during late flowering and formation of ovaries time contains up to 1.0-1.2% of total alkaloids. The
sum of alkaloids contains ajmalicine, vindolinine, catharantine, vinblastine, vincristine and others.
The sum of alkaloids was fractionated using a buffer, and weak and strong bases. The fraction of weak bases contained
cytotoxic dimeric alkaloids vinblastine,vincristine,vinalbine and others.
Ajmalicine and vindolinine were isolated from the sum of strong bases.
Alkaloids ajmalicine and vindolinine are non- toxic and exhibit hypoglycemic activity.
52
Introduction
Iridoids take a noticeable place among various low-molecular biological active substances synthesized by plants.
Iridoids are the group of monoterpene plant substances containing cyclopentanpyran skeleton in their structure.
Iridoid glycosides are considered as a perspective class of substances for creation of new medicines and food additives.
Pharmacological study of iridoids were isolated from different plants confirms that these compounds possess by quite
wide range of action. It was proved by scientific researches that iridoids prevent formation on free radicals, control
cholesterol, increase energy and immunity of the organism, reduce inflammation, prevent mutations of cells and
support healthy brain activity and heart work. Iridoid glycosides are considered as a promising class of compounds for
the development of medicines and food supplements based on natural substances. As a result of the search of iridoids containing plants in the local flora it was shown that some species of the genus are quite promising in this respect, wide
spread in the Central Asia, particularly in Uzbekistan. In order to isolate the biologically active substances we selected
the local plants of the genus Phlomoides sp (fam . Labiatae).
Materials and Methods
Roots of Phlomoides sp were extracted for 5 times with MeOH. The extract was concentrated and diluted with an
equal volume of water. The resulting precipitate was removed by filtration and MeOH evaporated. The aqueous portion
was extracted successively with chloroform, 1-butanol. After evaporation of the solvents under vacuum the butanol
fraction was obtained. The butanol extracts were evaporated on a rotary evaporator. The butanol fraction was separated
on a silicagel column, using elution on systems chloroform:methanol 4: 1, 2: 1.
Results and Discussion
Known iridoids were obtained: 1) 6--hydroxyipolamide, 2) Loganin and also unidentified compounds.
Consequently, it was proved for the first time that the plant Phlomoides sp contains iridoids.
53
Introduction
The wide distribution of ecdysteroids in nature supposes their participation in diverse living processes of animals
and plants. Phytoecdysteroides are natural substances which can control vital functions of organism on integral level:
bind together nervous, sensory, hormonal, cardiovascular and digestive system, metabolism and energy, immunity and
reproductive function of organism.
Currently, it is an urgent task to develop physiologically active compounds from domestic plants. We studied plant
Phlomoides ostrowskiana fam. Lamiaceae growing in the Republic Uzbekistan, as source of ecdysteroid containing raw
material.
Materials and Methods
In order to find new sources of ecdysteroid - contain raw material we studied the plant Phlomoides ostrowskiana.
Preliminary TLC of methanol extract of Phlomoides ostrowskiana aerial part has shown that the plant contains different
ecdysteroids. Dried and crushed aerial part of Phlomoides ostrowskiana was extracted 7 times with MeOH. The extract
was concentrated and diluted with equal volume of water. The obtained sediment was removed by filtration. A aqueous
part was consistently extracted with chloroform and n-BuOH.
Results and Discussion
The butanol fraction of methanol extract was fractionated on silicagel column, and the obtained fractions were eluted
with chloroform methanol 50:1, 40:1, 30:1, 20:1, 15:1, 12:1; 9:1, 4:1.20-hydroxyecdysone, -ecdysone were isolated
and in the purified fractions (in comparison to original samples) the mixture of low-polarity ecdysteroides founded.
OH
HO OH
OH
OH
HO
HO
OH
OH
HO
H O
20-hydroxyecdysone
HO
H O
-ecdysone
The obtained ecdysteroides were founded in this plant for the first time.
54
S.Y. Yunusov Institute of the Chemistry of Plant Substances, 100170 Tashkent, Mirzo Ulugbek, 77, Uzbekistan
[email protected]
Introduction
Complex esters occupy a special place among the biologically active compounds, which possess a wide spectrum of
biological activity and low toxicity. Therefore, development of medicines based on complex esters is important.
On the basis of a sum of esters from the aerial part of Ferula tenuisecta the new preparation Tenestrol with
estrogenic effects is developed at the Institute of the Chemistry of Plant Substances.
Materials and Methods
All stages of technological cycle were investigated. In this purpose we studied the extraction process of aerial parts
of Ferula tenuisecta collected in Tashkent region. According to the experiments, it was established, that the high yield of
the sum of esters is observed at fivefold extraction with 90 % ethanol of raw material with the sizes of particles 2-6 mm.
The temperature factor plays a great role in the extraction process. Speed of extraction raises and the charge of
solvent reduced with the increasing of temperature. The extraction of a sum of esters was carried out by 95% ethanol at
a different temperature mode (20-90oC) in identical conditions.
Results and Discussion
It was established, that at 90oC the extraction of raw material goes more quickly, but the obtained extract contains
more impurity. Purification of the sum of esters from such extract is more difficult. Therefore extraction at room
temperature is the optimal and does not need special heating installations.
In order to select the optimal methods of flavonoids extractions from the roots of Ammotamnus lehmanni such
methods as maceration, maceration with mix, extraction by Soxhlet method and battery type of extraction were tested.
The results have also shown that the yield of flavonoids does not vary greatly in dependence of the way of extraction.
Considering consumption of used solvent, and time necessities for extraction, battery type and Soxhlet extraction
methods are offered.
55
Acad. S.Yu.Yunusov Institute of the Chemistry of Plant Substances AS RUz, Tashkent, Uzbekistan
[email protected]
Introduction
Nowadays search for new biologically active compounds among plant polysaccharides, definition of their structure,
properties and physiological function, development of methods for obtaining and finding ways to use them is needed.
Intensive study of plant polysaccharides showed that they can be new sources of drugs and a valuable raw material for
the pharmaceutical, textile and other industries. The relationship between the structure of polysaccharides and their
biological activity is investigated in order to identify features of the fine structure of biopolymers.
Materials and methods
We used methods of qualitative and quantitative analysis of the monosaccharide composition of polysaccharides,
methods of periodate and chromium oxidation, methylation and partial acid hydrolysis and physico-chemical methods:
IR-, 13C and 1H NMR spectroscopy, two-dimensional homonuclear (1H, 1H COSY, TOCSY, ROESY and heteronuclear 1H, 13 C
(HSQC, HSQC-TOCSY)
spectroscopic methods.
Results and discussion
New data on the structure and properties of galactomannans, pectins and hemicellulose of seeds of four uninvestigated
species of the genus Gleditsia: G. aquatica, G. delavayi, G. macracantha, G. texsana and Crotalaria alata with opportunities
of their application (Kodiralieva F. A. et al., 2015). Based on the results of chemical and spectral studies it was revealed that
the macromolecule of galactomannans from seeds of Gleditsia genus and C. alata plants belongs to the most common type
of galactomannans - mannan. Galactomannans vary in the ratio of monosaccharide residues, molecular weight, degree
of polymerization and the statistical distribution of terminal galactopyranose residues (Rakhmanberdyeva et al. 2004).
For the first time the new branched arabinogalactomannan with the following structure had been isolated from seeds of
G. macracantha (Rakhmanberdyeva RK, 2009):
4)--Manp(14)--Manp(14)-Manp(14)-Manp(14)-Manp(14)-Manp-(1
6)
6
6)
- Galp(1
-Galp(1
Galp(1
6)
- Ara f(1
On the basis of galactomannan from G. triacanthos a new reagent for immunoassays Gledol developed and
introduced as a screening tool for isolation of immune cells from peripheral blood. On the basis of galactomannan from
G. triacanthos seeds a new formulation of biologically active additive Glefud for body weight correction developed.
REFERENCES
1. Kodiralieva F. A. Rakhmanberdyeva R.K. Structure of galactomannans from Crotalaria alata, Chem. of Natural Compounds
2015. 3, P. 355-358
2. Rakhmanberdyeva R.K., Shashkov A.S. Structure of galactomannans from Gleditsia delavayi Seeds, Chem. of Natural
Compounds. New-York. Springer, 2004 - 3 (40). -P.215-217
3. 3. Rakhmanberdieva R. K. Arabinogalactomannan from Gleditsia macracantha seeds, Chem. of Natural Compounds. NewYork. Springer. 2009. 2 (45). P.145-147.
56
Faculty of Pharmacy, Universitas Gadjah Mada, Sekip Utara Yogyakarta, Indonesia, 55162
[email protected]
Introduction
C-10 Massoialactone is a major constituent of massoia bark oil (Massoia aromatica Becc, Lauraceae) which plays
a role in the antibacterial (Pratiwi et al., 2015) and anticandidal as well as immunomodulatory (Hertiani et al., 2015)
effects. The compound has an , unsaturated lactone in the structure suggests a cytotoxicity potential. In order to
evaluate the potency of the compound to be developed as antiinfective, a research to find out the toxicity potentials of
the compound against red blood, vero and fibroblast cells were carried out.
Material and Methods
C-10 massoialactone was obtained from a preparative TLC of the massoia oil obtained from steam-hydrodistillation
of Massoia bark. Hemolysis test was done by using human blood, and an observation by spectrophotometry was taken
place at 540 nm (Zhu et al., 2002). Assay was done on the range concentration of 0.0625% - 1.00% v/v in triplicate. Triton
X was used as positive control. Cytotoxicity assays was performed were performed by using MTT assay, according to the
method of Sakurazawa and Ohkusa (2005) for Vero cells and according to Rittie and Fisher (2005) for the fibroblasts.
Results
Results showed that up to the highest concentration tested, the compounds did not cause haemolysis. IC50s were
24.45 g/mL and 11.23 g/mL for the vero and fibroblast cells, respectively.
Discussion
Our previous experiments revealed the compounds activity as antibiofilm towards C.albicans with IC50 value of 0.026
g/mL and the compounds stimulatory effect on macrophage against latex and C. albicans (Hertiani et al., 2015) These
findings support the compounds potency to be developed as antiinfective.
References
1. Hertiani. T., Pratiwi, S.U.T., Yuswanto, A.G., and Permanasari, P. 2015, Potency of Massoia Bark in Combating
Immunesuppressed Related Infection, Pharmacognosy Magazine, submitted
2. Pratiwi, S.U.T., Lagendijk, E.L., Weert, S. de, Hertiani, T., Idroes, R., Hondel, C.A.V.D. 2015, Effect of Cinnamomum burmannii
Nees ex Bl. and Massoia aromatica Becc. Essential Oils on Planktonic Growth and Biofilm formation of Pseudomonas
aeruginosa and Staphylococcus aureus In Vitro, Int. J. Appl. Res. Nat. Prod. 8: 113.
3. Rittie, L., Fisher, G.J. 2005, Isolation and Culture of Skin Fibroblas, in: Varga, J., Brenner, D., Phan, S.H. (Eds.), Fibrosis
Research: Methods and Protocols. Springer Science & Business Media, p. 83
4. Sakurazawa, T., Ohkusa, T. 2005, Cytotoxicity of Organic Acids Produced by Anaerobic Intestinal Bacteria on Cultured
Epithelial Cells, J. Gastroenterol. 40: 600609. doi:10.1007/s00535-005-1594-z
57
Uzbek Scientific-Research Chemical-Pharmaceutical institute named after A.Sultanov (UzKFITI), 40, Durmon yuli str., Tashkent,
Uzbekistan
2
Institute of the Chemistry of Plant Substances, Academy of Sciences, Republic of Uzbekistan, M. Ulugbek str., 77, Tashkent,
Uzbekistan
[email protected]
1
Introduction
On the basis of a combination of the following known herbs: roots of the stem-rose pink, the roots of licorice, dog
rose hips, plantain leaves, herbs of a Thermopsis alternately created a new drug as a syrup for the treatment of diseases
of the upper respiratory tract.
Materials and Methods
The technology of expectorant syrup is that the mixture of the above shredded plants in the following proportions
(g): the roots of the stem-rose pink 7,0-20,0; licorice root 3.5-10.0; plantain leaves 10,0-20,0; dog rose hips 7,0-16,75;
flowering aerial parts of Thermopsis alternately 2.75-3.25 extracted with purified water at a ratio of 1:20 at a temperature
of 75-80 0C for 2 hours.
To the extract was added the sugar syrup in a ratio of 1: 1 as a preservative - Sodium Benzoate 0.1% by weight of the
syrup and 10% ethyl alcohol 960 (Mirakilova, 2012).
Standardization conducted according to the requirements of syrup TSt UZ-01-2002 and SP XI, using physical and
chemical methods.
Quantity of the sum of the polysaccharides were determined by gravimetric and HPLC (glycyrrhizic acid) methods.
Results and Discussion
The carried out pharm-toxicological researches showed high expectorant activity and harmlessness of the processed
syrup (Mirakilova, 2014). For the preparation It was given conditional name Pulmostim and filed an application for a
patent (Azizov, 2014).
The laboratory production conditions for the production of syrup Pulmostim were developed and the draft of
temporary pharmacopeia article was issued.
References
1. Mirakilova,D.B., Esonova,N.T., Azizov,U.M. 2012. Development of technology of expectorant syrup on the basis of
local vegetable raw materials//Materials of the scientific and practical conference Integration of Education, Science and
Production in Pharmacy, Tashkent, on October 17-18. 417-418.
2. Mirakilova,D.B., Aliyev,Kh.U., Azizov,U.M. 2014. Studying of pharmacological properties of syrup pulmostim, Mat. Scientific
- Practical Conference. Integration of education, science and production in pharmacy, Tashkent. 33-34.
3. The demand for obtaining the patent RUZ No. IAP 20140276 of 07.07.2014, Expectorant means., Azizov,U.M.,
Mirakilova,D.B., Abdullaev,M.I.
58
Skin and soft tissue infections classified as acute bacterial skin and skin structure infections (ABSSSIs) constitutes
an injury caused by microorganisms that affect skin and surrounding soft tissues. The etiological agents that produce
this disease are commonly Gram-positive bacteria such as Staphylococcus aureus (including MRSA), S. epidermidis,
Corynebacterium species and Streptococcus pyogenes. Currently due to high exposure of antibiotics and prolonged
staying in hospital environments there is a significant increase in infections occasioned by P. aeruginosa, Enterococcus
species, as well as Escherichia coli and other Enterobacteriaceae species. Ca. 7% to 10% of the patients admitted in
hospitals can develop some ABSSSIs. The medical approach of ABSSSI include a combination of surgical treatment as
well as supportive care and antibiotics. Because of the high rate of surgical interventions, there is an important field in
the development of new strategies and formulations that permit the prevention and treatment of related infections. In
this way is necessary novel drug delivery systems that can improve the therapeutic index of the currently antimicrobial
drugs as well as achieving controlled release mechanisms that can enhance tissue penetration without irritation. Using
penetration enhancers in transdermal route which is an innovative way in drug delivery. The success of this therapy consists
of achieving a consistent penetration in the skin to obtain a bactericidal activity with optimal inhibitory concentrations.
Between the penetration enhancers evaluated terpenes found in essential oils have presented the ability to increase
transdermal absorption of 5-fluorouracil in vivo. Also, sesquiterpenes have shown to boost the diffusion of drugs in skin,
for that reason has been proposed that terpenes are natural solvent of the stratum corneum. Other interesting skin
permeabilizers are the antimicrobial peptides such as magainin that owe their activity to the fluidizing lipids. Likewise,
screening platforms for these new products that determine penetration, antimicrobial activity and dermal toxicity have
not been introduced in a rational model of evaluation and validation.
The aim of this lecture is to give an integrated approach of the use of drug delivery systems with penetration
enhancers from natural products, new formulations as well as a rational strategy of evaluation and validation of the
obtained products for the treatment of ABSSSIs.
ACKNOWLEDGEMENTS
The author would like to thank Tubitak BIDEB2221 program for sabbatical support.
REFERENCES
1. Chapter proposal for Microbiology of skin, soft tissue, bone and joint infections (which is to be published by Elsevier,
2016) Ed. Mahendra Rai & Kateryna Kon and Antalya meeting
59
Institute of the chemistry of plant substances Academy of science of Uzbekistan, Tashkent, Uzbekistan
[email protected]
Introduction
Presently, complex studying of biologically active peptides which were isolated from soluble protein fractions of the
cereal and bean seeds have a big interest for scientists studying their wide biological of action. Japanese scientists have
isolated from soluble fraction of soybean seeds a low-molecular peptide lunasin which has been demonstrated ability
to correct level of cholesterol in blood and also to have anticancer, antioxidant, anti-inflammatory properties (Jeong,
2003, 2007). Lunasin which is originally found in soybean seeds has also been found in cereals: wheat, rice, oats, barley
and others (Mitchell 2013, Nakurte, 2012). The aim of present work was studying lunasin containing fraction protein
from wheat cultivated in Uzbekistan.
Materials and Methods
Six kinds of soft wheat (Saratov 65, Turkeston, Tanya, Krasnodar 99, Ravi, Ok Marvarid) cultivated in Uzbekistan were
used as study materials. Isolation of lunasin containing fraction using 0,8 NaCl buffer with addition of 10mM K2HPO4
and 1mM EDTA during 30 min. at 40 was carried out. Additional cleared of soluble fraction using 50mM risHCl buffer
as indicated in methods (Jeong, 2003), separation of proteins from soluble fraction by electrophoresis in PAAG was
achieved.
Results and Discussion
The content of soluble protein fraction from the wheat depends on kinds of wheat and the yield is on average 2.4
up to 6.6%. The best yield of this fraction -6.6% has been detected in wheat Saratov 65. As a result of carrying out
electrophoresis in PAAG, it was possible to divide soluble fraction into 12 components from molecular weight from 6
kDa up to 98. As known, peptide lunasin has low molecular weight of about 8kDa (Jeong, 2003, 2007). In our case, all
soluble fractions from different kinds of wheat have wide lines ranging from 6kDa up to 16kDa. We suppose that from
this area a lunasin like peptide will be isolated in near future. Presence of high molecular weight components in soluble
fraction is perhaps concerned with solubility of gliadin components during extraction.
References
1. Jeong, H.J., Park, J.H., Lam, Y., de Lumen, B.O., 2003. Characterization of lunasin isolated from soybean. Journal of
Agricultural and food Chemistry, 51, 7901-7906.
2. Jeong, H.J., Jeong, J.B., Kim, D.S., Park, J.H., Lee, J.B., Kweon, D.H., Chung, G.Y., Seo, E.W., de Lumen, B.O., 2007. The cancer
preventive peptide Lunasin from wheat inhibits core histone acetylation. Cancer Letters, 255, 42-48.
3. Mitchell, R.A.C., Lovegrove, A., Shewry, P.R., 2013. Lunasin in cereal seeds: What is the origin?. Journal of Cereal Science,
57: 267-269
4. Nakurte, I., Klavins, K., Namniece, J., Adlere, L., Matvejevs, J., Kronberga, A., Kokarte, A., Strazdina, V., Legzdina, L.,
Muceniece, R., 2012. Discovery of lunasin peptide in triticale (X. Tricosecale Wittmack). Journal of Cereal Scince, 56: 510-514
60
Key Laboratory of Plants Resources and Chemistry of Arid Zone, Xinjiang Technical Institute of Physics and Chemistry, Chinese
Academy of Sciences, Beijing South Road 40-1, Urumqi 830011, Xinjiang, P. R. China.
2
Key Laboratory of Xinjiang Indigenous Medicinal Plants Resource Utilization, Xinjiang Technical Institute of Physics and Chemistry,
Chinese Academy of Sciences, Urumqi 830011, China
3
A. S. Sadykov Institute of Bioorganic Chemistry, Academy of Sciences of the Republic of Uzbekistan, Tashkent, 100125.
4
University of Chinese Academy of Sciences, Beijing 100039, China
[email protected].
1
Introduction
Chickpeas (Cicer arietinum L.) are one of the oldest and most widely consumed legumes in the world, particularly in
tropical and subtropical areas, As is well known that the content and its bioactivity vary greatly between the seeds and
sprouts of legumes[1, 2].
Materials and Methods
Fresh completely defatted chickpeas sprout (1 kg) were extracted with 5 liters of 50% ethanol and room temperature
with shaking 24h. After removal of plant debris, the ethanol/water fraction was dried in vacuum and dissolved in 200
ml of 10% ethanol. The concentrated extract was subjected to flash column packed with 100 g of C18 media (Grace
Davison). The column was washed with 20% ACN and eluted with 50% and 80% CAN to obtain the cyclotide-enriched
fraction. Isolation of individual peptides was then achieved by repetitive RP-HPLC using a Shimadzu system.
Results and Discussion
The results indicated that there are more than 20 polypeptides coexistence in this fraction and possess strong
inhibition activities for Candida albicans inhibitory zone diameter 14mm) and Staphylococcus aureus (inhibitory zone
diameter 9mm), the LC/MS analysis result indicated that the peptides fraction contained at least twenty two peptides
and their molecular masses as follow: 4002.5 Da, 4151.3 Da, 4037.43Da, 4191.8 Da, 4276.8 Da, 4249.63Da, 4346.2 Da,
4426.8 Da, 4459.3Da, 4531.55.8Da, 4614.15Da, 5100.29Da, 5168.98Da, 5383.8.2Da, 5485.2 Da , 5876.8 Da , 6267.6 Da,
6403.1 Da,7023.8Da, 7923.57 Da, 7934.21 Da and 7604.3 Da.
Acknowledgments
This works was supported by grant of Xinjiang autonomous Support of science and technology in xinjiang 201491160
,Xinjiang Uyghur Autonomous Region science and technology project 201231117 and Central Asia Center of Drug
Discovery and Development of Chinese Academy of Sciences.
References
1. Duke, J.A. 1981. Handbook of Legumes of World Economic Importance. Plenum Press, New York, USA. 5257.
2. Yili, A., Ma, Q.L., Lv, Q.Y., Gao, Y.H., Zhao, B., Veshkurova, O.N. Salikhov, Sh.I. and Aisa, H.A. 2012. Antioxidant peptides
from Cicer arietinum of Xinjang, China.Chemistry of Natural Compounds. 48: 643-645.
3. Laemmli, E.K. 1970. Cleavage of structural proteins during the assembly of the head of bacteriophage T4. Nature
(London). 227: 680.
4. Bradford, M.M. 1976. A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the
principle of protein-dye binding. Anal Biochem. 72: 248.
61
Acad. S. Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, 100170
Tashkent, Uzbekistan
[email protected]
Introduction
Many regions, including Uzbekistan, are endemic for intestinal parasitosis. The morbidity of such highcontact
cestodosis as hymenolepiasis continues to grow, especially in warm regions of the World and is the cause of diverse
pathological changes in the human body. They were caused by sensitization of the host organism by the products of
metabolism of the helmint and the subsequent development of allergic reactions, and mechanical tissue damage and
impaired vitamin balance. All this leads to decrease the overall resistance and the development of immunodeficiency
states of the organism. Along with this drugs, used to treat parasitic infestations, have iatrogenic effects on the liver and
in clinical practice is increasingly common situation where the appointment common drugs for parasitic diseases has
a direct contraindications due to the hepatotoxic and immunocytological exposure therapy of the underlying disease
(chronic hepatitis of viral etiology etc., tuberculosis, gastric ulcer disease and duodenum etc.). Most widely today in the
treatment of hymenolepiasis used synthetic drug praziquantel (domestic name Azinox), which has no contraindications
for its use - liver damage of various origins.
Materials and methods
In this regard the perspective seemed a composition on the basis of azinox and phytoecdysteroid of ecdysterone
is an adaptogen extracted from the plants commonly used in folk medicine Rhaponticum cartamoides, (Willd.) Iljin
and Ajuga turkestanica (Rgl.)Brig growing in Uzbekistan and having in addition a pronounced hepatoprotective activity,
immunostimulant, etc. properties. On the basis of ecdysterone in our Institute developed drug ecdysten - tablets 5 mg.
He practically nontoxic, has a wide range of biological effects. Moreover, right at the ecdysten in experiment and clinic
discovered antiprotozoal activity when invasions of Lamblia muris and Lamblia intestinalis and anthelmintic activity with
the defeat of Hymenolepis nana. The composition of azinox with ecdysten, called by us ekdinox, was obtained by mixing
alcoholic solutions, with a specific ratio, temperature, and compliance with other parameters. In the analysis of the most
active composition of the IK spectroscopic studies have shown that it is observed a significant shift of the absorption
bands arising the stretching vibrations of hydroxyl groups (3200cm-13500cm-1) is ecdysten, and in the field of double
bonds 1800 cm-11500 cm-1 (-C=O) noted the low-frequency shift of the band absorption of carbonyl groups.
Results and discussions
Received the results in the study of ekdinox on the viability of Hymenolepis nana showed that its use in the treatment
of hymenolepiasis not only makes it possible to significantly reduce the dose of synthetic drug azinox without reducing
its specific activity, but also contributes full to prevent possible negative impact of the latter on the liver.
Conclusions
Thus, the composition ekdinox not only saves the severity of antiparasitic activity of azinox, but even enhances it.
The use of the composition as an anthelminthic remedy more preferably, as it has no negative effects on the metabolic
and functional state of the liver as intact animals and, most importantly, animals with experimental hepatitis of different
etiology.
62
Akad.S.Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of Uzbekistan, Tashkent, Uzbekistan
A.S. Sadykov Institute of Bioorganic Chemistry of the Academy of Sciencesof Uzbekistan, Tashkent, Uzbekistan
[email protected]
1
2
Introduction
Development of new drugs from locally available raw materials is a priority. In this respect Vinca erecta is a natural
reserve of considerable importance that can fully cover the countrys pharmaceutical industry needs for such drugs.
The alkaloid vincamine (oxybral) isolated from the aerial part of V. erecta has uterotonic properties with myotropic
type of action.
Vincamine hydrochloride is used in medicine as an active stimulator of childbirth in different types of uterine
weakness and in uterine atony in postnatal period. It also has vasodilating, hypotensive and sedative action. The drug
acts predominantly on the brain blood vessels reducing the resistance and thereby improving blood flow in the brain
tissue. It is used mainly in the cerebral form of hypertension, including hypertensive crisis.
Materials and methods
Aerial part of Vinca erecta contain up to 4% of indole alkaloids.
Results and discussion
Fractionation of total alkaloids using buffer solution with PH = 2.8 provided weak and strong bases. Kopsinine,
pseudokopsinine and vindolinine (14.15-dehydropseudokopsinine) were isolated from the strong bases fraction by
conventional way. Kopsinine dihydrochloride is approved for use in medical practice.
The sum of weak bases according HPLC-mass spectrometry (Agilent Triple QQQ) provided vincine, vincamine,
apovincamine, () eburnamine and (+) eburnomanine.
Preliminary pharmacological studies have shown that the amount of weak bases fraction of vincamine can replace
the imported products Oxybral, cavinton and vinkapan.
references
1. V.M. Malikov. The results of the study of alkaloids of Vinca genus. Chemistry of Natural Comp.1993, -p.92-104.
2. F.S. Sadritdinov, A.G Kurmukov. Pharmacology of alkaloids and their application in medicine. - Tashkent, 1980. - pp.32-34.
63
Sobir Yunusov Institute of the Chemistry of the PlantSubstances, Academy of Sciences of Uzbekistan, M.Ulugbekstr.77, 100170,
Tashkent, Uzbekistan
[email protected]
Introduction
Bioactive indole alkaloids in the form of water-soluble salts are widely used in medical practice. Preparation of
these salts depends on the nature of the substrate, the solvent medium and the reacting salts. From these factors it
depends not only receiving most salts, but also the formation of intra- and intermolecular hydrogen bonds, which play
an important role in the manifestation of biological activity. In the literature problems related to obtain and structure
of mono or double salts of indole, indolenine and indoline alkaloids are not covered.In this report we carry out analysis
of the crystal and molecular structure of indoline alkaloids - vindolinine, pseudokopsinine, kopsinilam and kopsinine
obtained in base form, as well as mono- and double salts (with participation of both N atoms in the salt formation).
O
14
15
21
3
20
14
2
18
13
COOCH3
N
H
17
16
15
N
H
18
COOCH3
vindolinine
pseudokopsinine
Materials and Methods
B
N
H
C
COOCH3
kopsinilam
6
8
21
20
7 18
13
N
H
16
19
14
15
17
COOCH3
kopsinine
Analyzing of 3d-geometry known derivatives of dihydroindole - indoline alkaloids (3d-structural own data and the
data on base Cambridge Crystallographic Data Centre) with the Mercury program we noticed that indoline nitrogen (N1)
takes usually tetragonal Nsp3-hybridization
Results and Discussion
This occurs even though in these alkaloids N1 atom bonded directly to benzene ring and its lone pair can form
flat conjugated system with aromatic ring. In indole, indolenine alkaloid (where C2 atom is in the sp2-hybridization) is
manifested conjugation effect and as expected N1 atom accepts planar sp2-hybridization (N1 and related atoms lie in
one plane). A similar pattern is observed with another nitrogen atom N4 in indoline, indole, indolenine alkaloids. In the
presence of the carbon atom in the sp2-hybridization bounded with the N4 nitrogen, all atoms connected with N4, lie in
one plane (nitrogen takes sp2-hybridization).The above-mentioned various hybrid state of the N1 and N4 atoms is also
manifested in a dual behavior in the salt formation of alkaloids. For example, indole alkaloids and indolenine form mono
salt by protonating the tertiary nitrogen N4 being in sp3-hybridization (with a free lone pair). However, indoline alkaloids,
by condition of salt formation - with the addition one or two moles of acid to one mole of alkaloid may form a mono or
a double salt respectively, i.e. may be involved in the salt formation one- or two nitrogen atoms of alkaloid.
64
Acad. S. Yu. Yunusov Institute of the Chemistry of Plant Substances. Academy of Sciences of Uzbekistan
100170, M. Ulugbek st., 77, Tashkent, Uzbekistan
[email protected]
Introduction
Napelline subtype diterpene alkaloid songorine differs significantly from another Aconitum alkaloids by
pharmacological action and exhibits properties typical for stimulants and antidepressants. It is interesting synthesis and
study of the biological activity of compounds based on songorine. Songorine is the main alkaloid of the Aconitum genus.
Material and Method
Aconitum, Songorine, IR, 1H and 13C NMR spectroscopy data.
Results
We conducted a chemical transformation of songorine, namely interaction of songorine, with o-nitrophenylisocyanat
to obtain new biologically active compounds.
Interaction of songorine with o-nitrophenylisocyanat for 1 hour in of absolute benzene solution at 70-80 0C gave
substances with m.p. 218-220 C (the reaction is monitored by TLC).
NO2
O
CH2
HO
C2H5
OH
CH2
NH C O
N=C=O
NO2
Benzol C
C2H5
OH
CH3
CH3
The structure of the synthesized compounds is proved by means of IR, 1H and 13C NMR spectroscopy data.
65
Introduction
Neocryptodiscus is a recently established genus of Apiaceae family and represented by five species worldwide (The
Plant List). N. papillaris (Boiss.) Herrnst. & Heyn was originally described by Boissier as Cachrys papillaris which was
revised as Prangos papillaris by I. Herrnstadt and C.C. Heyn based on the examination of limited herbarium specimens.
Finally, based on the assessment of additional herbarium specimens with more mature fruits this species revised again as
Neocryptodiscus papillaris by the same authors (Herrnstadt and Heyn, 1997). The petroleum ether and dichloromethane
extracts of N. papillaris exhibited cytotoxic activity against MCF-7 breast cancer cell line. Cytotoxic constituents of the
extracts were identified as the prenylated coumarins (Tosun et al., 2015).
Materials and Methods
Air-dried and coarsely powdered roots of N. papillaris was sequentially extracted with petroleum ether and
dichloromethane at room temperature. The extracts were concentrated separately in vacuo and subjected to
chromatographic separations using a Sephadex LH-20 column and then preparative thin-layer chromatography. Structures
of the purified compounds were elucidated using various spectroscopic techniques and chemical transformations.
Results and Discussion
Since the coumarins isolated from the active extracts were responsible for the cytotoxic activity (Tosun et al., 2015
and You et al., 2010), in order to identify more potent and selective cytotoxic coumarins minor compounds of the active
fractions were explored by NMR spectroscopy techniques. During these screening studies, a novel dihydroxyosthol
derivative and a unique dimeric spiro-coumarin compound derived from this novel coumarin were identified. The
structure elucidation of these new compounds by spectroscopic and chemical transformation methods will be discussed.
Acknowledgements
This research was financially supported by the Research Foundation of Gazi University (Research Grant no. BAP
02/2014-01)
We thank Assoc. Prof. Dr. S. ztuzcu (University of Gaziantep, Faculty of Medicine, Dept. of Medical Biology) for the
cytotoxic activity assays.
References
1. The Plant List, A Working List of All Plant Species, Accessed May 31, 2015 at http://www.theplantlist.org/tpl1.1/
search?q=Neocryptodiscus
2. Herrnstadt, I. and Heyn, C.C. 1997. Neocryptodiscus papillaris (Boiss.) Herrnst. & Heyn a new combination based on
Cachrys papillaris Boiss. Candolea, 52: 181-184.
3. Tosun, F., Mholugil, F., Duran, A. and Miski, M. 2015, Cytotoxic coumarins from the roots of Neocryptodiscus papillaris,
11th International Symposium on Pharmaceutical Sciences, 231.
4. You, L., An, R., Wang, X. and Li, Y. 2010. Discovery of novel osthole derivatives as potential anti-breast cancer treatment.
Biorg. Med. Chem. Lett., 20: 7426-7428.
66
College of Chemistry & Chemical Engineering, Xinjiang University, Xinjiang Key laboratory of Oil and Gas Fine Chemicals, Urumqi
830046, Peoples Republic of China
[email protected]
Introduction
Polyphenols are a group of chemical substances found in plants, characterized by the presence of more than one
phenol unit or building block per molecule. The best described property of polyphenolics is the antioxidant ability to
scavenge free radicals produced by cells metabolism or in response to external factors[1]. It is very appealing to scientists
to elaborate a reliable method for the determination of the total content of polyphenolic antioxidants. The Chinese official
method for the determination of total polyphenols in tea is ferrous tartaric acid colorimetry, which is manual and very
time consuming[GB/T8313-2002]. There is increased demand for rapid and automated method for the measurement.
Materials and Methods
The fiber-optic flow injection system
is shown in the Figure. The fluidics of
the system was composed of a double
plunger, a 16-way autoswitching valve,
a peristaltic pump. The loading time
and injecting time were set manually.
A DH-2000 light source and a HR2000
CCD spectrophotometer was connected by optical fibers to flow cell (all from
Figure. Configuration of the flow system. SM: sample; R: re- Ocean Optics, Dunedin, Florida, USA).
agent; SL: solvent(or carrier); P1,P2: pump; P3: Peristaltic
pump; V: 16-port valve; FC: flow cell; HB: heating bath.
Ethanol solution(60%, 40mL) was added into 1.0g solid samples(30 mesh), sonicated in ultrasonic bath for 25 min.
After concentration, the residue was dissolved water and the final volume adjusted to 100mL. In the end, the water
solution was measured by the system at 540nm.
Results and Discussion
A rapid, simple and reliable fiber-optic flow injection system has been established for the determination of total
polyphenols in plant extraction, based on ferrous tartaric acid colorimetry, the official method. The optimal measurement
conditions were evaluted. The calibration graph obtained for standard solutions was linear in the range 10-100 mg/L.
The regression equation was as follows:Y=7.278*10-3X-0.0197(r=0.9985), the recovery was 96.4%, and RSD=0.26%(n=6).
This validated method was successfully applied to quantitatively analyze total polyphenols in tea and rose in less than
1.5 min.
Acknowledgments
This work was supported by the National Natural Science Foundation of China (21365020).
References
1. Leopoldini, M., Russo,N., Toscano, M. 2011. The molecular basis of working mechanism of natural polyphenolic
antioxidants. Food Chemistry, 125: 288306
67
Introduction
The genus Salvia, commonly known as sage, is represented by approximately 960 species all over the world while
there are 99 species, 55 of which being endemic in the Flora of Turkey (Gner et al., 2012; Martin et al., 2015). Some
species of the genus are consumed as herbal tea and some are used for traditional therapeutic purposes. Some members
of the genus are an important export commodity.
Salvia genus is characterized with rosmarinic acid in some of the Pharmacopoeias and standardized using this
compound. LC-MS/MS identification of phenolic compounds are getting importance. Tentative identification of a
phenolic compound without an isolation procedure is providing many advantages like time and money.
This study aims to identify of Salvia palestina phenolics using LC-MS/MS system.
Materials and Method
Dried herbal parts of Salvia palestina which were collected from Tunceli 2014, were macerated with methanol at 25
C for 24h. After evaporation of the methanol parts dry extract was used for LC-MS/MS analysis.
Phenolic compound determinations were performed using a Shimadzu 20A HPLC system coupled to an Applied
Biosystems 3200 Q-Trap LC- MS/MS instrument equipped with an ESI ion source was used in the negative ionization
mode. Separations were performed on a ODS 150 x 4,6 mm, i.d., 3 m particle size, octadecyl silica gel analytical column
operating at 40C at a flow rate of 1 mL/min.
Results
Rosmarinic acid, was determined as the main compound while luteolin, apigenin and glucuronide derivatives,
caffeic acid, salvianic acid and methylated rosmarinic acid were identified tentatively.
References
1. Gner, A., Aslan, S., Ekim, T., Vural, M., & Baba, M. 2012. Trkiye Bitkileri Listesi (Damarl Bitkiler). Nezahat Gkyiit
Botanik bahesi ve Flora Aratrmalar Dernei yayn. stanbul.
2. Martin, E., Altnordu, F., Celep, F., Kahraman, A., & Doan, M. 2015. Karyomorphological studies in seven taxa of the genus
Salvia (Lamiaceae) in Turkey. Caryologia, 68 (1), 13-18.
68
Introduction
Some Geranium species have been employed in folk medicine for their tonic, diuretic, antidiabetic, antidiarrheal,
and antihemorrhoidal properties. Moreover they have been used in the treatment of cancer, fever, tonsillitis, cough,
urticaria, dysentery, kidney pain, and gastrointestinal ailments. These species are also used as food (Baytop, 1999).
These traditional usages and the rich polyphenolic content of Geranium species make these plants interesting from the
view point of biological and toxicological research. In our previous studies, we have isolated gallic acid, methyl gallate,
pusilagin, 1,3,6-tri-O-galloyl--glucopyranoside, and 1,2,3,4,6-penta-O-galloyl--glucopyranoside from the aerial parts
of G. psilostemon Ledeb. We tested their effect on superoxide dismutase and catalase enzymes. We also evaluated
their effect on H2O2-induced lipid peroxidation inhibition (hretolu et al., 2010). In this study, we tested cytotoxic and
genotoxic potential of isolated compounds.
Materials and Methods
Cytotoxic potential of isolated compounds against Chinese hamster ovary cells were tested by neutral red uptake
(NRU) assay with different concentrations (5, 10, 50, and 500 ug/ml). On the other hand, COMET assay was used for
detecting genotoxic effects of the compounds.
69
poster presentatons
Introduction
GABAergic and glycinergic systems are the targets of a wide range of drugs active on the CNS, including anxiolytics,
sedative-hypnotics, general anesthetics and anticonvulsants (Macdonald and Olsen, 1994). Recent studies have reported
that cyclic monoterpene menthol also has actions within the CNS (Zhang et al., 2008) and act as a potent positive allosteric
modulator of GABAA receptors (Hall et al., 2004). In the present study, menthyl esters of inhibitory neurotransmitters
(GABA and glycine) were investigated for anticonvulsant, sedative and muscle relaxant activities.
Materials and Methods
Menthyl ester of GABA (2-isopropyl-5-methylcyclohexyl 4-aminobutyrate) and glycine (2-isopropyl-5-methylcyclohexyl
2-aminoacetate) were synthesized using DCC/DMAP coupling method.
O
O
NH2
NH2
71
Department of Pharmaco-Bromatology & Molecular Nutrition, Faculty of Pharmacy, Collegium Medicum, Nicolaus Copernicus
University, Bydgoszcz, Poland
2
Department of Natural Products Biochemistry, Institute of Bioorganic Chemistry, Polish Academy of Sciences, Poznan, Poland
3
ECBiG European Centre of Bioinformatics and Genomics, Poznan, Poland
[email protected]
1
Introduction
The non-reproducible quality of a whole grain or milled commercially available raw Arabica green coffee beans (AGCB)
and consumed as the home-made infusions in many UE countries by regular and spontaneous dieters to supports body
weight loss and slimming make still a great challenge. Healthy benefits related with increased intake of chlorogenic acids
(CGA) from the raw AGCB could be instantly reduced by non-intended consumption of potentially hazardous diterpenes
as atractyligenin glucosides occurring naturally in AGCB (Lang et al. 2013, 2014).
Materials and Methods
The variety of the raw AGCB distributed in Poland and originating from Central and South America were studied.
Aqueous infusions of the AGCB (50 mL of boiling deionized water per 1g) were prepared in time of 5 min followed by
filtration on the Chromafil Xtra PES 45/25 syringe filters and transferred to glass vials for immediate LC-MS analyses.
Methanolic extracts of the AGCB (50 mL MeOH per 1g) were prepared in room temp. by intensive shaking in time of
10 min followed by filtration on the Chromafil Xtra PES 45/25 syringe filters, solid-phase extraction with Bakerbond
C18 cartridges (3 mL) with 2 mL of 10% MeOH and 2 mL MeOH, vacuum evaporation of eluate to dryeness at room
temp. (Savant SPD 121P), followed by final dissolution in 500 L of 75% MeOH and transfer to glass vials for instant
LC-MS analyses. The UHPLC-TOF-MS/MS measurements of all infusions and MeOH extracts of raw AGCB were made
by Waters ACQUITY UPLC TabMode system interfaced with Bruker microOTOF-Q mass spectrometer with ESI source
operating in negative mode at 150oC and 4.5kV with N2nebulisation at 1.2 bar and dry gas flow at 6 mL/min. Agilent
Poroshell 120EC-C18 column (2.1x150, 2.7m) operating at a 0.6 mL/min flow rate with mobile phase consisted of linear
gradient of 0.1% formic acid in water (A) and 0.1% formic acid in AcN (B) mixed by increasing of eluate B in range 5-90%
at 0-20 min and followed by a split of column effluent flow 3:2 before the ESI ion source was applied. MSMS spectra
were analyzed with Bruker Compass Data Analyzer v.4. CGA and atractyligenin glucosides present in aqueous and MeOH
extracts of studied AGCB were identified in the untargeted Q-TOF M1 scans based on accurate mass, isotope abundance
and isotope spacing. Next, tandem MS was used for structural confidence of identified compounds by accurate match
formula matching.
Results and Discussion
Three carboxyatractyligenin derivatives, i.e. 2-O-beta-D-glucopyranosyl-carboxyatractyligenin (m/z 525) (1),
2-O-(2-O-isovaleryl-beta-D-glucopyranosyl)-carboxyatractyligenin (m/z 608) (2) and 3-O-beta-D-glucopyranosyl-2-Oisovaleryl-2beta-(2-desoxy-carboxyatractyligenin)-beta-D-glucopy ranoside (m/z 771) (3), have been identified in the
MeOH extracts of the raw AGCB from Colombia. The relative abundance of glucosides (1) : (2) : (3) in this AGCB sample
was, respectively, as 1.0 : 0.30 : 1.80. However, only glucoside (1) with a high inhibitory activity of adenine nucleotide
translocase (ANT) (Lang et al. 2013, 2014) was confirmed by MSMS in the aqueous infusions of this AGCB sample. This
indicates that some atractylosides in the raw AGCB could be hydrolyzed by hydrothermal processing (Chen et al. 2013).
Compounds (1) and (3) with, respectively, significant and non-significant ANT inhibition was recently detected in the raw
AGCB (Lang et al. 2013, 2014), but compound (2) with not yet known toxicity was identified first time here.
Acknowledgements
Internal Grant DS-UPB-407/2015, NCU, Bydgoszcz, Poland
References
1. Chen L.-Y., Hu A., Chang C.-J. 2013. Molecules, 18: 2018-2028.
2. Lang R., Fromme T., Beusch A., Wahl A., Klingenspor M., Hofmann T. 2013, Phytochemistry, 93: 124-135.
3. Lang R., Fromme T., Beusch A., Lang T., Klingenspor M., Hofmann T. 2014. Food Chem. Toxicol., 70: 198-204.
72
Department of Pharmaceutical Botany, Faculty of Pharmacy, Anadolu University, 26470 Eskisehir, Turkey
Department of Pharmacognosy, Faculty of Pharmacy, Anadolu University, 26470 Eskisehir, Turkey
Almost 600 species belonging to genus Centaurea L. are naturally distributed in Asia, North Africa and America (1). In
the flora of Turkey, Centaurea is one of the richest genera. Turkey is the main centre of diversity for Centaurea (2). 172
plus six imperfectly known species of Centaurea were accepted by Wagenitz in 1975. Since then, many new taxa have
been described: there are now 222 species and the level of endemism is 66.8 % (3).
Centaurea species have been widely used for their anti-dandruff, antidiarrheic, antirheumatic, anti-inflammatory,
choleretic, diuretic, digestive, stomachic, astringent, antipyretic, cytotoxic and antibacterial properties in folk medicine
(4-5). Aerial parts of Centaurea dursunbeyensis Uysal & Kose was hydrodistilled for 3 h using a Clevenger-type apparatus
to produce a small amount of essential oil which was trapped in n-hexane. Oils were analysed by gas chromatographymass spectrometry (GC-MS).
Identification of the essential oil components was carried out by comparison of their relative retention times with
those of authentic samples or by comparison of their relative retention index (RRI) to the series of n-alkanes. Computer
matching against commercial (Wiley GC/MS Library, Adams Library, MassFinder 2.1 Library) (6-7), and in-house Baser
Library of Essential Oil Constituents built up by genuine compounds and components of known oils, as well as MS
literature data (6-9), were used for the identification.
Main constituents of the oil were found as hexadecanoic acid (32.4%), tetradecanoic acid (8.7%), nonacosane (5.5%),
spathulenol (5.4%) and heneicosane (5.2%).
References
1. Brummitt, R. K., 2004, Report of the Committee for Spermatophyta: 54, Taxon, 53 (3), 813-825.
2. Wagenitz G. 1986. Centaurea L. in South-West Asia: Patterns of Distribution and Diversity. Proc. Royal Soc., 89 B, 11-21,
Edinburgh, UK.
3. Bona, M. 2015. Centaurea goksivriensis (Asteraceae), a new species from Turkey, Phytotaxa, 203 (1): 063068.
4. Arif R, Kpeli E., Ergun F. 2004. The biological activity of Centaurea L. species, Gazi niversitesi Fen Bilimleri Dergisi, 17:
149-164.
5. Baytop T. 1999. Therapy with Medicinal Plants in Turkey, Past and Present. 2nd ed. Nobel Tp Basmevi. Istanbul. Turkey.
6. McLafferty FW, Stauffer DB. 1989, The Wiley/NBS Registry of Mass Spectral Data, J Wiley and Sons: New York.
7. Joulain D. et al. 2001, Terpenoids and Related Constituents of Essential Oils. Library of MassFinder 2.1, Hamburg, Germany.
8. Joulain D., Knig W.A., 1998, The Atlas of Spectra Data of Sesquiterpene Hydrocarbons, EB-Verlag, Hamburg.
9. ESO 2000, 1999, The Complete Database of Essential Oils, Boelens Aroma Chemical Information Service, The Netherlands.
13.Jennings W.G., Shibamoto T., 1980, Quantitative Analysis of Flavor and Fragrance Volatiles by Glass Capillary GC, Academic
Pres, New York.
73
Our study objectives were to evaluate antimicrobial activity of polyphenols and alkaloids of Haplophyllum tuberculatum
plant harvested in the Algerian desert. It is traditionally used to treat headaches, bloating of stomach, arthritis but also
against infections and parasitic diseases.
Antimicrobial testing of polyphenolic and alkaloid extracts, using the disk diffusion method on solid medium, showed
the presence of antibacterial activity of some strains tested namely Bacillus subtilis ATCC 6633, Staphylococcus aureus
ATCC 25923 and Pseudomonas aeruginosa ATCC 27953; with MICs ranging from 0.625 mg/mL to 10 mg/mL for alkaloids
and 5 mg/mL to 20 mg/mL for polyphenols.
74
Introduction
In order to find new potential sources of biologically active substances we studied aerial and underground parts of
annual plant Cephalaria syriaca, the family Dipsacaceae, which is used in traditional medicine (Plant resources., 1990).
Raw materials for the study were collected at the beginning of July 2013 in the vicinity of Zuvand of Lerik region of
Azerbaijan Republic.
Materials and methods
1.2 kg of aerial parts of C.syriaca was extracted with 85% ethanol for 48 hours at room temperature. The extracts
were evaporated to an aqueous residue and was extracted sequentially with hexane, chloroform, ethyl acetate and
n-butanol.
From the hexane extraction allocated the substance 1, from the chloroform extraction - the substance 2, from the
ethyl acetate extraction - the substances 3 and 4.
n-Butanol extraction was evaporated to dryness and subjected to acid hydrolysis (7% H2SO4, 5 h.). The precipitate
was filtered off, washed with water until neutral. Dried by column chromatography on aluminium oxide, yielded the
substances 5 and 6.
Results and discussion
Based on physico-chemical properties, the IR spectral data the substance 1 was identified as -sitosterol, the
substance 2 as ursolic acid, the substance 3 hyperoside, the substance 4 - cinarozide (Bryant, 1950; Geissman, 1962),the
substance 5 - oleanolic acid, and the substance 6 - hederagenin (Yusifova, 2014).
In 0.3 kg extract of C.syriaca roots as above -sitosterol, ursolic acid, after hydrolysis the amount of triterpenoid
saponins - hederagenin and oleanolic acid were obtained. From aerial parts of C.syriaca, we isolated and identified
-sitosterol, ursolic acid, hyperoside and cinarozide and after hydrolysis the amount of triterpenoid saponins - oleanolic
acid and hederagenin.
References
1. Bryant E.F. 1950 A note of the differentiation between flavonoid glycosides and their aglycones. J. Am. Chem. Soc. 39, 480491.
2. Geissman T.A. 1962 The Chemistry of Flavonoid Compounds. Pergamon Press, 666 p.
3. Plant resources of the USSR. 1990. Family Caprifoliaceae -Plantaginaceae. Leningrad, Nauka, 326 pp.
4. Yusifova J.Y. 2014 Triterpenoid saponins and -sitosterol of Scabiosa hyrcanica Stev. roots growing in Azerbaijan.
Technological and biopharmaceutical aspects of drugs developing with different orientation of action. Kharkiv, pp 230-231
75
1
2
The essential oils from the 10 medicinal and aromatic plants were extracted by hydro-distillation. The essential oils
were evaluated against some microorganism using disc diffusion method . The essential oils revealed degree of activity
against the test microorganisms namely Bacillus subtilis, Escherichia coli, Staphylococcus aureus, Proteus mirabilis,
Pseudomonas aeruginosa and Candida albicans. Among the essential oils evaluated, essential oils from Vigna unguiculata
showed activity against all the tested microorganisms except B. Subtilis with minimum inhibition concentration of 75cm.
Piliostigma reticulatum Hochst essential oil showed activity against S. aureus, E. Coli, P. aeruginosa, C. albicans with
minimum inhibition of 100 each. Sesamum alatum thoning showed activity against S. aureus, P. aeruginosa and P.
mirabilis with minimu concentration of 100 each. The activities of the essential oils against the tested organisms may be
responsible for the therapeutic use of the plants by the traditional healers.
76
1
2
Introduction
It has been known that medical lignin sorbent obtained as a result of alkali treatment is unique thanks to the following
functional groups it contains: methoxy, carboxylic, carbonyl, different nature hydroxylic and others. This presumes an
opportunity for chemical absorbing and complexing with various sorbates.
Materials and Methods
Presence of oxygen-containing functional groups on the surface of lignin sorbent Zerotox is judged by detection of
definite loss zones which are typical for some chemical bindings. IR spectrum of researched samples were registered on
IR spectrophotometer AVATAR 360 made by Nicolet Instrument Corp., the USA. Samples in shape of tablet with KBr
diameter of 7 mm were researched. Resolution amounted to 8 cm-1, while research area to 4000-400 cm-1.
Results and Discussion
In order to detect presence of functional groups on the surface of cotton hydrolyzed lignin samples of IR spectrums were
taken. Based on information from references, certain loss zones which are typical for some chemical bindings could be
identified within the range of IR spectrum wavelength. Thus, broad and intense peak in 3600-3000 belongs to valence
vibrations of hydroxyl groups (-) which are connected via intermolecular hydrogen bindings, and 2950-2800 cm-1
belongs to valence vibrations of C-H (, 2, 3 group). = 1709 cm-1, apparently, belongs to valence vibrations of
carbonyls of carboxyl groups which are connected via hydrogen bindings with neighboring groupings, while on waves
lengths of 1697-1698 cm-1 lines which are typical for carboxyl groups with internal hydrogen binding were discovered.
Around 1630 cm a line of tightly bound water was observed. Shorter range of wave lengths of 1600-1500 cm-1 is typical
for vibrations of double carbon bindings (=) of benzene ring. Selective loss (both deformational and vibratory) in 15001200 cm-1 interval is typical for such chemical bindings as carbon-to-hydrogen binding (-2- and -). Intensity of loss
lines in 1423-1400 cm-1 area, which can belong to deformation vibrations in methoxy groups, decreases in rows so far
as wetness decreases. Approximately in the range of 1200-1000 cm-1, it is the oxygen bridges (chemical bindings of
--) that most actively resonate with IR radiation. In the range of 1000-500 cm-1, deformation vibrations of - and
- bindings and valence vibrations of -- and - are proved. In the most low-frequency range of wave lengths of 500
cm-1 and below, it is the double oxygen bindings (= type) that have the most selective loss activity. Here it becomes
clear how complex, in chemical sense, the surface of researched samples is. This is one of the reasons for high absorbing
activity of lignin.
References
1. Lopez, F., Medina, F., and Prodanov, M. 2003. Oxydation of Activated Carbon: Application to Vinegar Decolonization.
Journal of Colloidand Interface Science 257:173-178.
2. hingombe, P., Saha, B., and Wakeman, R. J. 2005. Surface Modification and Characterisation of Coal-Based Activated
Carbon. Carbon 43:3132-3143.
77
Continuing research in the biomimetic transformations field of germacrane sesquiterpene -lactones [1-3], we carried
out the stereocontrolled carbocyclization of germacarnolide hanphilline (1) (it was isolalated by us from Achillea nobilis
L.) in the absence of complex of chromium trioxide with pyridine, which leads to the formation of the trans-condensed5(),10(H3)-1-keto-eudesmanolides (2) and (3), in 30 and 35 yields, respectively.
HO
O
(1)
CrO3 Py
O
O
rt
O
O
(2) 30%
O
(3) 35%
It is obvious that the initial stage of selective oxidation of C3-hydroxyl group of hanphilline (1) initiates a subsequent
stage of stereoselective carbocyclization and intramolecular rearrangement to give the practically important bicyclic C1keto-eudesmanolides (2) and (3).
The structures of synthesized compounds (2) and (3) established using IR-, NMR-1, 13C, mass-spectroscopy and X-Ray
analysis.
References
1. Merkhatuly,N., Zhokizhanova,S., Balmagambetova,L., Adekenov,S. 2006. Reaction of the sesquiterpene -lactone -santonin
with alcoholic hydrogen chloride. Russian Journal of General Chemistry, 76: 1347-1348.
2. Merkhatuly,N. 2008. Bulletin of University of Karaganda. Chemical series, 2: 46.
3. Merkhatuly,N., Abeuova,S., Iskanderov,A., Aldabergenova,S., Togizbaeva,B. 2014. Stereocontrolled acid cyclization of
(+)-hanphillin. Russian Journal of Organic Chemistry, 50: 757-758.
78
Kazan State Medical University, ul. Butlerova 49, 420012 Kazan, Russian Federation;
A.E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, Kazan, Russian
Federation
3
Kazan Federal University, Institute of Physics, Kazan, Russian Federation
4
Yerevan State University, Yerevan, Armenia
[email protected]
1
2
In this work, we studied Lewis acidcatalyzed addition of 1,2ethanedithiol (HS(CH2)2SH) and 2,2thiodiethanethiol
(HS(CH2)2S(CH2)2SH) to (+)camphene (1).1 The direction of the reactions is highly dependent on the reagents ratio, nature
of the using dithiol and Lewis acid.
Me
Me
Me
Me
Me
Me
Me
SH
+ 3
Me
Me
4
3+4+5
c
CH2
Me
d
S
Me
Me
SH
Me
Me
Me
Me
S
Me Me
Me
S
Me
3
6
Me
Me
SH
a. HS(CH2)2SH, BF3Et2O, rt, Et2O (camphene:dithiol = 1:1); b. HS(CH2)2SH, ZnCl2, rt, CH2Cl2 (camphene:dithiol
= 1:1 or 2:1); c. HS(CH2)2SH, BF3Et2O, rt, Et2O (camphene:dithiol = 2:1); d. HS(CH2)2S(CH2)2SH, BF3Et2O,
rt, Et2O (camphene:dithiol = 1:1); e. HS(CH2)2S(CH2)2SH, ZnCl2, rt, CH2Cl2 (camphene:dithiol = 1:1 or 2:1);
f. HS(CH2)2S(CH2)2SH, BF3Et2O, rt, Et2O (camphene:dithiol = 2:1).
The most unexpected is path f in which the product (3) with m/z 366 (more typical for the reaction with
1,2-ethanedithiol) has been obtained.
references
1. Bodrov, A.V., Startseva, V.A., Musin, R.Z., Lodochnikova, O.A., Klochkov, V.V., Galstyan, A. S., Nikitina, L.E. 2015. Reactions
of (+)-camphene with dithiols. Chemistry of Natural Compounds, 51: 372-374.
79
Anadolu University Faculty of Pharmacy Department of Pharmacetical Botany 26470 Tepebasi, Eskisehir, Turkey,
Anadolu University Faculty of Pharmacy Department of Pharmacognosy 26470 Tepebasi, Eskisehir, Turkey
[email protected]
1
2
Purple nutsedge, Cyperus rotundus L. (Cyperaceae) is an invasive plant which grows in Mediterranean area, South
West, Central and East Asia, India, tropical and South Africa, Australasia, South, Central and southern North America in
the World (Davis et al. 1985). The literature contains numerous references to the use of this plants roots for essential
oils and its seeds for food products (USDA NRCS Plant guide). According to our ethnobotanical survey, rhizomes have
been used for dyspnea, asthma and as pain killer boiled with quince leaf for intake in Eskisehir, Turkey.
Cyperus rotundus L. (Cyperaceae) was collected from Eskisehir, Turkey in June 2014. Rhizomes of the plant were
analysed by Solid-Phase Microextraction (SPME) which is based on the adsorption of analytes on a polymeric stationary
phase deposited on a fused-silica fiber via a partitioning effect between the adsorbent and the sample matrix. The
adsorption is provided by immersing the precoated fiber in a liquid sample or exposing it to the headspace above a liquid
or solid sample in room temperature and at 40C (Tasdemir et al. 2003). SPME offers an alternative sampling technique
for the analysis of volatile organics. Volatile constituents were trapped with headspace solid-phase microextraction (HSSPME) technique and analyzed by GC-MS.
The main volatile components of rhizomes were identified as cyperene (30.5%, 28.0%), -copaene (10.6%, 12%)
and -ylangene (7.7%, 10.5%) analysed in room temperature and 40C respectively. There is a difference between the
relative amounts of components depend on the temperatures. Jirovetz et al. (2004) studied on the composition of
SPME-Headspace aroma compounds of Cyperus rotundus L. roots from South-India. Along with their investigations the
SPME-headspace of roots as follows at room temperature: -copaene (11.4%), valerenal (9.8%), caryophyllene oxide
(9.7%), cyperene (8.4%), nootkatone (6.7%) and trans-pinocarveol (5.2%). Along with our results cyperene amount is
much higher (30.5%) than Indian roots (8.4%) analysed at room temperature.
ACKNOWLEDGMENT
This study has been supported by Anadolu University Scientific Research Project Comission (Project No: 1304S069).
REFERENCES
1. Davis PH, Mill RR, Tan K, Flora of Turkey and the East Aegean Islands, 9, Edinburgh University Press, 1985.
2. USDA NRCS Plant guide Cyperus rotundus L. (http://plant-materials.nrcs.usda.gov/intranet/pfs.html)
3. Tasdemir D., Demirci B., Demirci F., Donmez A.A., Baser K.H.C., Redi P., Analysis of the Volatile Components of Five Turkish
Rhododendron Species by Headspace Solid-Phase Microextraction and GC-MS (HS-SPME-GC-MS), Z. Naturforsch, 58c, 797803, 2003.
4. Jirovetz, A. Wobus, G. Buchbauer, M.P. Shafi, P.T. Thampi (2004) Comparative Analysis of the Essential Oil and SPMEHeadspace Aroma Compounds of Cyperus rotundus L. Roots/Tubers from South-India Using GC, GC-MS and Olfactometry,
Journal of Essential Oil Bearing Plants, 7:2, 100-106.
80
Far Eastern Federal University, Suhanova 8, Vladivostok 690950, Russian Federation Institute, Russia
G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far-Eastern Branch of the Russian Academy of Sciences, Prospect 100-let
Vladivostoku 159, Vladivostok 690022, Russian Federation Institute, Russia
[email protected]
1
2
Introduction
Marine-derived fungi are sources of secondary metabolites with an original chemical structure and promising
biological and pharmacological properties. In our search for secondary metabolites from marine fungi with novel
chemical structures and a biological activity, we have investigated fungus Penicillium thomii associated with sea grass
Zostera marina (Sea of Japan). Four new eudesmane-type sesquiterpenes thomimarines A-D (1-4) and one known
sesquiterpene deltoiden A, were isolated -from this fungus. Some of them are presented in the picture.
Materials and Methods
The strain of the fungus P. thomii was isolated from superficial mycobiota of the rhizome part of sea grass Zostera
marina and identified based on morphological evaluation. The fungus was grown stationary at 22 C for 21 days in
Erlenmeyer flasks on rice medium. The EtOAc extract of the mycelium was purified by a combination of Si gel and LH-20
column chromatography and RP HPLC to yield individual compounds. The structures of the isolated compounds were
determined based on spectroscopic methods. Activity of compounds were tested against murine macrophage cell line
RAW 264.7.
Results and Discussion
The relative configurations of thomimarine A (1) and B (2) were established with cis-ring and trans-ring fusion of the A
and B rings, respectively. Compounds 2, 3 and 4 have shown significant elevation in ROS level on 48.165.21% (p<0.01),
27.393.04% (p<0.05) and 49.227.99% (p<0.01), correspondingly. The less active sesquiterpene was compound 1 which
nonsignificantly increased ROS amount in macrophages on 9.354.73%. Based on these observations, sesquiterpenes 2
and 4 seems to be promising for further investigation as a potent immunomodulatory agents.
HO
14
2
3
5
4
15
10
H
1
7
S
H
11
12
OH
OH
13
OH
H
H
OH
OH
3
H
OH
H
HO
OH
OH
4
Acknowledgments
The study was supported by the Far Eastern Federal University project No. 14-08-01-34_u, by the program grant from
the Russian Foundation for Basic Research (RFBR 14-04-00910-a.
References
1. Xu, J., Ji, C., Zhang, Y., Su, J., Li, Y., Tan, N. 2012. Inhibitory activity of eudesmane sesquiterpenes from Alpinia oxyphylla on
production of nitric oxide. Bioorg. Med. Chem. Lett., 22: 1660-1663.
2. Xu, J., Huang, H., Zeng, G., Tan, N. 2012. Cytotoxic sesquiterpenes and lignans from Saussurea deltoidea. Fitoterapia, 83:
1125-1130.
81
1
2
Introduction
Indomethacin is a non-steroidal anti-inflammatory drug (NSAID) that inhibits cyclooxygenase (COX-1 and COX-2),
reducing the synthesis of prostaglandins in inflammation causing the development of pain, fever and an increase in tissue
permeability. It has antiplatelet effect. It causes a weakening or disappearance of pain of rheumatic and non rheumatic
origin (including the joint pain at rest and during movement, reduces morning stiffness and swelling of joints, increases
range of motion, with inflammatory processes that occur after surgery and injuries quickly eases as a spontaneous pain,
and pain on motion, to reduce the inflammatory swelling at the wound site). When taking both ibuprofen and other
NSAIDs may cause undesirable side effects associated with the inhibition of prostaglandin synthesis in the gastrointestinal
tract [2]. This drawback of the drug has led to the creation of a liposomal formulation of indomethacin. In connection
with the foregoing, we have developed indomethacin liposomal ointment on hydrophilic base.
Materials and methods
The aim of the present study was to investigate the acute toxicity of liposomal ointment indomethacin, which was
carried out on white rats weighing 180-200 g [1]. Liposomal drug indomethacin was applied gradually, once clipped
area of skin on the back and sides of rats of 30 cm2 (4 x 7.5 cm) at a dose of 2.5 g / kg, 5 g / kg; 10 g / kg. Animals were
placed in individual cages, skin area with analysed substance left open, the monitoring was conducted hourly in day of
administration, 3 times per day for 2-3 days and once a day in the next 14 days of the experiment. We take into account
the general behavior, the state of the skin redness, hair condition, palpitations, motor activity, stool, diuresis, and death
of animals. The data are processed by the conventional method. The test results showed that when using the drug at a
dose of 1.25 g / kg, changes in the general condition and behavior of animals have been identified, the phenomena of
skin irritation were observed. Death of the animals under the action of the tested dose was observed. Use of the drug
in a dose of 2.5 g / kg contributed to the death of two animals out of 6. Under the influence of the test drug in a dose of
5.0 g / kg observed the death of 4 out of 6 animals, the dose of 10.0 g / kg of the tested drug was absolutely lethal. Test
results indicate that the LD50 of the preparation is 4.5 (2,94-6,80) g / kg.
Conclusions
It was studied the acute toxicity of liposomal ointment of indomethacin on the hydrophilic basis which corresponds
to the requirements of RTD required for dosage form of an ointment.
References
1. Belenky ML - In the book .: The elements of quantifying pharmacological effect. - L., 1968. - 151 p.
2. Nasonov EL, Lazebnyk LB, Belenkov YN et al. The use of nonsteroidal anti-inflammatory drugs. Clinical guidelines. Moscow,
Diamond, 2006, 88c.
82
Forty six of 160 Tanacetum L. species naturally grow in Turkey (1). These species have been used as folk medicine
both in Turkey and all around the world (2). Previous phytochemical studies on Tanacetum species revealed a number
active compounds and their biological activities (3,4). In scope of the present work, T. haussknechtii (Bornm.) Grierson
collected from Sivas, Kangal-Grn road was hydrodistilled using a Clevenger type apparatus. Essential oil yield from
dried stem and leaf was 0.1%. The oil was analyzed by GC-FID and GC/MS techniques to reveal its chemical composition.
The main compounds of the essential oil were found as borneol (25.1%), cubebol (7.6%), epicubebol (4.6%), 1--HHimachal-4-en-1-ol (4.2%), -pinene (3.4%), -pinene (3.2%). The essential oil and the methanolic extract obtained by
maceration were subjected to investigation for an antioxidant activity (CUPRAC and Free Radical Scavenging with DPPH
reagent methods) and -amylase inhibition activity tests. Methanolic extract showed significant activity on all tests,
however, essential oil demonstrated very low or no activity. To the best of our knowledge, this is the first study on the oil
composition and biological activities of this species.
Acknowledgement
Authors thanks Anadolu University Scientific Research Foundation (BAP project 1404S114) for supporting this research.
References
1. Davis, P.H, 1982. Flora of Turkey and the East Aegean Islands. University Press, Edinburgh, vol.5, pp.256292.
2. Korkmaz, M., Kandemir, A., Ilhan, V., Yildirim Dogan, N. 2015. Tanacetum erzincanense (Asteraceae), a new species from
Erzincan, Turkey. Turk. J. Bot., 39: 96-104.
3. Gren, N., Arda, N., alkan, Z. 2002. Chemical characterization and biological activities of the genus Tanacetum
(Compositae), Stud. Nat. Prod. Chem., 27: 547-657.
4. Kumar, V., Tyagi, D. 2013. Chemical composition and biological activities of essential oils of genus Tanacetum - a review, J.
Pharmacog. Phytochem., 2(3): 159-163.
83
Key Laboratory of Tropical Medicinal Plant Chemistry of Ministry of Education, Hainan Normal University,
Haikou 571158, P. R. China
[email protected]
Dendrobium plants have been used as herbal medicines and nutraceutical products since ancient time in China. The
past three decades witnessed increasing investigation of the natural products isolated from Dendrobium herbs (Li, 2006,
Hu, 2010 and Lin, 2013). In this study, three new butyrolactone derivatives were isolated from the stems Dendrobium
nobile. Their structures were elucidated using comprehensive spectroscopic methods. The absolute configurations of 1
and 2 were determined by single-crystal X-ray diffraction. The isolated compounds were potential pathogenic toxins (He,
2004).
O
HO
O
HO
HO
Acknowledgments
This work was supported by the National Natural Science Foundation of China (21162009, 31360069), 973 Program,
Ministry of Science and Technology of China (Grant No. 2011CB512010).
References
1. Li, Y., et al. 2006. A new phenanthrene with a spirolactone from Dendrobium chrysanthum and its anti-inflammatory
activities. Bioorg. Med. Chem., 14: 34963501.
2. Hu, J., M., Fan, W., W., Zhou, L., Zhao, Y., X., Zhou, J. 2010. A New Phenolic Compound from Dendrobium longicornu. Bull.
Korean Chem. Soc., 31: 30253026.
3. Lin, Y., Wang, F., Yang, L., J., Chun, Z., Bao, J., K., Zhang, G., L. 2013. Anti-inflammatory phenanthrene derivatives from
stems of Dendrobium denneanum. Phytochemistry, 95: 242251.
4. He, G., C., Matsuura, H., Yoshihara, T. 2004. Isolation of an -methylene--butyrolactone derivative, a toxinfrom the plant
pathogen Lasiodiplodia theobromae. Phytochemistry, 65: 28032807.
84
PP-15 Three New Clerodane Diterpenoids from the Roots of Polyalthia laui
Merr
Zhangxin Yu1, Yanhui Fu1, Xiaoping Song1*, Guangying Chen 1, Changri Han1*
Key Laboratory of Tropical Medicinal Plant Chemistry of Ministry of Education, Hainan Normal University,
Haikou 571158, P. R. China
[email protected]; [email protected]
Polyalthia laui Merr. (Annonaceae) is one of the seven Polyalthia species growing in Hainan island, P.R.China. The
genus is known for its folkloric applications against a number of ailments such as febrifuge, high blood pressure, and
pharynx neurosis, etc. (Kirtikar K.R,1975). Previous phytochemical investigations on the genus have found diterpenoids,
triterpenoids alkaloids, acetogenin, etc. (Panthama, N. 2010; Chang, F. R. 2006 and Lee, T. H.;2009). In this study, three
new Clerodane diterpenoids were isolated from the roots of Polyalthia laui. The structures of the isolated compounds
were elucidated through extensive NMR spectroscopic analysis.
O
O
O
OH
HO
O
O
Acknowledgments
This work was supported by the National Natural Science Foundation of China (81160391, 31360069), International
S&T cooperation Program of China (ISTCP) (2014DFA40850).
ReferenceS
1. Kirtikar KR, Basu BD, Indian Medicinal Plants, Vol I, M/s Bishen Singh Mahendra Pal Singh, Dehra Dun,1975, 72-75.
2. Panthama, N.; Kanokmedhakul, S.; Kanokmedhakul, K. J. Nat. Prod. 2010, 73, 13661369.
3. Chang, F. R.; Hwang, T. L.; Yang, Y. L.; Li, C. E.; Wu, C. C.; Issa, H. H.; Hsieh, W. B.; Wu, Y. C. Planta Med. 2006, 72, 13441347.
4. Lee, T. H.; Wang, M. J.; Chen, P. Y.; Wu, T. Y.; Wen, W. C.; Tsai, F. Y.; Lee, C. K. J. Nat. Prod. 2009, 72, 19601963.
85
Key Laboratory of Tropical Medicinal Plant Chemistry of Ministry of Education, Hainan Normal University,
Haikou 571158, PR China.
[email protected]
Homalium paniculiflorum is a Chinese endemic plant, distributed in Chinas Hainan Island (Fan,1990). H. paniculiflorum
have a range of biological activities such as antibacterial (Liu, 2013), antioxidant (Liu, 2013), antiviral (Ekabo et al.,
1993b; Ishikawa et al., 1998). Chemical investigation of the stems of H. paniculiflorum led to the isolation and structural
elucidation of two new phenolic glycosides A (1), B (2) and a pair new epimeric isocoumarin glycosides compounds C (3),
compounds D(4).The structures of the new compounds were elucidated on the basis of spectroscopic analyses including
MS, 1D and 2D NMR data.
O
O
O
OH
O
HO
HO
OH
O
HO
OH
OH
OH
R
HO
HO
O
O
OH
O
HO
HO
OH
OH
O
HO
HO
OH
Acknowledgments
This work was supported by the National Natural Science Foundation of China (81160391, 31360069), International
S&T cooperation Program of China (ISTCP) (2014DFA40850).
References
1. Fan, G.S., 1990. A preliminary study on Flacourtiaceae from China. J. Wuhan Bot. Res. 8, 131141.
2. Liu, P., Xu, Q., Wang, C., Chen, D., Sun, Y., 2013. Antioxidant and antibacterial activities of crude extracts of Homalium
paniculiforum. Asian J. Chem. 25, 49754978.
3. Ekabo, O. A., Farnsworth, N. R., Santisuk, T., & Reutrakul, V.,1993b. Phenolic, iridoid and ionyl glycosides from Homalium
ceylanicum. Phytochemistry32, 747-754.
4. Ishikawa, T., Nishigaya, K., Uchikoshi, H., Chen, I.S., 1998. Cochinolide, a new g-alkylidene bicyclic butenolide with antiviral
activity, and its b-glucopyranoside from Homalium cochinchinensis. J. Nat. Prod. 61, 534537.
86
Introduction
The genus Fraxinus L. (family Oleaceae) is widespread in North America, Central & Eastern Asia. More than 70 species
of this series have been identified, of which around 20 of them grow in China (Xiao et al., 2008). We have previously
reported new compounds isolated from seed of Fraxinus americana L. var. juglandifolia (Lam.) Rehde (Xiao et al., 2008
and Aybek et al., 2015). With the aim of finding new biologically active compounds we have conducted a continued study
and have succeeded to isolate another two trimeric proanthocyanidins from the seed of this plant, which growing in the
region of Xingjian, China
Materials and Methods
Fraxinus americana seeds (3.1 kg) were extracted with 60% aqueous acetone five times. The extracts were combined
and evaporated to 2 liters. The concentrated extract was treated successively with diethyl ether (Et2O, 5004), ethyl acetate
(EtOAc, 5004), and n-butanol (n-BuOH, 5004), giving, respectively, 30.6 g Et2O, 180 g EtOAc and 120g n-Butanol of
extractive substances. N-butanol extract substances from the seed of the Fraxinus americana, partition chromatography
on silica gel and gel filtration on Sephadex LH-20 were used on N-butanol extract substances from the seed of the
Fraxinus americana. Several proanthocyanidins have been isolated. Physicochemical properties, chemical composition,
spectral (UV, IR, NMR) parameters, and molecular weights were studied for the two major isolates, substance 1 and 2.
Results and Discussion
Physicochemical properties, chemical composition, spectral (UV, IR, NMR) parameters, and molecular weights of
two isolates from n-butanol fraction from the seed of the Fraxinus americana, were consited with previous studied
substances from other plant and identified as (-)-epigallocatechin -(4-8)-(-)-epigallocatechin-3-O-gallate-(4-8)-(-)epigallocatechin(1), and (-)-epicatechin -(4-8) -(-)-epigallocatechin -(4-8) -(+)-catechin gallate(2)(Makhmatkulov et al.,
1994). As our best knowledge, these compounds isolated and identified from this plant for the first time.
REFERENCES
1. Makhmatkulov,B. A., Kuliev, A.Z., Vdovin, D.A., Malikov, M.V. 1994. Proanthocyanidins of Polygonum coriarium. Chem.Nat.
Comp 33, 233.
2. Aybek, A., Zhou, J.J., Malik, A., Umar, S., Xiao, Z.H. 2015. Study of the catechins and proanthocyanidins from the seed of
Fraxinus americana. Chem. Nat. Comp 3, 489
3. Xiao, Z.H., Malik, A. 2008. Studies of Plant Polyphenols and Pigments from Seeds of Fraxinus Americana var. Chin Trad Herb
Drugs 39 (2): 191-200.
87
Acad. A.S. Sadykov Institute of the Bioorganic Chemistry, Academy of Sciences of the Republic of Uzbekistan, Tashkent, Uzbekistan
Tashkent Pediatric Medical Institute, Tashkent, Uzbekistan
[email protected]
One of the actual problems of treatment diabetes mellitus is not only the use of drugs, but prophylaxis with new food
products is also important.
Milk and dairy products are considered for this purpose. They have series of curative properties. Among them the
camels milk, having bioavailable iron and zinc, much surpasses the therapeutic properties the dairy products from other
sources.
We determined chemical content and biological properties Ver-Mol-2. The study on chemical content of Ver-Mol-2
and its biological activity open some new approaches in comprehension of curative property for this natural product
complementary to series of drugs used at present time. As a result, Ver-Mol-2 can be recommended as natural biological
active addition for prophylaxis and treatment of diabetes mellitus.
88
PP-19 THE IN VITRO DIABETIC WOUND HEALING EFFECTS OF CRUDE extractS fROM
Kazakhstan medIcInal plantS
Tatyana Kustova1,2,3*, Tatyana Karpenyuk1, Samir Ross2
Faculty of Biology and Biotechnology, Al-Farabi Kazakh National University, Almaty, Kazakhstan
School of Pharmacy, NCNPR, The University of Mississippi, University, Oxford, MS, USA
3
Scientific Center of Anti-infectious Drugs, Almaty , Kazakhstan
[email protected]
1
2
Introduction
Diabetes mellitus is a global health problem. One of the most serious complications of diabetes is the formation of
diabetic foot syndrome. Neuropathy, vascular changes and infections are all contributors. Therefore, much attention has
been paid to find biological active substances from plants that help to solve these problems.
Thus, the aim of this study was to evaluate antibacterial, antioxidant and wound healing activities of crude extracts
isolated from plants growing in Kazakhstan: Epilobium hirsutum L. (Onagraceae), Rumex confertus Wiild. (Polygonaceae),
Vexibia alopecuroides (L.) Jakovl. (Fabaceae) and Salvia deserta Shang (Lamiaceae).
Methods
Antimicrobial activity was evaluated using NCCLS broth micro-dilution assays. The 2,2-diphnyl-1-picrylhydrazyl
(DPPH) assay, 2,2-azinobis (3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt (ABTS) radical scavenging assay
were used to analyzed the antioxidant capacity. The proliferative effects of crude extracts on MDCK cells were evaluated
by the MTT assay. The migration of MDCK cells was examined using the scratch wound healing assay.
Results and Discussion
The results of the present research clearly indicate that the antibacterial and antifungal activities vary with
the plant species. The highest antibacterial activity showed crude extract of Vexibia alopecuroides against
Staphylococcus aureus (IC50 3.05 g / mL) and Methicillin-resistant S. aureus (IC50 2.9 g / ml). In spite of this,
Vexibia alopecuroides extract showed no antioxidant activity. The other extracts showed a dose dependent ABTS
scavenging activity. IC50 values were for the following: 6.6 g / ml Epilobium hirsutum; 4.5 g / ml Rumex confertus;
6.2 g / ml Salvia deserta. Extracts of Epilobium hirsutum and Rumex confertus had high antioxidant activity greater than
85 % inhibition of DPPH (p 0.05). The proliferative effects of crude extracts on MDCK cells were evaluated by the MTT
assay. After 24 h of starvation, MDCK cells were cultured in medium containing 8.75 to 100 g / ml of crude extracts
for 48 h. No significant change was found in the cell viability of endothelial cells treated with different concentrations
of extracts (Rumex confertus, Vexibia alopecuroides and Salvia deserta), indicating that these extracts was non-toxic.
From our results, after treatment of extracts, significant viability-enhancement effect were observed in MDCK cells
treated with Vexibia alopecuroides extract in 50 g /ml (p < 0.01) with proliferation rate of 130 %. Rumex confertus
extract increased migration of MDCK cells significantly at concentration 25 g / mL (p < 0.05) by 22.4 %. More significant
increase in MDCK migration was observed at 25 g /ml of Vexibia alopecuroides extract (p < 0.01) by 31.7 %.
The present study demonstrated promising results which represents an important step in searching and developing
new agents against diabetic wound.
89
Artemisia kotuchovii Kupr. (Asteraceae) is an endemic species growing in Altai Region of Kazakhstan. In literature
there are a number of reports about anticholinesterase, hypoglycemic and antioxidant activities of different Artemisia
species (1-3). In order to evaluate biological activity, Artemisia kotuchovii was collected during flowering in Altai Region
of Kazakhstan and dried in a shady place. The essential oil and methanol, ethyl acetate, chloroform and acetone extracts
prepared from the herb of A. kotuchovii were screened for their acetylcholinesterase (AChE) and butyrylcholinesterase
(BChE) inhibitory activity using Ellman colorimetric method. Hypoglycemic effect of A. kotuchovii was tested against
porcine pancreatic -amylase using colorimetric starchiodine assay. Free radical scavenging activity (DPPH test) and
cupric reducing antioxidant capacity (CUPRAC assay) of the oil and extracts were characterized in comparison with gallic
acid. The essential oil demonstrated antimicrobial activity against Staphylococcus aureus (-RKM 0470), Escherichia coli
(-RKM 0447) and Candida albicans (Y-RKM 0475). Chemical composition of the essential oil was determined with GCFID and GC/MS techniques. In addition, enantiomeric distribution of chiral compounds was determined by analysis of
the oil on chiral column. The oil of A. kotuchovii consisted mostly of phenylpropanoid estragole (75.1%). (E)--Ocimene
(5.3%) and methyl eugenol (4.3%) were the other major constituents of the oil.
Acknowledgement
Authors thanks Anadolu University Scientific Research Foundation (BAP project 1404S114) and to the Ministry of
Education and Science of the Republic of Kazakhstan (Government Grant (2117/GF4) for supporting this research. The
authors thank Biol. Sleyman Yur, Biol. Bilge Kara and Biol. Yeim Halilolu for assistance with activity assays.
Reference
1. Orhan, I.E., Belhattab, R., enol, F.S., Glpinar, A.R., Hoba, S., Kartal, M. Profiling of cholinesterase inhibitory and
antioxidant activities of Artemisia absinthium, A. herba-alba, A. fragrans, Marrubium vulgare, M. astranicum, Origanum
vulgare subsp. glandulosum and essential oil analysis of two Artemisia species. Ind. Crops Prod., 32(3), 566-571, 2010.
2. Yu, Z., Wang, B., Yang, F., Sun, Q., Yang, Z., Zhu, L. Chemical composition and anti-acetyl cholinesterase activity of flower
essential oils of Artemisia annua at different flowering stage. Ir. J. Pharm. Res.: IJPR, 10(2), 265, 2011.
3. Shoaib, M., Shah, I., Ali, N., Shah, S.W.A. In vitro acetylcholinesterase and butyrylcholinesterase inhibitory potentials of
essential oil of Artemisia macrocephala. Bangladesh J. Pharmacol., 10(1), 87-91, 2015.
90
The genus Artemisia is the largest genus in the tribe Anthemideae and one of the largest genera in Asteraceae. One
hundred and eighty Artemisia species are present in Middle Asia, 45 of which are endemic to this zone (1). From these
taxa, 36 grow in Uzbekistan, some of them in desert or semidesert zones, and others in mountain zones. The existence
of 19 Middle Asian endemic species of the genus (2) is remarkable in Uzbekistan.
Artemisia sogdiana Bunge is an endemic species growing in Uzbekistan. The plant of A. sogdiana was collected in
period of flowering and subjected to hydrodistillation to yield the essential oil. Also, extraction with different polarity
solvents (methanol, ethyl acetate, chloroform and acetone) was carried out using maceration method. The essential oil
and extracts were investigated for their acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) inhibitory activity
using Ellman colorimetric method. Hypoglycemic effect of A. sogdiana was evaluated in colorimetric starchiodine assay
against porcine pancreatic -amylase using acarbose as positive control. Free radical scavenging activity (DPPH test) and
cupric reducing antioxidant capacity (CUPRAC assay) of the oil and extracts were characterized in comparison with gallic
acid.
The essential oil and lipids were isolated from the plant of A. sogdiana with 1.92% and 5.2% yields, respectively.
Chemical composition of the essential oil and fatty acids of lipids was determined with GC-FID and GC/MS techniques.
The essential oil was predominated by oxygenated monoterpenes with 1,8-cineole (26.1%), -thujone (18.9%), camphor
(17.2%) and -thujone (12.2%) as major constituents. Fatty acid composition of lipids was determined: % (GC-FID): 14:0
3.9, 16:0 24.5, 17:0 0.8, 18:0 6.7, 20:0 0.5, 16:1 1.0, 18:2 21.0, 18:3 (main)+18:1 41.0 and 20:1 0.6.
Acknowledgement
This research was supported by Anadolu University Scientific Research Foundation (BAP project 1404S114). The
authors thank Biol. Sleyman Yur, Biol. Bilge Kara and Biol. Yeim Halilolu for assistance with activity assays.
Reference
1. Poljakov, P. P. 1961b. Rod 1550. PolynArtemisia L. [Genus 1550. Artemisia L.]. In: Shishkin, E. K., Bobrov, E. G., eds. Flora
SSSR. Leningrad: Nauka, 26: 425631. [English translation: Dehra Dun and Koenigstein, Bishen Singh Mahrendra Pal Singh and
Koeltz Scientific Books, 1995
2. Vvedenskii, A. I., ed. 1962. Flora Uzbekistana, vol. 6. Tashkent, Izdatelstvo Akademii Nauk Uzbekskoi S.S.R.
3.
91
Abstract
Ferula kuhistanica Korovin (Apiaceae) is an endemic species of Central Asia (1). The plant material was collected from
Uzbekistan in 2013. Essential oil from leaves was obtained by hydrodistillation in a Clevenger type apparatus. The yield of
the essential oil was 0.56%. The lipids of F. kuhistanica were obtained using Folch method (2). The lipids and essential oil
were analyzed by GC-FID and GC-MS techniques. The lipids were rich in linolenic, linoleic, palmitic and hexadecatrienoic
acids. Monoterpene hydrocarbons predominated the leaf oil with and - pinene as major compounds. Enantiomeric
ratios of chiral compounds in the essential oil were studied by using a chiral column. The present work is the first study
of Ferula kuhistanica leaf essential oil, lipids and enantiomeric distribution of chiral constituents.
Acknowledgments
This research was supported by Anadolu University Scientific Research Foundation (BAP project 1404S133).
References
1. Flora of Uzbekistan (rus.). (1959). Izdatelstvo AN UzSSR, Taskent, . 4, 417-418.
2. Folch, J., Lees, M., & Sloane-Stanley, G. H. (1957). A simple method for the isolation and purification of total lipids from animal
tissues. J. Biol. Chem., 226(1), 497-509.
92
The genus Astrantia (Apiaceae) is represented by only one species maxima Pallas and two subspecies: subsp. maxima
and subsp. haradjianii (Grintz.) Rech fil in the Flora of Turkey (1). Morphological and anatomical properties have recently
been described by A. Kaya (2). Earlier, the extract of A. maxima was tested for antimycobacterial activity, however it was
inactive (3). No phytochemical investigation results were found in literature on Astrantia maxima.
In the present work the flowers and herbal parts of A. maxima Pallas subsp. maxima (Syn: A. helleborifolia Salisb.)
were separately subjected to microdistillation (4) to yield the volatiles. Chemical characterization of the volatiles was
performed by using GC-FID and GC/MS techniques.
In the flowers, sesquiterpenes predominated over other volatile compound classes. (Z)--Farnesene (29.1%),
-zingiberene (17.3%), -caryophyllene (8.3%), T-cadinol (8.1%), -bisabolene (7.4%), -sesquiphellandrene (3.8%),
cis-sesquisabinene hydrate (3.1%), -elemene (2.1%) and -humulene (2.1%) were identified as the major volatile
constituents of the flowers.
In the herbal part, spathulenol (23.0%), 2,3,6-trimethylbenzaldehyde (18.3%), thymol (8.5%), hexadecanoic acid
(7.5%), isothymol (7.1% ), methyl eugenol (6.1%) and (Z)--farnesene (5.1%) were detected as main compounds. The
present study is the first contribution to the chemistry of Astrantia maxima subsp. maxima volatiles.
Acknowledgement
Authors thanks M. ztrk and . Atiker for their assistance in collection of the plant material.
Reference
1. Hedge, I.C., Lamond, J.M., 1972. Astrantia. In: Davis, P.H. (ed.), Flora of Turkey and the East Aegean Islands, 4, 290291.
University Press, Edinburgh.
2. Kaya, A. The genus Astrantia L. in Turkey: morphology and anatomy. Acta Bot. Croat. 62 (2), 89102, 2003.
3. Tosun, F., Kizilay, ., Sener, B., Vural, M., Palittapongarnpim, P. Antimycobacterial activity of some Turkish plants. Pharm.
Biol., 42(1), 39-43, 2004.
4. Baer, K.H.C., zek, G., zek, T., Duran, A., Composition of the essential oil of Chaerophyllum macropodum Boiss. fruits
obtained by microdistillation, J. Essent. Oil Res., 18, 515-517, 2006.
93
Introduction
Anthemis nobilis (Asteraceae) or Roman chamomile is a plant widely used in traditional medicine, and very popular in
Algeria for the treatment of inflammatory conditions. Numerous scientific studies have confirmed the pharmacological
properties of different extracts of her aerial parts. (Ghedira K., 2009)
The objective of our study is the valorization of this spontaneous plant by developing an adequate pharmaceutical
form of the chamomile methanolic extract.
Materials and Methods
The quality control of plant material was performed according to the recommendations of the European Pharmacopoeia
(6e edition). The extraction was performed by Soxhlet for flower heads of Chamomile.
Taking into account the physical and chemical properties of raw materials, the choice of the dosage form is focused
on a 2 % ointment methanolic extract of chamomile
Results and Discussion
The results of quality control of plant material are conforming to standards.
The resulting ointment is brown, with a strong aromatic smell and smooth appearance without any lumps. Its
consistency is soft and it spreads easily by low pressure, the pH is 6.8.
The development of this ointment can be part of a broader outreach to drug herbal perspective, and the use of
chamomile, which is a plant available in nature.
References
1. European Pharmacopoeia, 6th edition, 2008. Strasbourg (France): Directorate for the Quality of Medicines and HealthCare of
the Council of Europe (EDQM)
2. Ghedira K., Goetz P., Le Jeune R., 2009, Matricaria recutita L. (Asteraceae) Camomille allemande, matricaire. Phytothrapie, 7:
316322
94
Buryat State University, Ulan-Ude, 670000, Smolin str., 24a, Republic of Buryatia, Russian Federation
Baikal institute of Nature Management Siberian Branch Russian Academy of Sciences, Ulan-Ude, 670047,
Sakhyanovoy str., 6. Republic of Buryatia, Russian Federation
[email protected]
Introduction
Some species of Artemisia are official in many countries, but not included in the State Pharmacopoeia of the Russian
Federation. Artemisia annua L. is one such plant which has been successfully introduced into cultivation in many
countries. This is a major source of artemisinin which is recommended by WHO for the treatment of malaria. At the
present time in Russia there are many papers on morphological, anatomical and phytochemical study of various types of
raw herb wormwood growing in different regions.
Materials and Methods
Material samples for analysis were Artemisia sieversiana, Artemisia annua, Artemisia scoparia and Artemisia gmellini
raised in the Republic of Buryatia in the flowering stage, from 2008 to 2014.
Results and Discussion
Some anatomical and diagnostic features were identified in anatomical study of Artemisia sieversiana, Artemisia
annua, Artemisia scoparia and Artemisia gmellini of Buryatian flora. Main diagnostic characteristics are associated with
signs of leaves of herbal materials. Upper and lower epidermis cells are wavy when examined under the microscope.
The epidermal cells are direct (Artemisia sieversiana and Artemisia annua) or bend (Artemisia scoparia and Artemisia
gmelinii). Upper side is characterized by stomata anomocytic type in all four species.
The surface is covered with T-shape trichomes, multicellular oval glands occur in the middle. Epidermis characterized
by the presence of multicellular flagellate in the leaf of Artemisia sieversiana and Artemisia gmelinii. Artemisia annua
has star-shaped non-glandular trichomes.
Phytochemical research showed that the raw materials contain essential oils, flavonoids, coumarins, tannins, fatty
acids, sesquiterpene lactones and organic acids.
We found in all samples of essential oils of Artemisia sieversiana 1.8-cineole (2,34-22,57%) 4-terpineol (0,96-4,70%),
germacrene D (8, 66-12,36%), -farnesol (0,64-5,17%), selina-4,11-diene (0,97-4,66%), 2-neryl methylbutanoate (4,808.79%) and chamazulene (0,60-25,36%). The essential oils of Artemisia annua contained more than 40 components.
Main components are artemisia ketone (10,24-14,62.8%), caryophyllene (9,93-10,71%) germacrene D (3,53%-7,82%),
-selinene (21,75-29.46%), caryophyllene oxide (4,44-14,31%). 1,8-Cineole (21-40%), camphor (10-31%), borneol (417%), 4-terpineol (4.8%). are the dominant components of the samples of the essential oil of Artemisia gmelinii. Dominant
components are caryophyllene (4,62-13,80%) germacrene D (11,53-40,30%), spatulenol (3,99-11,68%), caryophyllene
oxide (4,32-15,56%) in the essential oils of Artemisia scoparia.
95
PP-26 Essential oil and fatty acid composition and biological activities of
Achillea sivasica elik & Akpulat (Asteraceae)
Temel zek1, Yeim Halilolu1*, Mehmet Tekin2, Glmira zek1, Muhammet Trk3, Fatih Gger1, K. Hsn Can Baer1,4
Faculty of Pharmacy, Department of Pharmacognosy, Anadolu University, 26470 Eskiehir, Turkey
Faculty of Pharmacy, Department of Pharmaceutical Botany, Cumhuriyet University, 58140 Sivas, Turkey
3
Faculty of Science, Department of Biology, Cumhuriyet University, 58140 Sivas, Turkey
4
College of Science, Department of Botany and Microbiology, King Saud University, 11451 Riyadh, Saudi Arabia
[email protected]
1
2
In the Flora of Turkey, 42 species of Achillea L. genus (Asteraceae) are recorded (1). Achillea species are used in Turkish folk
medicine against abdominal pain, cardiac disease, wound and diarrhoea (2). Achillea sivasica elik & Akpulat is an endemic
species of Turkey and has not been previously investigated phytochemically. The plant material was collected from KangalGrn in Sivas. The herb of A. sivasica was subjected to hydrodistillation in a Clevenger type apparatus to obtain essential oil
while the fatty acids were extracted by Folch method (3). The essential oil and fatty acids were analyzed by GC-FID and GC/
MS techniques. Additionally, the essential oil and methanolic extract were investigated for antioxidant activity using DPPH
method and cupric reducing antioxidant capacity assay (CUPRAC). Hypoglycemic effects of the oil and extract were evaluated
according to inhibitory activity towards -amylase enzyme (starch-iodine assay).
The essential oil yield was 0.035%. The major compounds of essential oil were -bisabolol (3.8%), phytol (2.9%),
germacrene D (2.5%), (E)-anethole (2%), 1,8-cineole (1.8%). Among the fatty acids of A. sivasica, linoleic acid (83.5%), oleic
acid (9.9%) and palmitic acid (3.6%) were detected as major constituents.
Results of biological activity tests show that essential oil has weak antioxidant and antidiabetic activity while methanolic
extract demonstrated moderate antioxidant and antidiabetic activities. This research is the first contribution into the
chemistry of the essential oil, fatty acids and biological activities of A. sivasica.
Acknowledgement
This research was supported by Anadolu University Scientific Research Foundation (BAP project : 1503E130).
References
1. Huber-Morath, A., Achillea L. In: Davis, P.H. (Ed.), Flora of Turkey and the East Aegean Islands, vol. 5. Edinburgh University Press,
Edinburgh (1975).
2. Polatolu, K., Karako, .C., Gren, N., Phytotoxic, DPPH scavenging, insecticidal activities and essential oil composition of Achillea
vermicularis, A. teretifolia and proposed chemotypes of A. biebersteinii (Asteraceae). Ind. Crops Prod., 51, 35-45 (2013).
3. Folch J., Lees M., Stanley G.H.S., A simple method for the isolation and purification of total lipids from animal tissues, J. Biol. Chem.,
226, 497-509 (1957).
96
Introduction
The genus Seseli (Apiaceae) is represented by about 125-140 taxa in the world. It grows in Euro-Siberian and Eastern
Mediterranean regions including Turkey. The Flora of Turkey comprises 10 species [1-4]. It has importance because of
containing essential oil which used traditional medicine and therapeutic properties especially antimicrobial activity [1].
Materials and Methods
The essential oil from the aerial parts of the recently discovered endemic species Seseli salsuginea A. Duran et M.
elik. was isolated by hydrodistillation for 3 h, using a Clevenger-type apparatus and the composition of the essential oil
was simultaneously analyzed by the use of GC-FID and GC-MS. In addition, antimicrobial activity of the essential oil was
tested against Bacillus cereus, Staphylococcus aureus, Pseudomonas aeruginosa, Candida albicans, Candida parapsilosis,
Candida krusei by broth microdilution method. Chloramphenicol and amphotericin B were used as control and Minimal
Inhibitory Concentrations (MIC) were determined.
Results and Discussion
The yield for Seseli salsuginea was 0.28% (v/w). GC-FID and GC-MS analysis have resulted in the characterization of
sabinene (35.5%), kessane (10.5%), - pinene (6.4%) and terpinene-4-ol (5.0%) as main constituents. The essential oil
was found to be effective against Pseudomonas aeruginosa, Bacillus cereus, Staphylococcus aureus and Candida species.
References
1. Pimenov MG & Leonov MV (2004). The Asian Umbelliferae biodiversity database (ASIUM) with particular reference to southwest Asian taxa. Turk J Bot 28: 139-145.
2. Hedge IC & Lamond JM (1972). Seseli L. In: Davis PH (ed.). Flora of Turkey and the East Aegean Islands, Vol. 4, pp. 367-372.
3. Davis PH, Mill RR, Tan K (1988). Flora of Turkey and the East Aegean Islands (suppl. 1), pp. 317-551. Edinburgh: Edinburgh
University Press.
4. Baser, K.H.C. and Kirimer, N. (2014). Essential oils of Anatolian Apiaceae - A Profile Nat. Vol. Essent. Oils 1(1) 1-50 (2014)
5. McLafferty, F.W., Stauffer, D.B., The Wiley/NBS Registry of Mass Spectral Data, J Wiley and Sons: New York, 1989.
6. Koenig, W.A., Joulain, D., Hochmuth, D.H., Terpenoids and Related Constituents of Essential Oils. MassFinder 3, Hamburg,
Germany, 2004
7. (CLSI)- Methods for Dilution Antimicrobial Susceptibility Tests for Bacteria that Grow Aerobically, CLSI M7-A7, Clinical and
Laboratuary Standarts Instittute, 940 West Valley Road, Wayne, Pennsylvania, USA (2006)
97
Natural Products Research Unit, Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand
[email protected]
Introduction
The structural modification of flavonoids has been widely investigated to enhance biological activity (Yenjai et al., 2009).
It is also well known that halogenated compounds exhibit strong biological activitives (Do and Trans, 2009). Therefore, this
study aims to carry out on the modification of 5-hydroxy-3,7-dimethoxyflavone isolated from the rhizomes of Kaempferia
parviflora Wall. ex Baker. and related compounds in order to examine the flavone structure-antibacterial activity study.
Materials and Methods
Dried rhizomes of K. parviflora were extracted with dichloromethane. The obtained extract was chromatrographed over
a silica gel to furnish three 5-hydroxyflavones, namely 5-hydroxy-7-methoxyflavone, 5-hydroxy-3,7-dimethoxyflavone and
5-hydroxy-3,7,4-trimethoxyflavone. Those isolated structures were characterized based on the spectral data previously
reported. The modification at 7-O-position of 5,7-dihydroxyflavone to its ether analogues was accomplished by varying the
chain length from C1-C12. The other route could be successfully carried out to attain dibromo- and diiodo- derivatives at
6,8-positions of 5,7-dihydroxyflavone. Those well-identified compounds were evaluated for antibacterial activity.
Results and Discussion
Three 5-hydroxyflavones (1-3) were isolated from the rhizomes of K. parviflora and well-characterized. The esters (4-9) and
halogen derivatives (10-11) of 5,7-dihydroxyflavone (12) were synthesized. Natural isolated flavones (1-3) and starting material
5,7-dihydroxyflavone (12) did not reveal good antibacterial activity, except for the latter being revealed anti-S. mutans with
clear zone 15.330.47 mm. Among all synthesized compounds, 6,8-dibromo- (10) and 6,8-diiodo-5,7-dihydroxyflavones (11)
displayed strong activity especially anti-S. aureus activity (with clear zone 28.000.00 mm and 20.330.47 mm, respectively).
While the ether analogues (4-9) did not reveal better antibacterial activity.
R3
R2
OH O
RO
R1
1-3
HO
X
OH O
OH O
10-12
4-9
4 R=C2H5
5 R=C3H7
6 R=C4H9
10 X=Br
11 X=I
12 X=H
7 R=C6H13
8 R=C8H17
9 R=C12H25
References
1. Yenjai, C., Wanich, S.. Pitchuanchom, S. and Sripanidkulchai, B. 2009. Structural Modification of 5,7-Dimethoxyflavone from
Kaempferia parviflora and Biological Activities. Archives of pharmacal research, 32:1179-1184
2. Do, T.H., Vo, P.N. and Tran, T.D. 2009. Synthesis and comparison of anti-inflammatory activity of chrysin derivatives. 13rd
international electronic conference on synthetic organic chemistry (ECSOC-13)
98
Natural Products Research Unit, Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand.
*[email protected]
Introduction
Anacardium occidentale Linn. (cashew) is a tropical tree belonging to family Anacardiaceae. Cashew nut industry
produces cashew nut shell liquid (CNSL) as by-product in which anacardic acid being a major constituent. Anacardic acid
and its related compounds are salicylic acid derivatives with a non-isoprenoid alkenyl side chain and express a wide range
of biological activities such as cytotoxic activity against tumor cell lines, phosphodiesterase-5 inhibition, antityrosinase,
antioxidant and antimycobacterial activities. In this study, anacardic acid was transformed to ester derivatives and
examined for antibacterial activity.
Materials and Methods
All organic solvents, chemicals, and TLC plates were obtained from Merck and Fluka. Compounds were characterized
by 1H and 13C NMR.
Anacardic acid was isolated and purified from CNSL by solvent extraction.1 Further reaction was conducted to carboxyl
protected anacardic acid, and reacted with benzoic acid derivatives to furnish the designed esters. The last step was
hydrogenolyzed to generate saturated alkyl chain and carboxyl group. All synthesized compounds were characterized
and assessed for antibacterial activities using agar well diffusion method.
99
Unit de Recherche Valorisation des Ressources Naturelles, Molcules Bioactives, Analyses Physicochimiques et Biologiques
(VARENBIOMOL), Universit Constantine 1, Route de An El Bey, 25000 Constantine, Algrie
2
Instituto de Productos Naturales y Agrobiologa-CSIC, Instituto Universitario de Bio-orgnica Antonio Gonzlez, Avda. Astrofsico
Francisco Snchez, 3, 38206 La Laguna, Tenerife, Spain.
[email protected]
1
Introduction
Many species of the genus Centaurea of the Asteraceae family are used traditionally for medicinal purposes (Honda,1996;
Kargioglu 2008) . The species of this genus are interesting for the variety of their chemical composition and for their biological
activity (Aktumsek 2013)
Materials and method
We report our results on C. acaulis, an endemic species of Algeria and Tunisia Air-dried flowers were macerated at room
temperature with EtOH/H2 O (70:30 v/v) for 24 h, three times. After filtration, the filtrates were combined, concentrated at
room temp and diluted with H2O. Aqueous solution was extracted successively with chloroform, EtOAc and n-butanol. We
reported here on the isolation and the structural elucidation of the constituents of n-butanol soluble part After CC and CCM
on silica gel, this extract led to the isolation of three flavonoids. In this study, we also, investigated antioxidant activities of
one of the isolated compounds: patuletin-7-O--glucopyranoside. The inhibition of the formation of malondialdehyde (MDA)
in vitro and the scavenging of DPPH and hydroxyl radicals were assayed.
Results and discussion
The flavonoid glycosides: patuletin 7-O--glucopyranoside, hispidulin 7-O--glucopyranoside together with hispidulin ,
were isolated from the n-butanol soluble part of the aqueous-MeOH extract. Patuletin 7-O--glucopyranoside showed a high
antioxidant effect, especially scavenging of DPPH (IC 50= 4.83g/ml) anions and inhibition of lipid peroxidation (51.93%.).
Those various antioxidant activities were compared to vitamin C (standard antioxidant) (fig1).
Fig 1:Radical scavenging activity of patuletin-7-O--glucopyranoside and ascorbic acid by DPPH method at different
concentrations (IC50 values)
References
1. A Aktumsek, G Zengin, GO Guler, YS Cakmak,A Duran, (2013),Food Chem., 141, 9197.
2. G Honda, E Yesilada, M Tabata, E Sezik, T Fujita, Y Takeda, Y Takaishi, T Tanaka, (1996),J. Ethnopharmacol., 53, 7587.
3. M Kargioglu, S Cenkci, A Serteser, N Evliyaoglu, M Konuk, MS Kk, Y Bagci, (2008),Hum. Ecol., 36 (5), 763777
100
Research Unit Development of Natural Resources, Bioactive Molecules and Physicochemical and Biological Analysis. Department
of Chemistry,University-Mentouri- Algeria.
2
University of ankr Karatekin, Faculty of Science, Department of Chemistry, Ballica Campus, 18100 ankr/Turkey
3
Laboratoire de Valorisation des Ressources Naturelles Biologiques, Dpartement de Biologie, Universit Ferhat Abbas de Stif,
Algrie.
[email protected]
1
Apiaceae represents one of the best-known plant families of flowering plant, many species of this family are widely
used in local herbal medicine.
In our continued study to contribute to the general knowledge on the chemical diversity of medicinal plants growing
in Algeria, we have decided to focus our investigations on the Apiaceae Family. Following previous phytochemical study
of Physosperum actaefolium Press (Apiaceae), this has led to the identification of flavonoids.
In the present study the dereplication method allowed the characterization of four compounds such as terpenoids and
phenolic compounds. (-Amyrine, Stigmasta-7, 15-dien -3-ol , Pentadcanoique acid , saikochromic acid), these different
compounds were identified by means of the combined systems with high-resolution tandem mass spectrometry (HPLCTOF/MS and 1D (1H NMR and 13C NMR) and 2D NMR (COSY, HSQC, and HMBC).On reviewing the literatures, these
compounds 3 were isolated for the first time from this species.
101
Unit de recherche valorisation des resources naturelles,molecules bioactives,analyses physicochimiques et biologiques, Universit
Constantine1, Constantine, Algrie
2
Dpartement de sciences de la natures, facult des sciences, Universit Mohamed boudiaf Msila, Algrie
3
Dpartement de sciences de la natures, facult des sciences, Universit Mohamed boudiaf Msila, Algrie
[email protected]
1
Introduction
Since ancient times, naturally occurring plants have played an important role in the discovery of new therapeutic agents
(Mohanty 2008). Almost all antibiotics are subjected to the problem of bacterial resistance. Therefore, newer herbal
antibacterial compounds from plants and their semisynthetic derivatives to overcome the resistance are under investigation.
Materials and method
We report our results on Lepidium draba from Algeria belongs to Brassicaceae family commonly known as whitetop or
hoary cress, is a perennial herb that reproduces by seed and by horizontal creeping roots (Heywoo2007). The antibacterial
activity was evaluated on crude extracts (Dichloromethane , n-butanol, ethyl acetate) against three bacterial strains
Escherichia coli, Staphylococcus aureus, Klebsiella pneumoniae using the diffusion in agar.
Results and disscution
The observation of the minimum inhibitory concentration study for n-butanol extract against Gram positive bacteria
Escherichia coli and Klebsiella pneumoniae were very important (Table1, fig 1)
Table1
bacterial strains
Escherichia coli
Staphylococcus aureus
Klebsiella pneumoniae
n-butanol extract 3
8
14
10
18
16
14
Fig1
References
1. Heywoo, V.H., Brummitt, R.K., Culham, A., & Seberg, O. Brassicaceae. 2007, Flowering Plant Families of the World. New York, Firefly
Books; p: 68-71
2. Mohanty JP, Nath LK, Bhuyan NR, Mahapatra SK. 2008,Antibacterial spectrum of Kaempferia rotunda Linn. and Eupatorium
cannabinum Linn. Adv Pharmacol Toxicol.;9:4550
102
The essential oil obtained by hydrodistillation of the leaves of Hippomarathrum libanotis Koch (Apiaceae) collected
from Algeria were analyzed by GC/MS. 26 compounds were identified accounting for 94.8% of the total oil , the main
constituents of the essential oil were b-pinene (17.9%) Sabinene (17.8%), myrcene (12%) and -pinene (11.4%). In
vitro antioxidant activity of the Essential oil were assayed using DPPH (1,1-diphenyl-2 picrylhydrazyl) radical scavenging
assay. The anticholinesterase activity of the essential oil of the plant was investigated against acetylcholinesterase and
butyrylcholinesterase enzymes by the Ellman method in vitro.
103
Comandra umbellata (L.) Nutt. (Syn.: Thesium umbellatum L.) is represented by one species in the Flora of Turkey
(1). Current classification places Comandra in the Comandraceae while older treatments (and older botanists) include
Comandra in the Santalaceae (2). It is a semi-parasitic plant living on the underground parts of many other plants by
attaching its suckers and haustorias (3). The fruits of C. umbellata are edible and herbal parts are used to treat cold,
canker sore and sore eyes (4). To the best of our knowledge, there is no previous study on chemistry and activity of this
species.
C. umbellata was collected from the roots of oak trees in Gmine region of Turkey. Essential oil from C. umbellate
herb was obtained by hydrodistillation in a Clevenger apparatus and lipids were extracted by Folch method (5). Fatty
acids were methylated with Boron trifluoride-methanol reagent. The essential oil and fatty acid methyl esters were
analyzed by GC-FID and GC/MS techniques. The gas chromatographic analysis of the volatiles revealed high abundance
of fatty acids with hexadecanoic acid as major compound. The methanol extracts from the fruits and herbal part as
well as the essential oil was investigated for antioxidant, antidiabetic and anticholinesterase activities (AChE and BChE).
CUPRAC and DPPH assays were used for evaluation of anantioxidant activity. -Amylase enzyme inhibition assay was
used for evaluation of an antidiabetic activity while Ellman colorimetric assay was used for an anticholinesterase activity
test. Biological activity tests demonstrated that Comandra umbellata extracts (herb and fruits) and essential oil have
weak activity in the said assays. The present work is the first phytochemical and biological activity study carried out with
Comandra umbellata fruits and herb.
References
1. Davis, P.H. Flora of Turkey and the East Aegean Islands, vol. 7, Edinburgh: University Press,1988.
2. Musselman, L. J., Old Dominion University, Chinquapin, vol. 21, p. 9, Sum. 2013.
3. Hedgecock, G. G. Parasitism of Comandra umbellata.J. Agric. Res. 5, 133-135, 1915.
4. https://gobotany.newenglandwild.org/species/comandra/umbellata/
5. Folch J., Lees M., Stanley G.H.S. 1957, A simple method for the isolation and purification of total lipids from animal tissues, J.
Biol. Chem. 226, 497-509.
104
College of Pharmacy, Liaoning University of Traditional Chinese Medicine, 77 Life one Road, DD Port, Dalian 116600, China.
Kuandian Shaocheng Ginseng Co. Ltd., Liaoning, China
[email protected]
1.
2.
Introduction
Ginseng cultivated under forest was called Lin-Xia-Shan-Shen (LXSS) according to Chinese Pharmacopoeia (2010
edition). This paper reported the accumulation trend of ginsenosides of LXSS with different harvest time and growing
years. Meanwhile, the fingerprints of LXSS were established and compared with that of Yuan-Shen (garden ginseng).
Materials and Methods
External standard method and method of multi-components quantitative analysis with one marker according to data
collected on HPLC were applied to determine the contents of ginsenosides in LXSS. Correlation analysis was used to find
the correlation between the content of indicvidual ginsenosides and growing year of ginseng, and cluster analysis were
used on the data of fingerprints to find the genetic relationship of cultivars of LXSS and Yuan-Shen.
Results and Discussion
It could be concluded that: 1) the optimal collection time of LXSS is September in Liao-Dong mountainous area; 2)
Crude ginsenosides of LXSS exihibited an increasing-stablizing-declining trend, with the stable ratio of protopanaxatriol
and protopanaxadiol-type ginsenosides, while that of Rg1 and Re increased as ginseng growing; 3) the peak areas
ratio of ginsenoside-Rg1 to -Rb1 in fingerprints of LXSS was higher than that of Yuan-Shen, while that of other deteced
ginsenosides were lower; 4) cluster analysis showed the genetic relationship between LXSS collected in Liao-Dong area
and LXSS could be differed from Yuan-Shen to an extent. These results provided theoretical foundations for cultivation,
harvest and classification of LXSS.
Acknowledgments
The research project was supported by Program for Liaoning Innovate Research Team in University (LT2013020) ,
General Program (L2013364) and NSFC (81373939).
105
1
2
Introduction
Close associations between organisms, e.g. like symbiosis, mutualism, commensalism or even parasitism, are a
prominent feature of many ecosystems and may be observed between micro- and macroorganisms or even between
different microbes (1). Regarding secondary metabolism these life forms are enormously productive, which is not
surprising if considering the complex ecological situation. Higher plant-derived fungi were found to produce natural
products used as drugs, e.g. taxol and are considered as potential economic sources of these compounds. The occurrence
of endophytic fungi within marine algae and higher plants is well documented, and their isolation from plants and algae
can be performed after surface sterilisation to remove unwanted epibionts (2).
Material and Methods
The endophytic fungi species was isolated from Ircinia variabilis sponge species by single colon isolation method. The
glycoside was isolated by UHPLC (ultrahigh pressure liquid chromatography) using EtOAc and its molecular mass was
recorded by HRESI-MS technics. 2D-NMR spectroscopy was used for structure elucidation. Optic rotation rate and UV
absorption values were also recorded for structural analysis.
Results and Discussion
Herein, it was isolated a new glycoside from endophytic fungi. The HRESIMS (m/z) value was 967.5713 [M+Na] and
calculated formula was C48H84N2O16. IR (ATR) vmax 3311, 2930, 1708, 1664, 1542, 1448. NMR values was given the tables
1 and 2 (in poster).
Acknowledgements
The present study was supported by TUBITAK (113S061).
References
1. Hertweck, C. et al. (2011) Journa of Bacteriology193, 783-784.
2. Proksch, P. et al. (2011) Applied Microbiology and Biotechnology90, 1829-1845.
106
1
2
Introduction
Controlled vascular growth is critical for successful tissue regeneration and wound healing, as well as for treating
ischemic diseases such as stroke, heart attack or peripheral arterial diseases. Direct delivery of angiogenic growth factors
has the potential to stimulate new blood vessel growth, but is often associated with limitations such as lack of targeting
and short half-life in vivo.
The purpose of study was to identify features of angiogenic mediator vascular endothelial growth factor (VEGF)
expression in blood serum of patients with ischemic stroke.
Materials and Methods
The study was based on analysis of blood serum from 55 patients with ischemic stroke (29 women and 26 men) and 20
volunteers (control group, 10 men and 10 women) aged from 31 to 80 years old (mean age 58.66.2 years). In all patients
was carried out comprehensive clinical-neurological examination with detailed study of risk factors, medical history, comorbidities. Ischemic stroke subtype was determined by own method, as well as stroke severity by Scandinavian stroke
scale.
For immunofermentative studies were used monoclonal mice antibodies to vascular endothelial growth factor (VEGF;
the titer of 1:100, BioChimMac).
Results
Of all stroke patients, 20 patients had atherothrombotic sroke, 18 lacunar stroke, 17 patients cardioembolic
stroke. Immunofermentative study has revealed positive reaction with antibodies to VEGF in all specimens of patients in
the main group. In patients with ischemic stroke in acute stage VEGF level varied in wide ranges (from 120 to 350 ng/l).
Analysis of prognostic value of VEGF in regard to neurological deficit was 0.93-0.95, diagnostic informativeness 0.46,
specificity 0.64. Prospective analysis showed that in died patients (n=8), VEGF level was 120-180 ng/l, survived 222350 ng/l. In early death (until 10 days), VEGF level was lower, whereas in late death it was 180-220 ng/l. Depending on
stroke subtype, the most pronounced VEGF increase was noted in atherothrombotic stroke caused by atherothrombotic
stenosis or occlusion.
Conclusion
Thus, the analysis of our data shows that growth factor VEGF level in acute stage of ischemic stroke testifies to
significant metabolic deficit in neurocytes due to low VEGF intensity. This is evidence of low level of angiogenesis and
oxygen supply in acute stage of ischemic stroke, which determines significant neurological deficit and fatal outcome.
VEGF is the important factor in the pathogenesis of ischemic stroke and could be the underlying mechanism for relapses
of the disease. The most significant VEGF increase in atherothrombotic stroke testifies to its role in the atherogenesis
and hypoxia.
107
Laboratoire de Biologie vgtale, Dpartement de Pharmacie, Facult de mdecine de Annaba .Bp 205 . 23000 Annaba. Algrie
Laboratoire de Recherche Technologies Douces, Valorisation Physico-chimie des Matriaux Biologiques et Biodiversit. Facults des
Sciences. U.M.B.B Universit de Boumerdes Algrie.
[email protected]
1
2
To reveal the therapeutic properties of the basil ( Ocimum basilicum L.), we were interested to identify the chemical
constituents of the essential oil of the basil after their extraction by the technique of the gas chromatography in gaseous
phase coupled with the mass spectrometry (GCMS),
34 constituents were characterized in the essential oil of basil with linalool (22.4 %), myrcene (2.5%), -terpinyl acetate
(10.8 %), linalyl acetate (9.5 %) and myrcenol ( 9.2 %) as main constituents.
The essential oil of Basil was tested on 5 bacterial strains Escherichia coli, Staphylococcus aureus, Streptococcus sp.,
Pseudomonas sp, Acinetobacter sp.
For every bacterium, we used 4 different concentrations: the raw oil, the diluted in , in , and 1/8 and finally we studied
the antifungal activity (Candida albicans) of this oil.
108
Acad. S. Yu. Yunusov Institute of the Chemistry of Plant Substances. Academy of Sciences of Uzbekistan, 100170, M. Ulugbek st.,
77, Tashkent, Uzbekistan
[email protected]
Introduction
Napelline subtype diterpene alkaloid songorine differs significantly from other Aconitum alkaloids by pharmacological
action and exhibits properties typical for stimulants and antidepressants. Its synthesis and study of the biological activity
of compounds based on songorine is interesting. Songorine is the main alkaloid of the Aconitum genus.
MaterialS and MethodS
Aconitum, Songorine, IR, 1H and 13C NMR spectroscopy data.
Results
We conducted a chemical transformation of songorine, namely interaction of songorine, with o-nitrophenylisocyanat
to obtain new biologically active compounds.
Interaction of songorine with o-nitrophenylisocyanat for 1 hour in of absolute benzene solution at 70-80 0C gave
substances with m.p. 218-220 C (the reaction is monitored by TLC).
NO2
O
CH2
HO
C 2H 5
OH
CH2
NH C O
N=C=O
NO2
Benzol C
C2H5
OH
CH3
CH3
The structure of the synthesized compounds is proved by means of IR, 1H and 13C NMR spectroscopy data.
109
PP-40 Cell culture of AJUGA TURKESTANICA (RGL.) BRIQ. AND ITS biosynthetic
activity
R.P. Zakirova1 *, O.. Nigmatullaev1, G.N.Sobolkova2, A.M. Nosov2, I.V. Zavarzin3
S.Y. Yunusov Institut of the Chemistry of Plant Substances Academy of Sciences of Uzbekistan,
st. Ulugbek, 77, Tashkent, 100170, Uzbekistan
2
K.A.Timiryazev Institute of Plant Physiology of Russian Academy of Sciences, Botanical, 35. Moscow, Russia
3
N.D. Zelinskiy Institute of Organic Chemistry of Russian Academy of Sciences, Leningradskiy, 49, Moscow, Russia
[email protected]
1
Introduction
At present, the cell cultures are widely used in basic research as models for the study of various aspects of secondary
compounds. This method allows us to consider the biosynthetic processes in the absence of correlative interactions and
control of other tissues and the whole organism. The modeling process includes the study of the physiological processes
typical for plants, the study of the specificity of their hormonal regulation, and the sensitivity to various hormones.
The development of cellular technology for Central Asian endemic - plants Ajuga turkestanica (Rgl.) Briq. (Lamiaceae)
is of practical interest. This type is a source of phytoecdysteroids - substances with a wide spectrum of pharmacological
activity. The aim was to produce callus and suspension culture cells of Ajuga turkestanica and the study of its biosynthetic
activity.
Materials and methods
The original cell culture was derived from wild plants, which were gathered in 2014. The cell culture was grown on
medium of Murashige and Skoog (T.Murashige, F.A. Skoog, 1962) supplemented with sucrose 30 g/l, mezoinozit 100
mg/l, thiamine HCl- 0.4 mg/l, agar-agar 0.75%, pH: 5,7. Tissue culture was cultured at 26 C, under the light with 16
hours of photoperiod and in the dark. Quantitative content of ecdysteroids was performed by HPLC.
Results and Discussion
The resulting callus tissue was planted in the media with different combinations of auxins and cytokinins. A
comparative study of the influence of the composition of growth regulators on biomass yield showed that the best
optimal combination was -naphthalene acetic acid (-NAA) and 6-benzylaminopurine (BAP). It was received more than
10 lines with difference of index growth, of ability to organogenesis. HPLC revealed that the cell cultures are characterized
by the differed content of ecdysteroids. The suspension culture of cells with a growth index 10 was obtained. Now the
investigations of optimization of culture media for content of ecdysteroids are performed.
References
1. Murashige, T., Skoog, F.A. A revised medium for rapid growth and bioassays with tobacco tissue culture. 1962. Physiol. Plant.
15, 13, 473-497.
110
S.Y. YunusovInstitut of the Chemistry of Plant Substances AS RUz, 100170, M. Ulugbek st, 77. Tashkent, Uzbekistan
[email protected]
Introduction
Chemicals that inhibit the growth and development of pathogenic microorganisms are commonly used for plant
protection from diseases. However, increasing use of pesticides leads on the one hand to the chemical contamination
of ecosystems, and the other- to the emergence of highly resistant to pesticides and other forms of pathogens. There
are several methods of increasing disease resistance of the plant in the use of biological products and biologically active
substances. In recent years, a number of plant growth regulators with immunomodulatory activity were developed.
Plant growth regulator Uchkun developed at the Institute of the Chemistry of Plant Substances stimulates the growth
and development of cotton, cucumbers and tomatoes (Shahidoyatov Kh.M. 2012). When soaking seeds the preparation
stimulates germination, faster and more friendly shoots appear. The goal of this work was studying the effect of presowing treatment of cotton seeds by Uchkun preparation for increasing resistance to pathogens.
Materials and methods
The effect of Uchkun was determined on susceptibility to Fusarium oxysporum Schrf. vasinfectum Bilai cotton seed
varieties was treated with P-6524 0.001% solution of Uchkun within 6 hours, and introduced into a Petri dish on a double
layer of filter paper. The control seeds were soaked in water. We used as reference drug Vitovaks. F.oxysporum pure
culture cultured on potato-agar medium for 5 days at 26C. Infection of plants was carried out with a spore suspension,
which was prepared by flushing them with sterile distilled water. The number of healthy and diseased plants were
counting at 5-7 day. The degree of damage bacterial blight (Xanthomonas malvacearum (Smith) Dawson) of cotton was
carried out in conditions of natural infectious background in the fields of the farm Aibek-Bessary of Tashkent region.
Counting the total number of all and affected plants over 20 meters landings.
Results and Discussion
Processing of cotton seeds lightly reduces the degree of infection of plants by phytopathogen. The number of infected
plants in the control was 26%, after seed treatment 21%, in ethanol 19%. Significant differences in the intensity of the
manifestations of the X. malvacearum disease in control and test plants were noted. The level of infection in the control
was 5.5% of the total number of plants, whereas in the experimental 3.9%. Thus, we have found that in addition to
growth-stimulating activity of the drug Uchkun has also immunostimulating action.
References
1. Shahidoyatov Kh.M., Khidyrova N.K., Mamatkulova N.M., Musaeva G.V., Niyazmetov U., Umarov A.A., Karimov R.K., Kiktev
M.M. Patent of RUz IAP 04589 from 06.11.2012. Thebio-stimulator producing method.
111
S. Yunusov Institut of the Chemistry of Plant Substances AS RUz, Mirzo-Ulugbek str., 77, Tashkent, Uzbekistan
[email protected]
Introduction
The fundamental basis for finding new physiologically active substances and the development of methods of their
application have been studied for the mechanisms of action of growth regulators at various levels. Great opportunities
in this regard provide model systems in vitro. The method allows strictly controlled conditions to evaluate effects of
synthetic growth regulators on morphophysiological indicators isolated organ, tissue, plant cells depending on their
structure and concentration.
The purpose of the research was studying the action of 2,5-disubstituted 1,3,4-oxadiazole to the processes of
morphogenesis and cell culture callusogenesis of Ajuga turkestanica.
Materials and Methods
Callus tissues were planted in Murashige and Skoog medium, containing auxin - -naphthylacetic acid (-NAA) and
cytokinin - benzylaminopurine (BAP) in different concentrations, as well as test compounds under the code OK-137 and
OK-140 at 10 mg/l, 1.0 mg/l and 0.1 mg/l concentrations.
Results and Discussion
Experiments showed that sensitivity of callus to two compounds was not identical. The presence in the environment
of OK-137 at a concentration 10 mg/l inhibited the growth. At introduction of the lowest concentration 0.1 mg/l
biomass growth was observed.
Compound OK-140 at concentration 10.0 mg/l inhibited the growth process. The culture got brown color, but for the
20th day on these options signs of a stem morphogenesis was observed. On a surface of the darkened callus there were
characteristic green formations which turned further into a kidney that speaks cytokinin like action of the compound
OK-140. At introduction of the lowest concentration 0.1 mg/l biomass growth was observed.
Thus, it is established that compounds from series 2,5-disubstituted 1,3,4-oxadiazole influence to morphogenetic and
growth processes in culture of Ajuga turkestanica that is interest for development of new and effective preparations for
their in vitro using in biotechnology.
112
Introduction
In the Department of Organic Synthesis of the Institute of the Chemistry of Plant Substances AS RUz, a highly effective
biostimulant Uchkun, based on polyisoprenoids, which is permitted by the State Chemical Commission of Uzbekistan for
use as a plant growth promoter on cotton, cucumbers and tomatoes (The certificate number 1a 522 from 06.04.2012,
Musaeva,G.V., 2003) was developed.
Materials and Methods
Continuing research in this direction and to increase the range of domestic products
from waste products of Uchkun, a new preparation named Retkil has been developed.
We studied the effect of the Retkil in three concentrations (0.01, 0.05, 0.001 %) on cotton (variety of Namangan-77) in
the field by pre-sowing seed moisture. The experience was laid on the farm Arofat Ziyo Nur Buka district of Tashkent
region. The drug is used as a reference Vitavaks. Account Area 50 m2 plots.
Results and Discussion
The results showed that the most active was 0.001% concentration of the Retkil. Its use has contributed to the
increase of energy and germination of cotton. This version of this figure exceeds by 4.5% and was at the level of the
reference. It was also found that pre-sowing treatment of seeds of cotton Retkil stimulates plant growth by 10-12 cm
compared with the control enhances the formation of fruits, prevents subsidence. The positive impact of the studied
stimulator is noted on biometrics test plants. The productivity of Retkil at concentration 0.001% was 37.97 t / ha, which
led to a yield increase by 3.02 t / ha in relation to the control and 0.12 t / ha in relation to the standard Vitavaks (5.0 l /
ts). Field studies indicate growth-regulatory activity of the drug Retkil.
References
1. The certificate number 1a 522 from 06.04.2012 on the application as a stimulator of growth and development and
improve productivity of preparation Uchkun on tomatoes and cucumbers.
2. Musaeva,G.V., Mamatkulova,N.M., Khidyrova,N.K Karimov,R.K., Shakhidoyatov.Kh.M. 2003. Optimization of the process of
isolation the amount of izoprenoid cotton leaves. Uzb.Chem. J.- Tashkent. N2, 44-47.
113
Introduction
Development of methods for alkylation of phenols is very important for creation of biologically active substances, as
the o- and p-alkyl phenols have different biological activity. For example, created on the basis of o-alkylphenol preparations
o-octyl-2,4-dinitrophenylcrotonat shows high fungicidal activity and its isomeric p-octyl-2,4-dinitrophenylcrotonat
exhibits acaricidal action.
Materials and Methods
Previously we had studied the alkylation of o-cresol by polyprenols. As a result, it was found that the o- and p-prenylcresols and polymerization products of polyprenols are formed when the ratio of the reagents aluminum o-cresolate:
polyprenol 1:1 are used [Khidyrova N.K. et al., 2011].
Continuing of these researches we carried out the alkylation of p-cresol by polyprenols on the method which
was developed for the phenol alkylation by nerol in the presence of aluminum alkoxides [Chukicheva I.Yu. et al.,2012].
Polyprenols containing 10-12 isoprene units were isolated from the leaves of grape growing in the Surkhandarya region.
Results and Discussion
Alkylation of p-cresol by polyprenols performed using the ratio of reagents polyprenols : aluminium p-cresolate - 1: 1
and 1: 1.5. The same results were obtained as in the case of o-cresol if the 1: 1 ratio is used. And using of the molar ratio
of reagents 1: 1.5 allowed to formation of mono- and di-products, in 30.4% and 7.96% yields, respectively. It should be
noted that the polymerization products of starting polyprenols have not observed in this case.
OH
H CH2
CH CH2
CH2
n-1
CH3
CH
aluminum o-cresolate
CH2OH
t = 135-140 C
CH3
CH3
PPre
OH
OH
OH
CH2
+
CH3
PPre
CH3
PPre = H CH2
CH3
CH CH2
CH3
n-1
n=10-12
Thus, the alkylation reaction of p-cresol by polyprenols was examined. It is found that dialkyl product or polymers of
starting polyprenols are formed depending on the molar ratio of the reagents.
Acknowledgments
We thank the Academy of Sciences of the Republic of Uzbekistan for this study (Project FA-F7-T207)
References
1. Chukicheva I.Yu., Fedorova I.V., Koroleva A.A., Kuchin A.V. 2012. Alkylation of phenol by nerol in the presence of
organoaluminium compounds. Chemistry Natural Compounds. 48: 983-984.
2. Khidyrova N.K., Zokirova U.T., Koroleva A.A., Kuchin A.V., Shakhidoyatov Kh.M. 2011. Alkylation of o-cresol by polyprenols.
Chemistry Natural Compounds. 47: 983-984.
114
Introduction
The analysis of the world literature shows that polyprenols (PP) are metabolized in DH and ensure normal functioning
of DFS. Structural similarity of DH and PP gives the chance of application of PP for prevention of various pathologies, for
stabilization of action of DFS and treatment of certain diseases. Therefore studying of plant polyprenols of Uzbekistan
is of interest.
Materials and methods
We provide results of the conducted researches on studying of leaves polyisoprenoids of novel industrial cotton grades
UzFA-703, UzFA-705, Kelazhak and Narpay created by researchers of the institute of genetics and experimental biology
[Kakhkharov, I.T., 2010]. For definition of the maintenance of polyisorenoids high performance thin-layer chromatography
method (HPTLC), and for accompanying compounds GC/MS method was used.
Results and discussion
Extraction of the dried and crushed cotton leaves with 96% alcohol and acetone was carried out. The sums of
extractive substances in 10,0%, 11,1%, 11,5% and 12,5% yields were obtained. The qualitative and quantitative contents
of polyprenols were compared by HPTLC. The obtained results showed that in all samples undecaprenol dominates. The
contents of polyprenil homolog was less than others. The general maintenance of polyprenol in leaves of a vilt-tolerant
Narpay cotton grade and an early ripening grade Kelazhak is 1.4 times more, than UzFA-703, UzFA-705.
Other components of the neutral substances of sum were identified by GC/MS. Results have shown that the main
components of the sum of NS are phytosterols (17.71%), phytol (15.07%), caryophyllene oxide (7.67%), skualene
(7.37%), and etc.
Thus, the structure of polyprenol homologs of the leaves of novel cotton grades and accompanying substances of
polyprenols is studied.
Acknowledgments
We thank the Academy of Sciences of the Republic of Uzbekistan for supporting this study (Project FA-A9-T200).
References
1. Kakhkharov, I.T., 2010. Characteristic of the perspective grades of a cotton of UzFA-703,
2. Yangi Kelazhak, UzFA-705, and Narpay. Tashkent. Genetics and EBI of AS RUz, p.36.
115
1
2
Introduction
One of the necessary measures for the intensive development of agriculture and to obtain a high yield is to find new
and effective preparations that regulate growth and development of crops and increasing plant resistance to various
diseases and adverse conditions. The natural growth regulators are great interest for the practice in agriculture, which
can improve seed germination, increase the resistance of plants to adverse conditions and diseases, resulting in increased
crop yields. Highly environmentally harmless herbal preparations are effective in low doses and are not toxic.
Our proposed preparation Uchkun recommended by State Chemical Commission of Uzbekistan for use as a plant
growth promoter on cotton, cucumbers and tomatoes [certificate 1a 522, 2012 ].
Materials and methods
The effect of plant growth biostimulator Uchkun on yield of wheat varieties as Dustlik, Chillaki, Tanya and Delight is
studied. The experiments were performed on the experimental plot of Gulistan State University in moderate saline soil.
Field experiments were performed according to the method Dospekhova [ Dospekhov B.A., 1985].
Results and discussion
Treatments were carried out in two ways: pre-sowing seed treatment and spraying of vegetating plants. The
stimulatory effect was observed in all variants in the stretch of the plant. For preparation Uchkun most effective method
was the spraying the plants in the phases of tillering and broken on the wheel.
As a result of field experiments at a concentration of 0.01% by the spraying form Uchkun yield increased to 4.7-6.3 t
/ ha, and in the case of pre-sowing treatment preparation Uchkun yield increase amounted to 4.1-5.9 t / ha depending
on the variety of wheat.
Thus, we find the optimal processing methods and the optimal concentration of the preparation Uchkun to enhance
the yield of different varieties of wheat under moderate saline soils.
Acknowledgments
This work was financially supported by project FA-A9-T200 Academy of Sciences of Uzbekistan.
References
1. Dospekhov B.A. 1985. Methods of field experience. Moscow, Agropromizdat, pp 1-351.
2. The certificate number 1a 522 of 06.04.2012 on the application as a stimulator of growth and development and improve
product yield Uchkun on tomatoes and cucumbers.
116
Acad. S.Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, 77,
M.Ulugbek str., 100170, Tashkent, Uzbekistan.
[email protected]
Introduction
L. turkestanicus and L. panzerioides are widespread in Tyan Shan and Pamir Alay mountains of the Central Asia
(Kyrgyzstan, Kazakhstan, Tajikistan, Turkmenistan and Uzbekistan).
Leonurus species contains flavonoids (genkwanin, rutin, hyperoside, quercitrin,), iridoids (8-acetylharpagide,
harpagide, 6-deoxy-8-acetylharpagide), phenolics (chlorogenic acid, caffeic acid), alkaloids (leonurine, stachydrine), fatty
acids, essential oils and other compounds (Eisenman S.W. et al., 2013).
Decoction of the aerial parts is used to treat heart, stomach and nervous system diseases. Tea and infusion of the
aerial part are used to treat nervous disorders, hypertension, hysteria, epilepsy, tachycardia, gastrointestinal tract
disorders (Khalmatov K.K., et al., 1964).
Results and Discussion
The aim of this work is a quantitative 1H NMR spectroscopy analysis of major components of methanol extracts of
L. turkestanicus and L. panzerioides growing in Uzbekistan. The chemical constituents of extracts were identified by
comparison of the chemical shifts of compounds with the literature data (Isaev I.M., et al., 2011). Quantitative 1H NMR
analysis was performed by the internal standard. Iridoids 8-acetylharpagide, harpagide and alkaloids stachydrine and
leonurine were determined as the main components of L. turkestanicus extract. In the samples of L. panzerioides extract
8-acetylharpagide and stachydrine were identified and quantified (Table).
Table. The content of methanolic extracts of L. turkestanicus and L. panzerioides
Compounds
8-Acetylharpagide
Harpagide
Stachydrine
Leonurine
L. turkestanicus
In extract, %
In plant, %
17.34
0.27
7.65
0.12
14.11
0.22
0.58
0.01
L. panzerioides
In extract, %
In plant, %
0.86
0.07
18.20
1.54
-
References
1. Eisenman, S.W., Zaurov, D.E., Struwe, L. 2013. Medicinal Plants of Central Asia: Uzbekistan and Kyrgyzstan. (New York:
Springer), 340 pp.
2. Khalmatov K.K. 1964. Dikorastushchiye Lekarstvenniye Rasteniya Uzbekistana (Wild-growing medicinal plants of
Uzbekistan). Meditsina, Tashkent (in Russian)
3. Isaev I.M., Agzamova M.A., Isaev M.I. 2011. Genkwanin and iridoid glycosides from Leonurus turkestanicus. Chemistry of
Natural Compounds, 47, 133-134
117
Acad. S.Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, 77, M.
Ulugbek str., 100170, Tashkent, Uzbekistan
[email protected]
Introduction
Quantitative methods of NMR spectroscopy are becoming important in practical investigations. Due to the specific
character of scientific and production activities in our Institute one of topical issue is a certification and control of
the quantitative composition of preparations with various nature and application, like finished products for agriculture
and pharmaceuticals use. Typically, this problem is bound to the following items: quality control, control of presence
and quantity of the active ingredient, the quantitative ratios of the components in complex mixtures. The practical
application of NMR spectroscopy revealed a number of advantages over other methods of measurements (Spraul M., et
al., 2009, and Bernd W.K., et al., 2007).
Results and Discussion
All the methods used in our research can be classified into four characteristic types:
- Quantification of small impurities of organic compounds;
- Quantitative analysis of multi-component systems in the presence of certified standards of the analyte;
- Quantitative analysis of multi-component systems in the absence of a certified analyte standard;
- Using a modified method of addition.
Methods for quantitative analysis applied for certification of finished products, and to the control of the production
process and certification of the finished product (Bobakulov Kh.M., 2009). The objects of investigation were preparations
both agricultural and pharmaceutical applications.
References
1. Spraul M., Schtz B., Rinke P., Koswig S., Humpfer E., Schfer H., Mrtter M., Fang F. Marx U., Minoja A. 2009. NMR-Based
Multi Parametric Quality Control of Fruit Juices: SGF Profiling. Nutrients, 1, 148-155
2. Bernd W.K. Diehl, Malz F., Holzgrabe U. 2007. Quantitative NMR spectroscopy in the quality evaluation of active
pharmaceutical ingredients and excipients. Spectroscopy Europe, 19, 15-19
3. Bobakulov Kh.M. Application of 1 NMR spectroscopy in quantitative measurements of biologically active chemical
substances. 2009. PhD dissertation.
118
1
2
Meniran (Phyllantus niruri L.) has been proven as antithrombocytopenia agent in mice. So a well made preparation
is necessary in order to have easy consumption. Instant granules form is chosen by making three formulations variously
with sucrose and citric acid. The study was conducted through the stages of extraction, phytochemical screening,
determination of standardized extract, formulation, granulation, physical evaluation and observation of physical
appearance. Phytochemical screening results showed that the meniran extract contains polyphenols, tannins, saponins,
flavonoids, monoterpenes and sesquiterpenes, steroids, triterpenoids, and quinones. The moisture content of meniran
condensed is 7.45%, the rate of 41.63% ethanol-soluble extract, levels of water-soluble extract 62.24%, ash content
of 2.515%, a specific gravity of 1.01 g / mL. The evaluation of all the three instant granules has shown a good result of
quality with 11.65 of break angle, 2.43% of water levels, 13.05 of flow rates and 27.33% compressibility. A hedonic test
performed on the third formula and it can be concluded that formula 1 (contained 50% sucrose and citric acid 1.5%) is
the most preferred formulation. Based on thin layer chromatography, It can be concluded that the active compound still
occurred after formulated.
119
Acad. S. Yunusov Institute of the Chemistry of Plant Substances Academy of Sciences of Uzbekistan 100170, M. Ulugbek st., 77,
Tashkent, Uzbekistan
2)
Institute of the gene pool of flora and fauna of the Academy of Sciences of Uzbekistan, Tashkent, Uzbekistan
[email protected]
1)
Introduction
Alkaloid securinine (13152N) was isolated from Securinega suffruticosa, family Euphorbiaceae. Securinine nitrate
is used in medical practice. It stimulates the central nervous system, increases the reflex excitability of the spinal cord,
its nature of action is close to strychnine [3].
Material and Method
Securinega suffruticosa, securinine, IR, NMR spectral data. X- ray crystal structure analysis (XSA)
Results and Discussion
Securinega suffruticosa introduced at the Tashkent Botanical Garden was studied for the content of alkaloids. Roots,
stems, and leaves of the plant were separately extracted with 80% ethanol. Sum of the alkaloids of each individual organ
of the plant isolated in the same conditions. The results are shown in the table.
Table. The content of total alkaloids in organs of Securinega suffruticosa
Organ of the plant
Roots
500
0.428
Stems
760
0.073
Leaves
71
0.27
As can be seen from the data given in the table, the most rich in alkaloid content was the roots of the plant (0.428%).
Leaves contain 0.27% of alkaloids. The lowest content of alkaloids was observed in the stems (0.073%). According to the
literature securinine was identified as the main alkaloid of Securinega suffruticosa, which grows in Japan [1-2].
O
securinine
Reference
1. Horii, Z., Ikeda, M., Tamura, Ya., Saito, S., 1965 Isolation of Securinol A,B and C from Securinega suffruticosa Rehd. and the
Structures of Securinol A and B. Journal of Chem. Pharm. Bull. 13(11) 1307-1311
2. Horii, Z., Yamauchi, M., Ikeda, M., Momose , T., 1970 The Structures of Securinol B and C . Journal of Chem. Pharm. Bull.
18(10) 2009-2012
3. Mashkovskii M.D., Tashkent Medicine in 1989 . 138
120
Introduction
Derivatives of bioactive alkaloid cytisine are promising class in practical terms. The presence of chiral atoms in its
structure is of interest for introducing additional pharmacophores that may contribute to strengthening of the known
activity or becoming of new pharmacological properties. Therefore, in recent years there are increasing number of
publications on the synthesis, study of the structural features of substituted cytisines and on the structure - activity
relationship. Along with the study of the structure of synthesized derivatives of cytisine it is useful to study crystallization
processes - phenomena of solvate formation and polymorphism for scientific and practical purposes. It follows from
aforesaid that the study of the spatial structure of the new derivatives of cytisine and clarification of the formation
characteristics of polymorphs and solvates is an important task from the perspective of creating drugs based on modified
natural substances.
Materials and Methods
N- (3-bromo-4-hydroxy) -, - (3-bromo-4-hydroxy-5-methoxy) -, - (2-bromo-3-hydroxy-4-methoxybenzyl) cytisines,
x-ray analysis
Results and Discussion
In the study of crystals of N- (3-bromo-4-hydroxy) -, - (3-bromo-4-hydroxy-5-methoxy) -, - (2-bromo-3-hydroxy-4methoxybenzyl) cytisines were revealed the presence of one molecule of 1, 2, 3 in an independent part of the crystal
cells. Cytisine core in these derivatives has almost identical conformation. Pseudoaromatic ring (A) is flat with accuracy
of 0.0074 (1), 0.0043 (2), 0.0090 (3) , the next six-membered ring (B) receives the sofa conformation (0.0197 (1),
0.0162 (2), 0.0182 (3) ) with deviation of C8 from plane of remaining five atoms to 0.7499 (1) 0.7462 (2) -0.7575
(3) . The third six-membered ring (C) adopts the ideal chair conformation. These conformations are consistent with the
literature data found for cytisine and its various derivatives on the atom N12.
121
SobirYunusov Institute of the Chemistry of the Plant Substances, Academy of Sciences of Uzbekistan, M. Ulugbek 77, 100170,
Tashkent, Uzbekistan
[email protected]
Introduction
Indole alkaloid Vinerine (1) isolated from Vinca erecta (Apocynaceae), and its analogues majdine (2) and isomajdine
(3) [1,2], isolated from Vinca major, are hydroxy-indoles and contain chiral centers at C3, C7, C15, C16, C20.
Materials and Methods
The crystal and molecular structure and absolute configuration of these alkaloids are determined by single crystal
XRD
Results and Discussion
Molecules are characterized by conformation of five rings. The indole nucleus (cycles A, B) has a flat structure and
the cycle C is almost perpendicular thereto (85.5, 84.8 and 85.8 in vinerine, majdine and isomajdine respectively).
Successively fused three heterocycles C, D, E, aretrans-, cis-jointed respectively [3]. In vinerine chiral center C3 has
R-configuration and spirocenter C7 receives the R-configuration (R- and S- for majdine and isomajdine respectively) (see.
Fig.). Other chiral centers in the molecule have 15S, 16S, 20S - configuration. In the crystal structure of the vinerine was
observed intermolecular hydrogen bond N1-H ... O2. The asymmetric part of the crystal lattice is located two molecules of
the majdine that exhibit intermolecular hydrogen bonds of the type NH ... O. They bond each molecule in an asymmetric
part into the endless tape along the axis a. In isomajdine was observed intermolecular hydrogen bond N1-H ... O5, which
bonds the molecules along the axis b.
E
D
C
A
H3CO
B
1
N
H
N
3
H
COOCH3 H3CO
Vinerine
OCH3
N
H
majdine
COOCH3
H3CO
OCH3
N
H
COOCH3
isomajdine
References
1. CCDC refcodes: ZIVII, ZIVSOO
2. Sh.M. Adizov et al.The Xth International Symposium Chemistry of Natural Compounds.P.180. November 21-23, 2013
Tashkent-Bukhara.
3. M.R.Yagudaev, S.Yu. Yunusov (1980) Chem. Nat. Comp. 16: pp. 170
122
S.Yu.Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences, 100170, Tashkent, Republic of Uzbekistan.
2
University of Chinese Academy of Sciences (UCAS), 80 Zhongguancun East Rd. Beijing 100190 China.
3
Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Urumqi 830011, China
[email protected]
Introduction
Perennial grassy plants of the genus Pulicaria (Compositae family) widely distributed in the Central Asia are the rich
source of terpenoids and flavonoids. Pulicaria gnaphaloides used in traditional and non-traditional medicine due to
its antifungal activity. It contains carbohydrates, essential oil, organic acids, alkaloids, coumarins, tannin, diterpenoids,
flavonoids. Extracts of P. gnaphalodes possess strongly pronounced antihyperglycemic and hypolipidemic activity. We
have studied the chemical composition of the aerial parts Pulicaria gnaphaloides Boiss. during blossoming time, which
grows in the Samarkand region of Uzbekistan and isolated from this plant diterpenoids and flavonoids [1,2].
Materials and Methods
In continuing our research, we have isolated three compounds from EtOAc fraction by column chromatography
method. Structures of the isolated compounds have been established on the basis of their physical and chemical
properties and the analysis of their spectral data IR, UV, 1H, 13C NMR, DEPT. HMBC, COSY, HSQC.
Results and Discussion
HO
CH3O
OH
OH
OH
O
H
2
H
OH
H
HO
HO
H
H
OH
H
The isolated compounds have been identified as herniarin 1083, m.p. 117-118 (1), kaempherol, 15106, m.p.
276-277 (2), stigmasterol 3-O-beta-D-glucoside C35H58O6 (3)
These compounds have been isolated from genus Pulicaria for the first time
Acknowledgment
This research was supported by the Program for Applied Scientific Research Academy of Sciences Republic of
Uzbekistan (grant No: FA-A11-T040).
References
1. Eshbakova K.A. 2011. Chemical constituents of Pulicaria gnaphaloides. Medicinal Plants.3 (2), P. 161
2. Eshbakova K.A., Yili A., Ais H.A.. 2014, Phenolic constituents of Pulicaria gnaphaloides. Chemistry of Natural Compounds /
V.50, 4, . 737-738
123
1
2
Introduction
Biosurfactants (bioPAV) are one of the promising structures that belong to the class of amphiphilic compounds whose
molecules contain hydrophobic and hydrophilic groups. Ampholytic biosurfactants detergenantnosti provides high
performance, emulsification capacity, foaming and dispersibility. Hydrophobic moieties biosurfactant contain residues of
saturated and unsaturated acids. The hydrophilic portions may comprise mono-, di- and polysaccharides, carboxylic acids,
amino acids and peptides. Hydrophobic moieties biosurfactant contain residues of saturated and unsaturated acids. The
hydrophilic portions may comprise mono-, di- and polysaccharides, carboxylic acids, amino acids and peptides. Search
for producing new, efficient biosurfactants, studying colloid-chemical properties of these compounds is important.
Materials and Methods
The object of our study is selected strain Pseudomonas sp. isolated from meat peptone -broth (MPB), which was
characterized by the highest rates of synthesis of surfactant. The ability to synthesize surfactant evaluated the following
parameters: surface tension (s) [1], the cell-free culture fluid, a conventional surfactant concentration, which was
determined for the rapid assessment of the quantitative content in the culture medium. This index is defined as the
degree of dilution of cell-free culture fluid at the point of increasing the surface tension on the curve (s) of the value
of dilutions. Abscissa the inflection point of the curve corresponds to the value of conditional surfactant concentration.
The content of the total lipids (g / l) were determined gravimetrically after extraction with a chloroform-methanol (3:
1). The chemical composition of lipids was determined by thin layer chromatography [2]. In this paper, the comparison
producing bioPAV, growing them on two different substrates: vegetable oil as a hydrophobic substrate and glucose as
hydrophilic.
Results and Discussion
Obtained data shows that sunflower oil stimulates intensive formation bioPAV. The content of biosurfactants in
the culture medium for all microorganisms achieved by using this substrate, high enough to 500mg / l for the strain
Pseudomonas sp. There was a significant decrease and surface tension: 41,8-30,0 mN / m. (kontrole72,5 in mN / m of
distilled water). When using glucose as the carbon source and energy content of glycolipids not exceed 60 mg / l, and the
values of the surface tension is considerably higher (58,2-52,1 mN / m) than when grown on sunflower oil. This indicates
that the growth of micro-organisms on hydrophilic substrates is not accompanied by the formation of exo-intensive
bioPAV.
Thus, the best results in reducing the surface tension of culture showed Pseudomonas sp. with the addition of
sunflower oil, and exhibit a high surface activity (30,0mN / m), which is characteristic of biosurfactants of microbial
origin.
References
1. Abramzon A..A., 1981, Surfactants - L.: Chemistry, p. 304.
2. Shulga E., Karpenko R., Vildanova-Martsishin, Turovsky A. and Soltys. 2000, Biosurfactant-enhanced Remediation of Oilcontaminated Environments, Adsorption, Science & Technology Poland. V.18. No.2. P.45-50.
124
S. Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent,
Uzbekistan
[email protected]
Introduction
Quinazoline alkaloids and their synthetic analogs have theoretical and practical interest. 2,3,4,10-Tetrahydro-1Hpyrido[2,1-b]quinazolin-10-one (alkaloid mackinazolinone, 3) was first time isolated from the plant Mackinlaya subulata
Philipson. There are many results about the synthesis and modification of this alkaloid and its derivatives.
Materials and methods
Mackinlaya subulata, mackinazolinone, homoveratrilamine, homopiperanilamine, benzilamine, pseudoephedrine,
IR, NMR spectral data.
Results and Discussion
Continuing research on modification of mackinazolinone (3), we obtained the -formyl-2,3-tetramethylene-3,4dihydroquinazolin-4-one (4) and carried out its interaction with homoveratrilamine (5a), homopiperanilamine (5b),
benzylamine (5c), pseudoephedrine (5d) and heterocyclic derivatives of quinazolines have been synthesized. We
tried to realize the cyclization of the obtained -(3,4-dimethoxyphenylethylamino)-methylidene-2,3-tetramethylene3,4-dihydroquinazolin-4-one (6a), -(3,4-methylenedioxyphenylethylamino)-methylidene-2,3-tetramethylene-3,4dihydroquinazolin-4-one (6b), 9-(benzylamino)-methylidene-2,3-tetramethylene-3,4-dihydroquinazolin-4-one (6c)
and 9-(1-(8,9-dimethyl-7-hydroxyethylaminophenyl)-methylidene-2,3-tetramethylene-3,4-dihydroquinazolin-4-one
(6d) in the CF3CO2H medium. Instead of the expected product of cyclization we obtained the 2,3-tetramethylene3,4-dihydroquinazolin-4-one
(3)
and
6,7-dimethoxy-(methylenedioxy)-3,4-dihydroisoquinoline
(7a,b).
9-(Benzylamino)-methylidene-2,3-tetramethylene-3,4-dihydroquinazolin-4-one (6c) and 9-(1-(8,9-dimethyl-7hydroxyethylaminophenyl)-methylidene-2,3-tetramethylene-3,4-dihydroquinazolin-4-one (6d) in trifluoroacetic acid.
Here the cyclization and hydrolysis reactions do not occur.
O
R
CF3COOH
N
HC
NH
7 a, b
6 a, b
7a: R=R=OCH 3
7b: R=R=OCH 2O
6a: R=R=OCH 3
6b: R=R=OCH 2O
O
COOH
NH2
HN
R1
125
5 c, d
N
CH
6 c, d
5a: R=R=OCH 3
5b: R=R=OCH 2O
4 H C O
CF3COOH
5 a, b
N
POCl3
DMF
NH2
O
POCl3
S.Yu.Yunisov Institute of the Chemistry of Plant Substances, 100170, Tashkent, Republic of Uzbekistan
Samarkand State University, University Blvd., 15, Samarkand, 703004, Uzbekistan
1
2
Introduction
Natural Isoquinoline alkaloids (morphine, papaverine, berberine, etc) and some of their synthetic derivatives
(drotaverine) are widely used in medical practice. Despite the variety of known structures, research on the development
of methods for preparing isoquinoline alkaloids and their synthetic analogs is critical according to the number of
publications (Z. Jin, Nat. Prod. Rep., 30, 849, 2013.
Materials and methods
Homoveratrylamine, dicarboxylic acids, amides, imides, diamides, BischlerNapieralski reaction, IR, NMR spectral
data. X-ray crystal structure analysis (XSA)
Results and Discussion
We studied the BischlerNapieralski reaction of homoveratrylamine (1) with carboxylic acids in order to obtain
new derivatives and to study their biological activity. Amides were obtained readily upon heating the salt to 175C
for 12 h. The amides of the first step were difficult to prepare directly from phthalic, tartaric, fumaric and malic acid.
Thus, use of o-phthalic acid produced 6 (2,3-dimethoxy-13-hydroxyisoindoloisoquinoline). Fumaric and malic acids
gave amide 2, tartaric acid gave imide 3. X-ray crystal structure analysis confirmed the structure of 3. Subsequent
cyclization of amides by the BischlerNapieralski method depended on the dehydrating agent and solvent. Reduction by
NaBH4 of 3,4-dihydroisoquinolines produced the target isoquinolines. Compounds 10 probably formed through a single
mechanism from glutaric and diglycolic acids.Their formation was determined by the number of atoms between the two
N, and not their nature (CH2CH2CH2 or CH2OCH2). we obtained the quaternaryamino-borane 4 from glycolic acid,
and alkaloid corydaldine 5 and isoquinoline 7 from diglycolic acid.
O
CH 3O
N
CH 3O
NH
OCH3
CH 3O
OCH3
CH 3O
N BH3
CH 3O
CH3O
CH 3O
N
CH 3O
OCH3
3
CH 3O
NH
CH3O
CH 3O
OCH3
NH2
NH
CH 3O
CH 3O
R=H, or OH
CH 3O
OCH3
NH NH
OCH3
CH 3O
CH 3O
NH
CH 3O
(CH 2)n
HN
n=4, 5, 7, 8, 11
CH 3O
CH 3O
NH
OCH3
OCH3
CH 3O
X=CH2, or O
126
N
X
10
1 Acad. SY Yunusov Institute of Chemistry of Plant Substances, AS RUz, Tashkent, 100170, st. M. Ulugbek, 77, Uzbekistan.
2 Kh. Abdullaeva Institute of Geology and Geophysics, AS RUz, Tashkent, 100041, st. N. Khodjaev, 49, Uzbekistan
[email protected]
Introduction
Gleditsia (Leguminosae) trees with sharp branched thorns, pinnate leaves. Alkaloid composition of the leaves of
Gleditsia triacantos was studied previously. We have studied the pods of the tree, G. texana, and G. sinensis.
Materials and methods
G. triacantos, G. texana, and G. sinensis. Extraction, isolation of alkaloids.
Results and discussion
The alkaloid composition of pods G. triacantos, G. texana and G. sinensis have studied. It is shown that the amount of
alkaloid triakantin was found in small quantities. G. triacantos leaves contain a considerable alkaloid triakantin. Young,
just blossoming leaves are particularly rich in alkaloid - up to 1% of the air dry weight.
The trace element composition of leaves G. triacantos was determined.
127
1
2
Introduction
Biosurfactants (bioPAV) are one of the promising structures that belong to the class of amphiphilic compounds
whose molecules contain hydrophobic and hydrophilic groups. Ampholytic biosurfactants provide high performance,
emulsification capacity, foaming and dispersibility. Hydrophobic moieties of biosurfactant contain residues of saturated
and unsaturated acids. The hydrophilic portions may comprise mono-, di- and polysaccharides, carboxylic acids, amino
acids and peptides. Hydrophobic moieties of biosurfactant contain residues of saturated and unsaturated acids. The
hydrophilic portions may comprise mono-, di- and polysaccharides, carboxylic acids, amino acids and peptides. Search
for producing new, efficient biosurfactants, studying colloid-chemical properties of these compounds is important.
Materials and Methods
The aim of the study was to select and characterize the highest rates of surfactant producing Pseudomonas strain
isolated from meat peptone -broth (MPB). The ability to synthesize surfactant the following parameters are evaluated:
surface tension (s) [1], the cell-free culture fluid, a conventional surfactant concentration, which was determined for the
rapid assessment of the quantitative content in the culture medium. This index is defined as the degree of dilution of cellfree culture fluid at the point of increasing the surface tension on the curve (s) of the value of dilutions. The inflection
point of the curve corresponds to the value of conditional surfactant concentration. The content of the total lipids (g / l)
were determined gravimetrically after extraction with a chloroform-methanol (3: 1). The chemical composition of lipids
was determined by thin layer chromatography [2]. In this paper, the comparison producing bioPAV, growing them on two
different substrates: vegetable oil as a hydrophobic substrate and glucose as hydrophilic was used.
Results and Discussion
Obtained data show that sunflower oil stimulates intensive formation bioPAV. The content of biosurfactants in the
culture medium for all microorganisms achieved by using this substrate, highest to 500mg / l for the Pseudomonas sp.
There was a significant decrease and surface tension: 41,8-30,0 mN / m (control 72,5 in mN / m of distilled water).
When using glucose as the carbon source and energy content of glycolipids did not exceed 60 mg / l, and the values of
the surface tension was considerably higher (58,2-52,1 mN / m) than when grown on sunflower oil. This indicates that
the growth of microorganisms on hydrophilic substrates is not accompanied by the formation of exo-intensive bioPAV.
Thus, the best results in reducing the surface tension were shown on Pseudomonas sp. with the addition of sunflower
oil, and exhibit a high surface activity (30,0mN / m), which is characteristic of biosurfactants of microbial origin.
References
1. Abramzon A..A., 1981, Surfactants - L.: Chemistry, p. 304.
2. Shulga E., Karpenko R., Vildanova-Martsishin, Turovsky A. and Soltys. 2000, Biosurfactant-enhanced Remediation of Oilcontaminated Environments, Adsorption, Science & Technology Poland. V.18. No.2. P.45-50.
128
Introduction
St. Johns wort is widely used in a folk medicine and in a traditional medicine as well. At present days, on the basis
of St. Johns Wort (Hypericum perforatum L.) a number of drugs, which possess an antidepressant and sedative activity
have been produced. Mentioned biological activity depends of presence of hypericins and pseudohypericin. It is well
known, that in the territory of the Republic of Uzbekistan mainly Hypericum scabrum L., grows which has hypericins as
well.
Materials and Methods
By developing an optimal technology, we have managed to obtain an enriched dry extract of Hypericum scabrum,
which meets all requirements of the US Pharmacopeia (USP) with the content of hypericins 0.3%. On the basis of the
obtained substance, a formulation for the production of the capsulated form of the drug has been developed.
Results and Discussion
Obtained capsulated form conformed to all tests required for the capsule form preparation: qualitative reactions for
the presence of hypericins, test of average weight of capsules ( 10%), disintegration test (NMT 30 min.), dissolution
test (NLT 75%), homogeneity test ( 7,5%), ASSAY of hypericins ( 10%) and the microbiological test. It is necessary to
note, that many manufacturers of preparations based on the enriched dry extract of St. Johns Wort for the quantitative
content test the UV method of analysis have been using. We have developed a method for quantifying the content of
hypericins using HPLC method that most accurately defines the quantitative composition as well.
Thus, for the first time we have successfully developed capsulated form of the drug on the basis of the dry enriched
extract of Hypericum scabrum. In addition, its standardization, which meets all requirements of the USP, with hypericins
content in one capsule 0.9 mg.
Acknowledgments
This work is carried out as a part of the innovative project # 6-KX-0-18571 by funding of Uzbekistan Government and
FV Nobel Pharmsanoat.
129
Acad. S.Yu. Yunusov Institute of the Chemistry of Plant Substances, 77 Mirzo-Ulugbek street, Tashkent, 100170, Uzbekistan
Tashkent Pharmaceutical Institute, 45-Oybek street, Tashkent, 100015, Uzbekistan,
3
FV - Nobel Pharmsanoat, 5A, Karasu buyi street, Tashkent, 100050, Uzbekistan, tel.: (+99871)265-90-99, fax: (+99871)265-91-99,
[email protected]
1
Introduction
Currently, the pharmaceutical industry focuses on natural compounds, as their biological effect is due to direct-aimed
action, and should also be noted a synergistic effect, which in turn is caused by the influence of the total components.
The herb of St. Johns Wort has long been used in medical practice. It was used as decoctions, later in the form of
tinctures. Currently produces as standardized dry extract, containing a total amount of hypericins as the main active
ingredient. On the basis of the standardized dry extract of St. Johns Wort (sum of hypericins is 0.3%) produced as
encapsulated and/or tablet form drugs.
Materials and Methods
The aim of our study was to development of optimal formulation for the production of tablets from dry extract of
Hypericum scubrum meet all the requirements imposed on tablet form. Also, it was necessary to adapt the chemical and
physical tests under the British and the American Pharmacopoeia.
Results and Discussion
As a result of our research, we have obtained a standardized dry extract of Hypericum scubrum with hypericins
content of 0.3%, which meets the requirements of the International Pharmacopoeias. On the basis of mentioned extract
has been successfully developed the optimum formulation and processing line allows to obtain tablets that comply with
the limits for tablets form. Standardization of the obtained tablets was carried out by adopted specification according
the British and American pharmacopoeias. Finished tablets passed all necessary tests, namely the test for qualitative
reaction test friability, disintegration test, the average weight uniformity, dissolution test and quantitative content of
hypericins, which should be 0.9 mg in each tablet.
Thus, we have obtained tablets based on standardized dry extract of Hypericum scubrum growing on the territory of
the Republic of Uzbekistan, containing 0.9 mg amount of hypericins.
Acknowledgments
This work is carried out as a part of the innovative project # 6-KX-0-18571 by funding of Uzbekistan Government and
FV Nobel Pharmsanoat.
130
Acad. S.Yu.Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent,
Uzbekistan
[email protected]
Introduction
Methyllycaconitine alkaloid primarily isolated from Delphinium brownii plant is one of a few diterpenoid alkaloids
(DAs) represented in the state of the art as neuroprotective agents. It was shown that this alkaloid concurrently
inhibited the binding of [125I]--bungarotoxin (-BT) to rat brain membranes and significantly decreased opening of the
channel (Ward et al., 1990). The alkaloid blocked nicotine currents in rat hyppocampal neurons on specific, reverse and
concentration-depending manner (Alkondon et al, 1992). Study of neuroprotective effects of methyllycaconitine showed
its protective action in vitro against -amyloid neurotoxicity (Martin et al., 2004). There are indications in scientific
literature on selective antagonistic effect of methyllycaconitine, nudicauline and elatine in nanomolar concentrations on
neuronal nAChR through binding to -BT site, and this fact proves that diterpenoid alkaloids may be promising agents
in control of Alzheimers disease (Borsca, 2013).
Materials and methods
We carried out the screening of nootrop activity of a number of DAs using the animal model of spontaneous
investigation behavior of mice in the maze on intact animals and animals with cognitive disorders, caused by nicotine.
Samples of diterpenoid alkaloids were provided by Prof. Salimov B.T. and Dr. Sultankhodjaev M.N. (ICPS).
Results and discussion
The results showed that alkaloids 6-O-Benzoylheteratisine, 1-Benzoyl-14-Acetylkaracoline and 1-Acetyl-14Benzoylkaracoline dont increase the effectiveness of investigation behavior of mice in this test.
Tajaconine decreased both the total time of mice moving in the maze after nicotine injection and number of back
entries of mice in the dead ends of the maze. Zeravshanisine and dihydroatisine practically dont affect on the animals
investigation behavior in this model. Allapinin drug (main active ingredient is lappaconitine) in a dose of 1 mg/kg doesnt
counteract to the amnestic effect of nicotine, but caused the disturbance of movement and investigation behavior of
animals (animals didnt move from their places). Lappaconitine metabolite N-desacetyllappaconitine decreased the
total time of movement in maze after nicotine injection, as well as a number of back entries of mice in the dead ends of
the maze. The disturbance of animals movement after allapinin and nicotine injections is supposed to be attributed to
the potentiating of CNS inhibition effects called by both lappaconitine and nicotine.
Thus, the further study of tajaconine pharmacology seems promising from the standpoint of our investigation.
References
1. Ward JM, Cockcroft VB, Lunt GG, Smillie FS, Wonacott S 1990. FEBS Lett 370: 45-8
2. Alkondon M, Pereira EFR, Wonnacott S, Albuquerque 1992. Mol Pharmacol 41: 802-8
3. Martin SE, de Fiebre NE, de Fiebre CM. 2004. Brain Res 1022: 254-6
4. Borcsa, Botond Lajos. 2013. Investigations of diterpene alkaloids isolated from Aconitum anthora L. and A. moldavicum L.,
and of aconitine-derived lipo-alkaloids. Ph.D. Thesis.
131
Introduction
Quinazolin-4-one derivatives have revealed certain spectrum of pharmacological activities. New compound
2,3-pentamethylene-3,4- dihydroquinazolin-4-one (pentazolone) was synthesized
O
N
N
Pentazolone
It was established, that pentazolone cures depression of CNS, and in in vitro experiments inhibits monoaminoxydase
(MAO) in blood of mice. It is known, that MAO enzyme provides oxydative desamination and inactivation of monoamines,
including norepinerhrine, dopamine, 5-HT, i.e. main neuromediators of nervous excitation in CNS. In this report the
findings related to correlation of pentazolone with pharmacological agents that activate catecholaminic (amphetamine)
and serotoninergic receptors are presented.
Materials and Methods
Influence of pentazolone on group toxicity of amphetamine was studied on white mice by I.P.Lapin method (1962).
Influence on amphetamine stereotypic movement on white rats was studied by E.L.Schelkunov method (1966). Influence
on 5-oxytryptophan and toxicity of triptamine (200 mg/kg) were studied on white mice. Pentazolone was administered
intraperitoneally at doses of 2-10% of LD50 for 20-30 min before administration of the test compound.
Results and Discussion
It was established, that pentazolon at i.p. administration caused initial (1-5 min) locomotor excitation with subsequent
prolonged depressive action. LD50 was 405 mg/kg.
Preliminary i.p. administration of pentazolon in doses of 2-10% of LD50 increased group toxicity of amphetamine,
prolonged duration of amphetamine stereotypy of rats, increased intensity of head nods of mice and intensify tryptamine
toxicity.
It may be concluded from the obtained results, that the central effects of pentazolone relate to its influence on
catecholamine and serotoninergic receptors.
132
S.Y. Yunusov Institut of the Chemistry of Plant Substances Academy of Sciences of Uzbekistan, Tashkent, 100170, st. , Uzbekistan
[email protected]
Introduction
It is known that the most effective acaricides currently used in agricultural practice, are very toxic. These do not
decompose for three weeks, while the harvest chemicals should not be applied, and in 2-3 years the pest will have
adaptation. One of the perspective and foreground approaches in modern world practice is the use of biological products
as sufficiently effective and harmless method of protecting harvest from pests and herbivores. It is known that herbal
medicines have the ability to reduce populations of harmful pathogens by 60-80%. The aim was to study the effect of
several drugs based on plants of local flora against red spider mite in the harvest of cucumbers.
Materials and methods
Work was carried out in a greenhouse on the varieties of cucumbers Daron and Infinite. We studied the influence
of drugs against red spider mite Tenranychus urticae Koch. After spraying the leaves of plants on the third and fifth day,
the number of dead and living red spider mite was estimated. Determination of biological efficacy was performed by
formula of Abbot (Bakanova E.I. 2004)
Results and Discussion
Five plant extracts in different concentrations were selected as effective drug.
After the first cultivation of cucumbers leaves the mortality rate of red spider mite was 48%. Repeated cultivation
significantly increases the mortality rate of red spider mite was 88%, in standard version after single treatment the
mortality rate of red spider mite was 98%. The harvesting of cucumbers in greenhouses are held throughout the all
cultivation process of plants.
References
1. Bakanova E.I. Modern formulations insecticide, acaricide, and some aspects of their use. 2004, Desinfecshin business,4,
57-63.
133
S.Yu.Yunusov named Institute of Chemistry of Plant Substances. Uzbekistan, Tashkent, Mirzo Uligbek st. 77. 100170, Uzbekistan
[email protected]
Introduction
Cycloseversioside F (C41H68O14) was isolated and identified from Astragalus leirosemius (Lipsky) m. Pop (Leguminosae).
Geroprotective and adaptogenic activity of glycoside have been established previously.
Materials and methods
Cycloseversioside was given in daily dose 10 mg/kg mixed with meal (bread + yogurt 1:5) near 7-10 g for each mouse
every day for 2 month with free access to water. Locomotor activity (LA) was evaluated by method of Lapin (1991).
Antagonism of glycoside to haloperidol catalepsy (0,5 mg/kg s.c.) on mice was evaluated by duration of lecturer pose.
The time of appearance of despair behavior onset studied by method of Porsolt (et al., 1993) Influence of glycoside on
anxiety state called by pentetrazol (25 mg/kg s.c.) have studied by Kilfoil (et al.,1989) method. Besides, it was evaluated
the dynamics of body weight gain during experiment was observed. Experiment had been performed every 7-10 days.
Results and discussion
It was established, that LA of control mice during 2 month experiment gradually decreased from 12,6 to 6,4 + lines
crossings. Experimental mice treated by glycoside were stable, around 9,2 10,2 crossing. In experiment by Kilfoil method
both mice groups preferred dark cameras. After administration of pentetrazol mice of control group prefer dark cameras
in more degree, whereas mice of experimental group certainly preferred light cameras and in 2 min exchanged cameras
several times. This fact may be evaluated as anxiolytic effect and activation of search reflex behavior. In experiments with
neuroleptic drug haloperidol (0,5 mg/kg s.c.) control mice fall in deep catalepsy lasting more than 120 sec. Mice under
glycoside have showed more than twice less expressed catalepsy. Duration of swimming time of experimental mice was
twice more prolonged compared with control animals. Besides, it was established, that glycoside administration lead
to more expressed body mass gain, that reached 21,3 (18,9 24,1) g in the of experiment, whereas body mass gain of
control mice reached only 16,2 (14,318,3) g.
Thus, chronic administration of cycloseversioside F to white mice followed by increase of LA, withdrawal of pentetrazol
called anxiety, activation of search reflex, elimination of neuroleptic action of haloperidol, prolongation of swimming
time, as well as increasing of body weigh gain. These findings confirmed thymostenic effect of cycloseversioside F at
prolonged administration. This glycoside is perspective as a compound improving of life quality of people, especially
elderly subjects with age pathology.
134
Academy of Sciences Republic of Uzbekistan Acad. S.Yu. Yunusov Institute of the Chemistry of Plant Substances Bd.77, Mirzo
Ulugbek str., 100170 Tashkent, Uzbekistan
2.
Tashkent pharmaceutical institute
[email protected]
1.
Introduction
In the development of the tablets manufacture technology special attention should be paid to the type-sizes of tablets,
as well as to the pressure, that determine the important characteristics of tablets such as strength and disintegration.
Materials and Methods
For determination of the optimal sizes of the press form we carried out the preliminary investigations using hand
hydropress for preparing the biconvex tablets with average mass 0.12 g on the press form with 7 mm diameter in the
following composition: axaritmin 0.025 g, sucrose 0.0908 g, starch 0.005, calcium stearat 0.0012 g. The tablet mass was
pressed in the diapason of pressure from 50 to 400 MPa.
Physical and mechanical indicators such as disintegration, fracture strength and friability of the tablets and the height
and diameter ratio had been investigated using conventional methods provided in the Uzbek Pharmacopeia XI and other
pharmacopeias.
The investigations showed directly proportional dependence of the strength of tablets and the forming pressure. The
fracture strength of tablets increased from 30 N to 165 N in increasing of the forming pressure from 50 to 400 MPa, and
friability in this pressure diapason vary from 54% to 99.98%. Time of disintegration of tablets and the forming pressure
also showed the directly proportional dependence, i.e. time of disintegration of tablets increased in the pressure raising.
In the mentioned limits of the forming pressure the disintegration was 3 to 60 minutes and over. Parameters of the
tablets in the mentioned diapason vary insignificantly for the standard diameter of the press form 7+0.1 mm, ratio oh
the tablets height was 32-39%. The tablets satisfy to the requirements of Uzbek Pharmacopeia XI were obtained in the
pressure diapason from 65 to 100 MPa.
Results and Discussion
The optimal forming pressure for axaritmin tablets of the mentioned composition that fulfilled to the standards was
60-80 MPa.
135
Academy of Sciences Republic of Uzbekistan Acad. S.Yu. Yunusov Institute of the Chemistry of Plant Substances Bd.77, Mirzo
Ulugbek str., 100170 Tashkent, Uzbekistan
2.
Tashkent pharmaceutical institute
[email protected]
1.
Introduction
The sum of alkaloids from roots with rhizomes of Aconitum septentrionale axaritmin with antiarrhythmic effect
attracted the attention of investigators.
Application of excipients is needed in order to develop axaritmin tablets and providing high bioavailability, appropriate
pressing operations, tablets integrity during packaging and transportation.
Biopharmaceutical aspects of excipients are essential pharmaceutical factors, and their interaction both to drug
substance and each other is the base for scientifically approved selection of excipients in the process of development of
drug preparation.
Materials and Methods
Axaritmin content should be 25 mg per tablet, thats why it is necessary to develop compositions including forming
and sliding excipients. The obtained drug form should pass through Solubility test, and detergent substance should be
added depending of its result. The selection of detergent should be reasonable from theoretical and experimental view;
otherwise too strong tablets will not satisfy to Disintegration criteria.
Results and Discussion
After investigation of the effects of different adhesive substances on the index of strength of axaritmin tablets we
selected 5% solution of starch. On the base of biopharmaceutical investigations we used the icing sugar as forming
substance. Potato starch was used as a scarifier. Appropriate rhythm of the tablet machine operating is supported by
calcium stearate 1%.
Thus, the kind and quantity of excipients for obtaining of high-quality axaritmin tablet core, e.g. adhesive, detergent
and sliding substances were selected by scientific way.
136
S.Y.Yunusov Institute of the Chemistry of Plant Substances, 100170, Mirzo Ulugbek, 77. Tashkent, Uzbekistan
Introduction
Optimization of the experimental research in all stages of the process makes possible to increase the efficiency of
research and reduce the number of experiments. To improve the efficiency of research in forecasting and optimization
of chemical-technological processes methods of mathematical planning are widely used.
Materials and Methods
The extraction of natural compounds depends of many factors, all of which are more or less affects the yield of the
final product. To assess the degree of their influence on the process of extraction of flavonoids from the aerial part
of Glycyrrhiza glabra L. (substance of Glacembrin preparation), we applied Box-Wilson method of mathematical
planning of the experiment.
Results and Discussion
On the basis of a priori information (in this case the results of single-factor experiments), literature and references
data, the essential factors influencing on process of extraction have chosen:
X1- degree of crushing of raw material, mm;
X2 - concentration of the extract, %;
X3 - duration of extraction, h;
X4 - temperature of extraction, oC.
The yield of the sum of flavonoids was used as a parameter of optimization. After carrying out of experiment
of type 25-2 with generating parities X4=X1X2 and X5=X1X2X3 the mathematical model of the process representing the
equation of regress of the first order has received:
Y = 30.1 + 4.24 X1 + 7.9 X2 0.4 X3 + 4.5 X4 + 0.56 X5
The factors regression of the equation after calculation of a confidential interval (bi = 2.33) that to the major factors
influencing on the process are the degree of crushing of the raw material, concentration of ethanol and duration of
extraction. The statistical analysis (Fexp = 3.38 < Ftab = 4.5) has shown, that the mathematical model is adequate. According
their quantitative contribution the factors were arranged as following: 2 >4>1>5>3. The yield at the first contact
of phases was 44.8 % that is quite acceptable. At that the yield of flavonoids increased for 5.2 % of the content in raw
material.
137
Institute of Chemistry of Plant substances . S.J.Junusova AS RUz, 100170. Uzbekistan, Tashkent, Uzbekistan
[email protected]
Introduction
In this work, Glacembrin and the flavanoids from Glycyrrhiza glabra studied were studied in clinical tests.
Glacembrin tablets were evaluated and validated for their qualitative and quantitative stability parameters during
storage time and conditions. Safety of quality indicators depends on many factors, such as purity of the active substance,
auxiliary substances, technological state, packing material quality. Stability was evaulated using two methods; natural
storage and accelerated ageing at temperature 60 0, in three different type of packing materials.
Materials and Methods
Quality parameters of analyzed tablets such as appearance, average weight and deviations, disintegration of
tablets, durability on breaking, durability, microbiological tests resulted in accordance to the State Pharmacopoeia
XI and the corresponding reference documents. The quantitative contents of active substance was determined by
spectrophotometric methods. The characteristics were studied each 6 months at a method of natural storage and 14,5
day by accelerated ageing.
Results and Discussion
As a result, tablets of yellowish -brown or brown color with integral edges have not changed the appearance during
storage. Disintegration of tablets was observed in 600-750 seconds, a deviation from average weight of 3,4 % was
present, strong durability within the limits of 98,1-98,8 % were characterized. The quantitative contents of the active
substance corresponded to the Pharmacopiea standards.
138
The Institute of the Chemistry of Plant Substances Academy of Sciences, 100170, Tashkent, Republic of Uzbekistan.
[email protected]
Introduction
It is known that the microscopic fungi on food products, raw materials, animal nutritions, produced low molecular
organic substances - mycotoxins that cause poisoning in animals and humans - mycotoxicoses. Toxic effects of fungi are
due to alkaloids and other compounds. Previously, four substances of microscopic fungus Stachybotrys alternans have
been isolated. The substances have a new structural type of natural compounds comprising the same skeleton, which is
a condensed system of driman and benzofuranyl.
Materials and Methods
We have studied the component composition of the toxic waste products of microscopic fungi Stachybotrys hartarum.
Metabolites extracted and isolated from the fungus that grew on the Czapeks medium. Chromatography of extractives
was performed on a silica gel column.
Results and Discussion
We isolated the known compounds: stachybotrine (1), stachybotrine A (2), stachybotrolide (3), stachybotral (4),
-sitosterol, undecane. 5-[(2-methoxyphenoxy)methyl]-1,3-oxazolidin-2-one (5), and 2,3-dihydro-1-inden-1-ol
(4-chromanol) (6), were isolated in nature for the first time. The new natural compound (7a) such as cyclopentanoxim
trimer (7) was also isolated. The study on the crystal structure of compound 7 was carried out by X-ray analysis.
O
RO
OH
HO
O
O
O
HO
H3CO
HO
HO
1. Stachybotrine - R=H
2. Stachybotrine - R=CH3
3. Stachybotrolide
4. Stachybotral
O
5
4O
NH
2
OH
O7
7
OH
7a
139
The Institute of the Chemistry of Plant Substances Academy of Sciences, 100170, Tashkent, Republic of Uzbekistan. salima_
[email protected]
Introduction
rambe otschyana Boiss. and C. orientalis Butk. et Majlun. are perennial forage plants (Cruciferae family). They grow
widespread in Uzbekistan. The alkaloids and other low molecular metabolites of these plants were studied for the first
time.
Materials and Methods
Aerial parts and roots of Crambe kotschyana and C. orientalis, collected in Tashkent region were separately extracted
with 85% ethanol by infusion method. The ethanolic solvent was drawn every day (total 8 bleeding). The sum of alkaloids
were obtained from the ethanolic extract. Which was concentrated, and the residue was dissolved in chloroform. The
alkaloids were extracted by 5% H2SO4 solution. The acid extract was washed with petrol, added 25% ammonia to adjust
pH 10-11 and alkaloids were extracted with chloroform. As a result, evaporation of the chloroform extract yielded the
alkaloids.
Results and Discussion
The alkaloids of the aerial parts and roots of 2 Crambe species were separated according their solubility in various
organic solvents. Silica gel column chromatography yielded several alkaloids which were identified as goitrine (1),
goitridine (2), a new alkaloid crambinine (3) and known compound the N-(2-benzimidazolyl)-O-ethyl carbamate (4).
A new substance was isolated from rambe kotschyana. Spectral data (IR, 1H NMR) for the alkaloid (5) established the
structure as 5-hydroxy-2-oxazoline-2-thiol.
4
7
N
O
HO
5
1`
2`
3`
4`
HO
H
N
SH
3
2
SH
N
H
140
The Institute of the Chemistry of Plant Substances Academy of Sciences, 100170, Tashkent, Republic of Uzbekistan.
[email protected]
Introduction
In recent years research into the chemical modification of tropane alkaloids is rapidly developing. But their crystalchemical aspects are still poorly understood.
Materials and Methods
Previously we have studied the reaction of isocyanates and Convolvine (3,4-dimetoxybenzoyloxy-nortropan) (at
room temperature in a solution of absolute benzene). Convolvin was isolated from Convolvulus subhirsutus, growing in
Uzbekistan. The reaction yield of ethyl, allyl, o-chlorophenyl, m-chlorophenyl, o-nitrophenylizocyanate products is 6080%.
Results and Discussion
The structure of the synthesized compounds was determined by IR and NMR spectroscopy. To study the crystal
structure of reaction products was carried out X-ray analysis of N-(ethyl, allylcarbamoyl) convolvine derivatives.
CH3O
CH3O
CH3O
O
C O
O C N
CH3O
O
C O
O
NH
N C NH
According to the XRD data in the two crystal structures observed same intermolecular hydrogen bonds type N12-H
O11. The conformation and location of all the rings in the Convolvine part of molecule is same. However, there are
differences in position between fragments C1/N8/C5 and N12/C11/O11. In N-ethylcarbamoylconvolvine angles between
these fragments is 11 (1), in allyl derivative - 3 (2).
141
Acad. S.Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences, 100170, Tashkent, Uzbekistan,
[email protected]
Introduction
Haplophyllum ramosissimum Vved. (family Rutaceae) is a subshrub, and highly ramose plant. The plant grows in
Central Asia, on the sands of Kyzylkum, Karakum and the Karakalpakstan Autonomous Republic. Isolation and separation
of complex mixtures of bases, identification and establishment of the structure of the new compounds of Haplophyllum
ramosissimum, have shown the most estrogenic activity.
Materials and Methods
The aerial parts of Haplophyllum ramosissimum were investigated for their alkaloids collected from Bukhara, for
the first time. The plant was extracted with MeOH. From methanolic extracts have been obtained 0.25% (by weight
of dry plants) mixture of alkaloids. By column chromatography from sum of total alkaloids were isolated known bases
skimmianine (1), dictamnine (2), evoxine (3), glycoperine (4), 4-methoxy-N-methylquinoline-2-on (5), haplatine (6), as
well as a new base (7) with m.p. 149C (acetone-hexane), which was named ramamidine.
Results and Discussion
The known alkaloids (1-6) were identified by comparison with authentic samples. Alkaloids 4-methoxy-Nmethylquinoline-2-on (5) and haplatine (6) were isolated from Haplophyllum ramosissimum for the first time. The
structure of a new alkaloid ramamidine (7) was elucidated by study spectral data (1H and 13C NMR spectra), as well as
DEPT and HETCOR experiments.
O
3
1
5 6
OMe
MeO
10
H O
8'
11
C
H2
10'
7'
9'
1'
6'
3'
5'
O H
Ramamidine
142
Institute of the Chemistry of Plant Substances of AS of RUz, Mirzo Ulugbek Str.77, 100170 Tashkent, Republic of Uzbekistan,
[email protected]
Introduction
The chemical composition of the cuticular lipids of fruits and vegetables affects on the losses of transpiration water
through their surface layer, on the adhesion of pesticides, fungal spores and other components by the surface of cuticle.
The composition of cuticle also affects on the quality of agricultural products during storage and processing. The chemical
composition of cuticular lipids of the peel of ripe tomato fruits has not been studied well (Yeats, 2012).
Material and methods
The composition of cuticular lipids extracted from defatted dry skin of ripe fruits of tomato Lycopersicon esculentum
was established. After extraction of neutral and polar lipids from the peel the remaining meal was treated with
exoenzymes complex of microscopic fungi Aspergillus (lipids I), the solid residue was subjected first to acid hydrolysis
(lipids II), and then to alkaline hydrolysis (lipids III). Qualitative lipid composition of I-III was determined by TLC on silica
gel and Silufol plates. The fatty acids were isolated from lipids I-III and analyzed by GC as methyl esters.
Results and Discussion
Using of the enzymatic hydrolysis 0.9% lipids were isolated from the cuticle of tomato peel, by acid hydrolysis 0.37% lipids, by alkaline hydrolysis - 0. 03% lipids. The total yield of cuticle lipids was 1.3%. The known components
- free fatty acids (FA), triterpene alcohols, phytosterols, and for the first time esters of sterylglicosides with FA, lysophosphatidylethanolamines and lyso-phosphatidylinositols were isolated from lipids I. Lipids II consisted only of methyl
esters of FA, and lipids III consisted only of FA.
14 components have been founded in the composition of FA I and II, including some known C16 and C18 FA, for
the first time FA 10: 0, 12: 0, 14: 0, 15: 0, 17: 0, 20: 0, 20: 1, 22 : 0 and 24: 0 identified. FA composition of lipids III
was represented only by palmitic acid (16: 0). In FA of lipids I and II fatty acid 16: 0 predominated (45.7 and 48.2%,
accordingly). In lipids II the contents of FA 12: 0 and 15: 0 in 2 times, and fatty acid 14: 0 in 10 times higher than in lipids I.
Reference
1. Yeats T.H., Buda G.J., Zhonghua Wang, Chehanovsky N., Moyle L.C., Jetter R., Schaffer A.A., Rose J. K.C. 2015. Plant J.,
69: 4, 655
143
The Institute of the Chemistry of Plant Substances named after acad. S.Yu.Yunusov, Academy of Sciences of Uzbekistan, 100170,
77, M.Ulugbek str., Tashkent, Uzbekistan.
2
Institute of Immunology, Academy of Sciences of Uzbekistan, Tashkent, Uzbekistan
[email protected]
1
Introduction
The technology for a new preparation of Bidens tripartita dry extract was developed.
Immunology and the pharmacological studies on antihistamine properties of the dry extract of Bidens tripartita were
carried out. It was determined in the experiment that the substance has antihistaminic and antiallergenic effect.
Materials and Methods
To obtain the pressed mass with positive technological parameters wet granulation method was applied using sodium
bicarbonate, starch, talc, tartaric acid, sucrose, lactose, stearic acid, calcium stearate as excipients.
The technological properties of the dry extract were studied in order to create tablet form, which have shown that
the main parameters of dry extract have instability.
Results and Discussion
The technology for obtaining of tablets in dosage of 0.4 g was developed. Analysis showed that the tablets of the
dry extract of Bidens tripartita are light-brown to brown color with spots. The spots in the tablets are attributed to the
differences in color of the active substances, fillers and excipients. Tablets are plano-cylinder shape with bevel edges, the
surface is smooth and homogeneous without broken places. Diameter of tablets is 12 mm, the average weight is 0.50 g.
All indicators point out that the dry extract of Bidens tripartita tablets obtained by the proposed technology comply
with the State Pharmacopoeia XI ed. Issue 2 requirements. Thus, the technological characteristics of the substance was
studied for the first time, the composition and technology for obtaining of tablets of dry extract were developed.
144
Introduction
Cinaroside (luteolin-7-O-P-D-glucopyranoside or 7-O-P-D-glucopyranoside-5,3,4-trihydroxyflavone) was obtained
from the aerial part of Ferula varia (Schrenk) Trautv. (Apiaceae) and was used as a drug.
Materials and Methods
Ferula varia is a perennial plant indigenous to Central Asia. Natural stocks of the plant are sufficient for the demands
of industrial production of cinaroside. The cinaroside content in the raw material used was 1.3% (Mamatkhanova, 2009).
We have developed several technologies and selected the optimal conditions. The resulting cinaroside tablets (0.05
g) were typically light-green to grayish-green in color with inclusions The inclusions in the tablets were due to differences
in the color of the active principle, the filler, and adjuvants.
Results and Discussion
The tablets were flat cylinders with beveled edges. The surface was smooth and even. The whole tablets did not have
rough edges. The diameter was 9 mm; height from 3 to 3.4 mm, average mass 0.25 g
References
1. M. A. Mamatkhanova, R. M. Khalilov, V. N. Syrov, A. U. Mamatkhanov, L. D. Kotenko, G. B. Satimov, and Sh. N. Madrakhimov
, 2009, Technology for cinaroside production from the aerial part of ferula varia and evaluation of its hypoazotemic activity,
Pharmaceutical Chemistry Journal. 43(3) 155.
145
G.A. Atazhanova, 1 F.T. Mukasheva, 1 R.B. Seidakhmetova, 1 V.V. Polyakov, 2 V.V. Veselovsky, 1 S.M. Adekenov
Introduction
Currently plant polyprenol compounds are considered to be a new class of low-molecular bioregulators. One of the
sources of these compounds are plants of the dicotyledonous class, including the birch containing prenol with 6-11
isoprene units. The aspen belonging to the same class also was chosen as a subject of study in the content of polyprenol
compounds.
Materials and methods
Supercritical carbon dioxide extraction, column chromatography, thin-layer chromatography on plates of TLC DC
Fertigplatten Kieselgel 60 F254 Merck, high-performance liquid chromatography, white outbred mice.
Results and discussion
Dried, milled raw leaves and buds of silver birch (Betula pendula) and aspen bark (Populus tremula) were extracted
in a flow extractor with liquefied carbon dioxide under pressure of 150 MPa. and at temperature of 600 within 180
minutes.
The analysis of samples on content of related polyprenols (in the form of esters) was carried out as follows, carbon
dioxide extracts of the leaves and buds of Betula pendula and bark of Populus tremula in 5 ml of hexane were dissolved
and were applied to a column with silica gel (10 g, 5-40 m). Elution by the mixture of hexane-tert-butyl methyl ether
(1:1, 60 ml) gave a viscous oil which was saponificated at 50C under a solution of 1 g NaOH in 5 ml of methanol and 0,5
ml of water within 1 h. The mixture was evaporated and extracted with tert-butyl methyl ether.
By thin-layer chromatography of the mentioned above samples it was determined that in carbon dioxide extracts of
birch buds and aspen bark polyprenols are not found, and in a carbon dioxide extract of birch leaves there are only trace
amounts.
Previously by the method of reversed-phase HPLC on the equipment HEWLETT PACKARD Agilent 1100 Series in
isocratic mode the chemical composition of a carbon dioxide extract of birch leaves was determined, in which the
triterpene alcohol betulin dominates with the quantitative content of 6.45%.
Isolated extracts were studied for analgesic activity. Analgesic properties of the samples were studied in the test
of chemical irritation of the peritoneum (test acetic cramps) on white outbred mice. 0.75% acetic acid solution was
injected intraperitoneally at the amount of 0,1 ml per 10 g weight of the animal. 30 minutes before the injection of acetic
acid studied objects were intragastrically injected at the dose of 50 mg/kg. Immediately after irritant injection latency
time of beginning of pain reaction cramps was recorded and counting of the cramps within 30 min was kept.
Analgesic effect of the samples was determined by the ability to reduce the number of cramps, counted within 10,
15, 20 and 30 minutes, in comparison with corresponding rates of the animals of the control group. A comparative drug
was a non-steroidal anti-inflammatory drug Diclofenac sodium, which was tested at a dose of 50 mg/kg. Statistical
processing of the results was performed using the software package Statistica 6.0.
Conclusion
Sample of 2-extract of birch leaves at a dose of 50 mg/kg showed moderate analgesic activity in the test acetic
acid cramps, reducing the number of cramps relative to control by 37,4%. Sample of 2-extract of birch buds at a
dose of 50 mg/kg showed a very weak analgesic activity, reducing the number of cramps relative to control by 0,97%.
A sample of the bark of aspen at the same dose did not show any analgesic activity in the test of acetic acid cramps.
146
Introduction
The family Apiaceae, with almost 300 genera and 3000 species in the world, is well-known for its food crops. The
genus Chaerophyllum is characterized in the Flora of Turkey by 15 species 4 of which are endemic. It is an euxine element
which spreads north and northwest parts of Turkey also arising in the south part of Balkans (Krkolu et all., 2006)
Some species like Chaerophyllum macropodum are used for cheese manufacturing due to its flavorings characteristics
(Demirci et al., 2007)
LC-MS/MS technique of investigating phenolic compounds is becoming popular because of its fast identification
capabilities.
Material and Method
C. byzantinum, was collected from Inkara village of Bursa on August 2014. Powdered dried herbal parts were
macerated with methanol at 25 C for 24h. After evaporation dry extract was used for LC-MS/MS analysis.
Phenolic compound determination was performed with a Shimadzu 20A HPLC system coupled to an Applied
Biosystems 3200 Q-Trap LC- MS/MS instrument equipped with an ESI ion source was used in the negative ionization
mode. Separations were performed on an ODS 150 x 4,6 mm, i.d., 3 m particle size, octadecyl silica gel analytical
column at a flow rate of 1 mL/min.
Results
Quinic acid, feruloylquinic acid, caffeoylquinic acid and dicaffeoylquinic acid derivatives were determined as the main
compounds by LC-MS/MS.
References
1. Krkolu, M., Baer, K. H. C., Ican, G., Malyer, H., & Kaynak, G. 2006. Composition and anticandidal activity of the
essential oil of Chaerophyllum byzantinum Boiss. Flavour Fragrance J., 21(1), 115-117.
2. Demirci, B., Koar, M., Demirci, F., Din, M., & Baer, K. H. C. 2007. Antimicrobial and antioxidant activities of the essential
oil of Chaerophyllum libanoticum Boiss. et Kotschy. Food Chem., 105(4), 1512-1517
147
Introduction
The problem of antimicrobial resistance remains a global health concern. In fact studies show that there are slightly
more deaths a year related to resistant infectious diseases than those deaths related to AIDS . Without urgent, coordinated
action, the world is heading towards a post-antibiotic era, in which common infections and minor injuries, which have
been treatable for decades, can once again kill. In light of these findings, medicinal plant products with antimicrobial
activity are constantly being sought after as leads for new antimicrobial agents. The present work investigates the
antimicrobial activity of the ethanolic extract of the leaves of Stereospermum kunthianum used in traditional medicinal
practice in Nigeria and other parts of Africa in the treatment of veneral diseases e.g. syphilis, wounds, refractory cough,
malaria, tooth ache leprosy etc.
Materials and Methods
Six micro-organisms including two Gram positive-Bacillus subtilis and Staphylococcus aureus , two Gram negative
- Salmonella typhi and Pseudomonas aeroginosa, two fungi - Aspergillus niger and Candida albicans were used as
test organisms. Agar well diffusion method was used to carry out the preliminary antimicrobial susceptibility testing.
The test was carried out at extract concentrations of 100, 200 and 400mgmL-1. The Agar dilution method was used
to determine the Minimum inhibitory concentration (MIC) of the extracts. Phytochemical screening of the plant was
carried out using various reagents. A Thin Layer Chromatography analysis of the plant extract was also carried out. Direct
Thin Layer Chromatography Bioautography was used to identify the chemical constituent of the plant, responsible for
its antimicrobial activity.
Results and Discussion
The ethanolic extracts of S. kunthianum leaves showed antimicrobial activity against B. subtilis, S. aureus and S. typhi
with zones of inhibition ranging from 131.41 to 29.51.00 mm and MIC values ranging from 16mgmL-1 to 64mgmL-1.
Phytochemical screening revealed the presence of flavonoids and saponins.The thin layer chromatography analysis of
the ethanolic leaf extract indicated the presence of saponins, flavonoids and terpenoids. Results from the TLC direct
bioautography suggests that the antimicrobial compound in the plant extract is an unsaturated polyphenolic compound
with chromophores.
References
1. Aikomari, G. 2007. Total synthesis of lysobactin: A natural product antibiotic active against Methicillin and Vancomycin
resistant Bacteria. Journal of the American Chemical Society, 129 (18):6017-6021.
2. Hugo, W.B. and Russel, A.D. 1998. Pharmaceutical microbiology. Sixth Edition. Oxford Press, London, Pp. 242-244.
3. Burkhill, H.M. (1985). Useful plants of West Tropical Africa (Vol.1). Families A-D. Royal Botanical Gardens. Kew, England, Pp.
266-267.
148
S.Yu.Yunusov Instutute of the Chemistry of Plant Substances, Academy of Sciences Republic of Uzbekistan, Tashkent, Uzbekistan
[email protected]
Introduction
Diterpene alkaloids of Delphinium sp. plants displayed a wide range of physiological activity such as antiarrhythmic,
antinociceptive, spasmolytic and others.
OCH3
OCH3
R
OH
OH
OCH3
OCH3
149
Acad. S. Yu. Yunusov Institute of the Chemistry of Plant Substances Academy of Sciences of Uzbekistan, Tashkent, Uzbekistan
[email protected]
Introduction
Pistacia vera L. (Anacardiaceae), a tree or shrub up to 57 meters high. It grows on stony and rocky slopes in the
foothills and lowlands. The worlds largest thickets of wild Pistacia vera located on the territory of Central Asia. In
Uzbekistan, there are extensive thickets of pistachio in the south-western spurs of Hissar Ridge (Flora Uzbekistanica,
1969). To date, the chemical composition of the seeds and peel Pistacia vera, cultivated in Italy were studied (Tomaino,
A et al., 2010). This report presents the results of the component composition of Pistacia vera leaves growing in the flora
of Uzbekistan.
Materials and Methods
Pistacia vera leaves were collected during the flowering period in May 2012, mountain range Babatag Surhandarynskoy
region of Uzbekistan. Air-dry leaves (0.5 kg) were exhaustively extracted with 40% ethanol. The combined alcoholic
extract was evaporated and the aqueous residue was treated sequentially with chloroform, ethyl acetate and n-butanol.
Column chromatography of the ethyl acetate fraction alcoholic leaf extract on silica gel (silica gel 150/200 mesh) was
followed by separation of the obtained fractions on Sephadex LH 20 and three individual compounds were isolated.
Results and Discussion
The resulting compounds are identified as gallic acid (1), (+)-catechin (2) and ()-epicatechin (3). The identification of
substances selected were based on data UV, IR and 13C NMR spectra and their comparison with those described in the
literature.
OH
OH
COOH
HO
HO
1. Gallic acid
HO
OH
OH
OH
OH
OH
OH
OH
OH
3. (-)-Epicatechin
2. (+)-Catechin
Thus, for the first time it was shown that the leaves of Pistacia vera, grown in Uzbekistan produce flavon-3-ols (2, 3)
which have strong antioxidant activity.
References
1. Flora Uzbekistanica, 1969, Editio Academiae Scientiarum UzSSR, Tashkent, Tom IV, p.127-128.
2. Tomaino, A.*, Martorana, M., Arcoraci, T., Monteleone, D., Giovinazzo, C., Saija, A., 2010. Antioxidant activity and phenolic
profile of pistachio (Pistacia vera L., variety Bronte) seeds and skins. J. Biochimie, 92: 1115-1122.
150
Acad. S.Yu.Yunusov Institute of the Chemistry of Plant Substances AS RUz, Tashkent, Uzbekistan
[email protected]
Introduction
There are more than 300 species of Geranium L. genus (Geraniaceae fam.) described in the world, 13 species of
them grow in the territory of Uzbekistan (Flora Uzbekistanica, 1959; Flora of South-Western Tian-Shan, 2010). Plants
of Geranium genus produce phenolic substances: single phenols and their derivatives, flavonoids, catechins and
proanthocyanidins display a wide spectrum of pharmacological effects (Plant Resources, 1988). We studied Geranium
charlesii plant for the first time.
Materials and methods
Aerial parts of Geranium charlesii collected in flowering period on South-Western Hyssar in Surkhandariya region
of Uzbekistan were extracted with 70% ethanol, and the water residue was treated with chloroform, ethylacetate and
n-butanol, successively. Ethyl acetate fraction was subjected to chromatography on silicagel with following gel-filtration
of the obtained fractions of Sephadex LH-20.
Results and discussion
After chromatography gallic acid (1), methylgallate (2), kaempferol (3), quercetin (4), quercetin-3-O--Dglucopyranoside (isoquercetrin) (5), isorhamnetin-3-O--D-glucopyranoside (6), sawaranin (7) were isolated as individual
substances from Geranium charlesii for the first time. The isolated substances were identified by UV-, IR-, NMR 1H and
13
C spectral data, as well as comparing the obtained data to the literature.
OH
R2
O
OR
HO
HO
OH
OH
R3
OR1
OH
OH
OH
HO
O
Sawaranin (7)
References
1. Flora Uzbekistanica, Edition of the Sciences Academy of USSR, Tashkent, v.IV, p.23 (1959)
2. Flora of South-Western Tian-Shan (on the territory of the Republic of Uzbekistan), FAN Edition, AS RUz, Tashkent, 2010,
p.50
3. Plant Resources (in Russian), Nauka Edition, Leningrad, 1988, T.4, p.35-46
151
Acad. S.Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences RUz, Tashkent, Uzbekistan
M. Ulugbek Tashkent National University
[email protected]
1
2
Introduction
Interest of scientists to study the plants of family Lamiaceae is connected to the presence of great variety of biological
active substances. Main investigations were devoted to study the above ground parts, biologically active compounds
isolated from them have led to the creation of a number of drugs (Zainutdinov U.N., 1993), (Akopov U.E., 1977).
Materials and Methods
Object of our investigations were seeds of Lagochilus inebrians Bunge (Lamiaceae). Seeds were collected in 2014 in
Uzbekistan. For investigations methods mentioned in International Practice of Lipidology were applied (Kates M., 1972).
Solvents used were benzene (tb 72-82C), chloroform, hexane, ether.
Results and Discussion
In this report, data on unsaponified substances are presented. They were isolated from free lipids with a yield 1.14 %
of mass unsaponified substances or 0.34 % of seeds. By TLC method on silica-gel in the system using hexane-ether (4:1)
unsaponifi substances were separated into individual components.
Compounds
Hydrocarbons
Triterpenols
Aliphatic alcohols
Sterols
Unidentific. compounds
Rf
Contents, % of mass
unsaponification substances
free lipids
24.41
13.41
7.31
40.65
14.22
0.34
0.18
0.10
0.57
0.20
0.97
0.36
0.47
0.24
Results showed that more than 50 % of unsaponificated substances are biologically active substances: sterols and
triterpenols.
References
1. Zainutdinov U.N., 1993. Diterpenoidy rastenii roda Lagochilus. Dis. Dok., Tashkent
2. Akopov U.E., 1977. Krovoostanavlivayutscie rasteniya. Meditsina, UzSSR. Tashkent, 269
3. Kates M., 1972., Techniques of Lipidology Isolation, Analysis and Identification of Lipids New York, 241
152
Acad. S.Yu.Yunusov Institute of the Chemistry of Plant Substances AS Ruz Tashkent (Uzbekistan),
[email protected]
Introduction
Plants of Anaphalis DC. genus (Asteraceae family) are widespread worldwide. Which are used in folk medicine in
cardiovascular diseases, rheumatism, ascites, headache and respiratory diseases. In the Central Asia, Anaphalis genus is
represented by 11 species (Conspectus Florae Asiae Mediae, 1993), four of them grow in Uzbekistan (Flora Uzbekistanica,
1962).
Materials and methods
The aerial part of A. racemifera collected in flowering period (Pskem river of Tashkent region of the Republic of
Uzbekistan) was extracted with benzol, chloroform and alcohol. Benzol and chloroform extracts were analyzed on
chromato-mass-spectrometer, and ethylacetate fraction of the alcoholic extract was subjected to chromatography on
silica gel column.
Results and discussion
After chromato-mass-spectral analysis 2-cyclopenten-1-on (1.65%) was identified in the benzol extract, and cumen
(0.20%), -fenchene (1.67%), methyl ester of 2-methyl-3-oxo-pentane acid (1.79%), 2-cyclopentene -1-on (1.65%),
2-methyl 2-hexen-4-in (1.19%), 1,1-diphenyl (1.61%), pinane (13.81%) were identified in chloroform extract. In
separation of ethylacetate extraction on column flavonoids were isolated and identified: apigenin (1), apigenin 7-O--Dglucopyranoside (3) (cosmosiin) (2) and 6-hydroxykaempferol 7-O--D-glucopyranoside (3). The isolated flavonoids were
identified by their spectral data (UV-, IR-, 1H and 13C NMR).
This is the first phytochemical study A. racemifera. It may be concluded that the aerial part of A. racemifera is a good
source of these biologically active flavonoids.
OR1
RO
OH
OH
Glp O
HO
OH
OH
3. 6-Hydroxykaempferol-7-O- -D-glucopyranoside
References
1. Conspectus Florae Asiae Mediae, Tashkent, (1993), Vol. 10, . 469
2. Flora Uzbekistanica, Tashkent, (1962), Vol. VI, p. 75
153
Department of Pharmaceutical Botany, Faculty of Pharmacy, Anadolu University, 26470 Eskisehir, Turkey
Department of Pharmacognosy, Faculty of Pharmacy, Anadolu University, 26470 Eskisehir, Turkey
3
Yunus Emre Vocational School, Anadolu University, 26470 Eskisehir, Turkey
1
2
While almost 600 species of Centaurea L. are common around the world, there are 221 species in Europe (1, 2). In
Turkey, after the genus Astragalus and Verbascum, which includes the most species, Centaurea is the third in terms
of the number of species it has (3). Many species of the genus Centaurea have been used in Anatolian folk medicine.
Such as antimicrobial, antifungal, antiinflammatory, antiulcerogenic, antioxidant, antiviral, anti-Helicobacter pylori,
antiprotozoal, anticancer and cytotoxic properties (4, 5).
Aerial parts of C. lycopifolia and C. cheirolopha were hydrodistilled for 3 h using a Clevenger-type apparatus to
produce a small amount of essential oil which was trapped in n-hexane. Oils were analysed by gas chromatography-mass
spectrometry (GC-MS). Caryophyllene oxide (13.4%), spathulenol (12.1%), phytol (6.3%), hexadecanoic acid (6.1%),
nonacosane (6.1%) were the main constituents in the oil of C.lycopifolia and hexadecanoic acid (25.8%), heptacosane
(10.8%), tetradecanoic acid (8.1%), nonacosane (7.7%), phytol (7.4%) were the main constituents in the oil of C.
cheirolopha. Furthermore, hydrodistilled essential oils of C. lycopifolia and C. cheirolopha were subjected to a screening
for their antibacterial activities by using partly modified CLSI methods (6). The oils were demonstrated moderate in vitro
effects against the tested bacterial strains, with MICs in the range of 4.00 to 0.12 mg/mL.
References
1. Brummitt, R. K., 2004, Report of the Committee for Spermatophyta: 54, Taxon, 53 (3), 813-825.
2. Tutin T. G., Heywood V. H., Burges N. A., Moore D. M., Valentine D. H., Walters S. M. and Webb D. A. 1976, Flora Europaea
1-5 Cambridge University Press, London-New York.
3. Wagenitz G. 1986. Centaurea L. in South-West Asia: Patterns of Distribution and Diversity. Proc. Royal Soc., 89 B, 11-21,
Edinburgh, UK.
4. Baytop T. 1999. Therapy with Medicinal Plants in Turkey, Past and Present. 2nd ed. Nobel Tp Basmevi. Istanbul. Turkey.
5. Arif R, Kpeli E., Ergun F. 2004. The biological activity of Centaurea L. species, Gazi niversitesi Fen Bilimleri Dergisi, 17:
149-164.
6. CLSI (NCCLS) M7-A7 (2006). Methods for Dilution Antimicrobial Susceptibility Tests for Bacteria That Grow Aerobically;
Approved Standard, Seventh Edition.
154
Introduction
The genus Acacia (Leguminosae) includes some 1400 species of trees and shrubs throughout the warm arid zone and
semi-arid zones of the world. Acacia nilotica (L) Delile belongs to the subgenus Acacia (Seigler,2003) . It is found mostly
in tropical Africa including Nigeria. The anti-microbial, antifungal and anti-inflammatory properties of the fruits bark, and
aerial parts are well documented (El Nabi et al,1992;.Elizabeth et al,2005;Chaubal et al,2005).
Materials and Methods.
UV spectra were recorded on Shimadzu -160A spectrophotometer, IR spectra were recorded on a Perkin-Elmer
Paragon 500 instrument. NMR spectra were recorded on Bruker Avance III 600. EI-MS were determined on a HP-6890
spectrophotometer, HR-ESI-MS were obtained on an AEI MS-902 mass spectrophotometer. Column chromatography
was performed on columns containing silica gel 60 (40-63m; Merck).
Extraction and Isolation.
The ground stem bark of Acacia nilotica (300 g) was extracted with ethanol (2x2.5L).The solvent was evaporated
to dryness to give 21.9 g of the crude ethanolic extract. The residue was partitioned with chloroform and water. An
aliquot of the chloroform extract (1.2 g) was subjected to silica gel column chromatography eluting with n-hexane and
dichloromethane mixtures to give lupenone (10 mg), and the two new compounds: acanilol A (12 mg) and acanilol B (3
mg)
The new compounds were tested as kinase inhibitors against CDK1, GSK3, CK1 and DYRK1A (Echalier et al, 2008).
Result and Discussion.
Acanilol A was isolated as a yellow amorphous solid its structure was elucidated by comprehensive study of its UV,
IR, NMR and MS.
Acanilol B was also isolated as a yellow amorphous solid; its structure was similarly elucidated using UV, IR, NMR and
MS.
Acanilol B was identified as a DYRK1A inhibitor with an 1C50 of 19M.
References
1. Abd El Nabi OM,Reisinger EC,et al. Antimicrobial activity of Acacia nilotica . J. Ethnopharmacol 1992;37:77-79
2. Chaubal R,Majumdar AM,Misar A,Deshpande NR. Isolation of phenolic compounds from Acacia nilotica with topicalantiinflammatory activities. Asian J Chem 2005; 17:1595-1599
3. Echalier et al. J Med. Chem 2008; 51: 737-751
4. Elizabeth KM,Sireesha D,Rao KN,Rao MVB. Antimicrobial activity of Acacia nilotica. Asian J Chem 2005; 18:191-195
5. Seigler DS Phytochemistry of Acacia . Biochem Syst Ecol 2003; 31: 845-873
155
Introduction
The problems of gastro-intestinal diseases, especially gastroduodenal ulcers require urgent attention. Alhought there
are several antiulcer drugs available they do not fully satisfy the demand of clinicians.
Materials and Methods
Sodium salt of glycyrrizine from Glycyrrhiza glabra is known for its antiinflammatory, antiulcer, antiviral, antitumor,
etc. activites.
Results and Discussion
Earlier it has been shown, that Glycythrinat on parametres of high toxicity in experiments on white mice and rats
at per os introduction. Ulcer on mucous membrane of rat stomach induced by indometacin, ortofen, and rezerpin was
treated using Glycythrinat with expressed antiulcer action (Aminov S.D.2011,2012).
Clinical tests of preparation Glycythrinat were conducted on patients of stomach and duodenal ulcers at the branch
of gastroenterology of the Tashkent Medical Academy.
It revealed, that Glycythrinat possesses antiulcer and anti-inflammatory action. It was found effective with no sideeffects in comparison with De-nol.
The mechanism antiulcer action is connected with suppression of secretory functions of glands of stomach.
References
1. Aminov S.D., Babayeva L.T. 2011. Antiulcer action new derivative acidy of glycyrrhizin. The therapeutic bulletin of
Uzbekistan, 2-3. 179.
2. minov S.D., Babayeva L.T.2012. Search new antiulcer preparations among three sodium salt acidy of glycyrrhizin. Infection,
immunity and Pharmacology. 3. 12-13.
156
Institute of the Chemistry of Plant Substances, Academy of Sciences, Republic of Uzbekistan, Mirzo-Ulugbek str., 77, 100170,
Tashkent, Uzbekistan
[email protected]
Introduction
With the purpose of obtaining of new anthelmintic agents, which have high biological activity and low toxicity a
technology for producing polymer compositions of albendazole with pectin - Alpek in the aqueous solution has
been studied, the formation of which is established by IR spectrometry (Malishev et al., 2005; Sadikov et al., 2013)
The low-frequency shift of the absorption bands of the stretching vibrations of the C = O (about 25 -30 cm-1) of pectin
in the complex compared to the original pectin shows a part of the group in the intermolecular H-bond. Furthermore,
there is a change in the IR spectrum at 3200 -3600 cm-1 region of complex relative to the starting compounds.
Materials and Methods
The aim of our work was developing an analysis method for the complex Alpek.
Quantitative determination of albendazole in the preparation carried out by spectrophotometric method by SF- 46
instrument.
Results and Discussion
As the reference solution 0.1 mol / l of hydrochloric acid is used. In parallel, the optical density of the standard
albendazole solution is measured. Measurement of the optical density of the standard and the test samples is carried out
at a wavelength of 295 nm. The weight fraction of the major substance (X,%) on albendazole was calculated according
to the formula:
D1 * a0 * b
X = ----------------------D0 * a1
Where
D0 - the optical density of the standard sample of albendazole;
D1- the optical density of the test solution; a0- the weight of the standard sample of albendazole, g a1- the weight of
preparation, gb-content of the standard sample of albendazole.
Thus, the quantitative determination method of the major substance in the preparation Alpek was developed.
Acknowledgments
We thank the Academy of Sciences of the Republic of Uzbekistan for supporting this study (Project -11004-2014-0924173853).
References
1. Malishev M,S., Mirzohidov Kh.A., Musaev U.N., Sadikov, T. 2005, Conference of young scientists, Tashkent,Peculiarities of
the complex formation of medamin with pectin in water solution. P 145
2. Sadikov, T., Eshimbetov, A.G., Khvan, A.M., Sagdullaev, Sh.Sh. 2013. X International Symposium on the chemistry of Natural
Compounds, Tashkent, Uzbekistan, p.131.
157
Institute of the Chemistry of Plant Substances, Academy of Sciences, Republic of Uzbekistan, 100170, Tashkent, Uzbekistan
[email protected]
Introduction
Nowadays the pharmaceutical and other branches of industry widely use purified glycerin, which is imported from
abroad. However, the fat and oil industry of Uzbekistan produces only technical grade glycerin (Pimentel at al, 2005;
Thompson 2006).
Materials and Methods
The aim of this work is developing purified glycerin technology from local raw materials - technical glycerin.
Quantitative analysis of the purified glycerin was performed by GLC.
Results and Discussion
In order to develop the technology of purified glycerin, the optimal choice of solvent and purification condition has
been conducted. As we have defined the optimum solvent is ethyl alcohol. For purification of technical glycerin from
ballast substances we used activated carbon BAU at 10: 1 ratio.
Experiments were conducted at 65-75C, reaction time - 1 hour. The reaction mixture was filtered off, ethanol was
distilled, and then the desired product was distilled at 120-135C. The next step was to find the optimal ratio of the
starting material: solvent. Experiments have shown that the optimal ratio a starting material: solvent is 3:1.
We have also developed the methods for the quantitative analysis of the purified glycerin.
On the basis of pilot production of the ICPS a pilot manufacturing for the production of purified glycerin was established .
Using our technology for the production of purified glycerin in Uchkurghan fat mill is planned.
Thus, we have developed the optimal technology for producing of purified glycerin from local raw materials.
Acknowledgments
This work is carried out in the framework of an innovative project in the 2015-2016.
We thank the Academy of Sciences of the Republic of Uzbekistan for supporting this study (Project -6-028).
References
1. Pimentel,D., Patzek, T.W. 2005. Ethanol production using corn, switchgrass, and wood; Biodiesel Production Using
Soybean and Sunflower. Nat. Resources Res.,14(1): 65-76.
2. Thompson,J.C., He,B.B. 2006. Characterization of crude glycerol from biodiesel production from multiple feedstocks.
Appl. Engin. in Agricul., , 22(2):261-265.
158
Institute of the Chemistry of Plant Substances, Academy of Sciences, Republic of Uzbekistan, 100170, Tashkent, Mirzo-Ulugbek
str., 77. Uzbekistan
[email protected]
Introduction
Ibuprofen - a non-steroidal anti-inflammatory drug, which is commonly used as well as aspirin and paracetamol. The
drug is included in the list of vital and major drugs. It has been found that ibuprofen also prevents the growth of cancer
cells and can be used in the treatment of prostate cancer, certain types of colon cancer and other less common cancers
(Brooks et al., 1991; Furey et al 1992 ). Ibuprofen is currently not produced by the pharmaceutical industry of Uzbekistan,
so the development of its technology is actual .
Materials and Methods
The aim of our research was developing of the obtaining technology of pure ibuprofens substance from technical
product. Qualitative and quantitative analyzes of obtained ibuprofen samples performed using HPLC, potentiometry, IR-,
UV-spectroscopy, and etc.
Results and discussion
We have investigated the physico-chemical and technological properties of the substance ibuprofen.
The influence of various factors on the purification process of technical ibuprofen: solubility,
the temperature of the process, the time, the amount of activated carbon is also studied.
It is shown that the purified samples of ibuprofen conform to all requirements of Pharmacopeia.
As a result of researches the production technology of the pure ibuprofen substance from technical raw materials was
developed. On the pilot production of the ICPS a pilot manufacturing for obtaining of pure ibuprofen substance was
established.
This work is carried out in the framework of an innovative project for 2014-2015.
Acknowledgment
We thank the Academy of Sciences of the Republic of Uzbekistan for supporting this study (Project 6--0-15791).
References
1. Brooks, PM., Day, R.O. 1991. Nonsteroidal antiinflammatory drugs - differences and similarities. N Engl J Med; 324: 1716-25
2. Furey SA, Waksman JA, Dash BH. 1992. Nonprescription ibuprofen: side-effect profile. Pharmacotherapy: 12: 403-7
159
Institute of the Chemistry of Plant Substances, Academy of Sciences, Republic of Uzbekistan, 100170, Tashkent, Mirzo-Ulugbek
str., 77, Uzbekistan
[email protected]
Introduction
Nimesulide - a non-steroidal drug with pronounced anti-inflammatory, analgesic, antirheumatic and antifebrifugal
effects. Preparation is applied in rheumatic arthritis, osteoarthritis, arthralgia, fever and pains of various geneses. It is
also used in trauma, postoperative, gynaecological and infectious- inflammatory diseases (Bevilacqua, et al.,1993; Galluci
et al, 1992) .
At present time, the preparation is not produced by the pharmaceutical industry of Uzbekistan and it is imported
from abroad.
Materials and Methods
The aim of this work is the development of industrial purification technology of technical nimesulide. Qualitative and
quantitative analysis carried out by HPLC, potentiometric titration, IR-, UV- spectroscopy, and etc.
Results and Discussion
The investigations on the choice of the optimal, environmentally friendly solvent for dissolving of technical nimesulide
was carried out.
It is shown that nimesulide is readily soluble in ethanol. Therefore, further investigations are carried out using 96%
ethanol.
To develop efficient industrial technology for pharmacopeia pure nimesulide, we studied the influence of various
factors on the process: temperature, the ratio of the starting materials: solvent, the amount of activated carbon, etc.
The next step was studying the crystallization conditions of nimesulide. After filtration from activated charcoal the
alcohol extract distilled by rotary evaporation apparatus till a small volume, poured into crystallizer and allowed to
crystallize.
The crystalline precipitate of nimesulide after washing with small amount of alcohol was dried at 70-750C.
The results of physic-chemical analysis of the nimesulide samples indicate compliance with Pharmacopoeia.
Researches on a bio-equivalencyi acknowledge the receiption of pure nimesulide substance by our elaborated technology
.
Acknowledgment
We thank the Academy of Sciences of the Republic of Uzbekistan for supporting this study (Projects 6--0-15791).
Reference
1. Bevilacqua, M, Magni, E. 1993. Recent contributions to knowledge of the mechanism of action of nimesulide.
Drugs.;46:4071.
2. Galluci, M, Toscani, F, Mapelli, A et al, 1992. Nimesulide in the treatment of advanced cancer pain. Double blind
comparison with naproxen. Arzneimittelforschung.;42:10281030.
160
Introduction
About 300 species of genus Clematis are distributed in the world. However, chemical constituents of Clematis
heracleifolia leaf have not extensively explored, though triterpenoid saponins, flavonoids, alkaloids, lignans, and
coumaris have been reported from other Clematis species (Chawla et al., 2012). This study investigated the chemical
constituents of Clematis heracleifolia leaves.
Materials and Methods
The MeOH extract of C. heracleifolia leaves was successively fractionated into n-hexane, chlorofrom, and n-BuOH.
Repeated column chromatography with silica gel, ODS, and Sephadex LH20 led three compounds (Comp. 1, Comp. 2,
and Comp. 3) from n-BuOH soluble fraction of C. heracleifolia, in the present study. Structure elucidation of isolated
compounds was performed using 1H-, 13C-NMR (600 and 150 MHz; including HSQC, HMBC, and NOESY techniques),
HRTOF-MS, and LC-ESI MS.
Results and Discussion
Compounds 2 and 3 were identified as 9-hydroxylinaloyl glucoside and caffeic acid, respectively, compared with
those of data in the literatures (Uchiyama et al., 1989; Lin et al., 2014). Compound 1 has same molecular formula
with compound 2. Compared NOESY spectrum of compounds 1 and 2 showed that compound 1 is a stereoisomer of
compound 2. This result is considered to be used as chemotaxonomical marker for the classification of genus Clematis.
O
HO
OH
OH
OH
HO
O
OH
OH
OH
COOH
HO
OH
HO
HO
References
1. Chawla, R., Kumar, S., Sharma, A. 2012. The genus Clematis (Ranunculaceae): Chemical and pharmacological perspectives.
Journal of Ethnopharmacology, 143: 116-150
2. Uchiyama, T., Miyase, T., Ueno, A., Usmanghani, K. 1989. Terpenic glycosides from Pluchea indica. Phytochimistry, 28: 33693372.
3. Lin, Z., Fang, Y., Huang, A., Chen, L., Guo, S., Chen, J. 2014. Chemical constituents from Sedum aizoon and their hemostatic
activity. Pharmaceutical Biology, 52: 1429-1434.
161
The Key Laboratory of Plant Resources and Chemistry in Arid Regions and Key Laboratory of Xinjiang Indigenous Medicinal Plants
Resource Utilization, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Urumqi 830011,China
2
Xinjiang Institute of Chinese Material Madica and Ethnodrug, Urumqi 830002,China
[email protected]
1
Introduction
Vernonia anthelmintica (L.) Willd, called Kaliziri in Xinjiang (Northwest of China), is a famous folk medicine used
fortreating diseases. The seeds are used as febrifuge for treating skin diseases like leukoderma (also named vitiligo) in
Traditional Uyghur medicine. There is a Kaliziri injection extracted from Vernonia anthelmintica seeds[1].
Up to date no studies have yet been reported for the fatty acid composition of Vernonia anthelmintica (L.) Willd. seed
oil. Therefore, in this study, seed oil was extracted by supercritieal CO2 fluid (SFE-CO2) and its fatty acid components were
analyzed by GC-MS, which provided the basic data for the further development of Vernonia anthelmintica (L.) Willd.
resource.
Materials and Methods
The Vernonia anthelmintica (L.) Willd. seeds were smashed to powders with diameters about 4.0mm, 50g powders
were weighed and extracted in the extraction pot. During the extraction process, the optimization conditions of this
method were: CO2 fluids used in cycle at the flow rate 7L/min; extraction pressure 35Mpa; extraction temperature 50;
extract period 3 hours.
The chemical structures of components were matched with the National Institute of Standards and Technology
(NIST08) library and the major compounds have been listed in Table 1.
Results and Discussion
Table 1 Major compounds identified from Vernonia anthelmintica (L.) Willd. seed oil
RT(min)
Formula
Chemical constituent
Relative content%
36.821
C22H38O2
Cyclopropaneoctanoic acid
68.318
33.369
C17H34O2
Hexadecanoic acid
20.119
37.494
C18H32O2
9,12-Octadecadienoic acid
3.064
33.783
C19H38O2
Octadecenoic acid
2.980
33.440
C19H36O2
11-Octadecenoic acid
2.381
The components of Vernonia anthelmintica (L.) Willd. seed oil have not been analyzed previously. This study is the
first to extract its seed oil by SFE-CO2. The yield of fatty acid extraction is up to 20%. The GC-MS analysis result showed
that there is 24 kinds of fatty acids in its seed oil and 11 kinds among them is unsaturated fatty acids with high content
(80.7%) of linoleic acid. Therefore, linoleic acid plays an important role in human life for its antioxidative and health care
properties. The seed oil of Vernonia anthelmintica (L.) Willd. in Xinjiang, is a rich source of linoleic acid.
References
1. Chinese Pharmacopoeia Commission.1999.Pharmacopoeia of the Peoples Republic of China,Uyghur Medicine Volume.
First Edition.Xinjiang Science and Technology Press,Urumqi,pp150.
162
Acad. S.Yu.Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent,
[email protected]
Introduction
The comparative study, that was carried out later, has shown that some cycloartane glycosides extracted from the
local species of Astragalus correct an impaired metabolism of the heart muscle. They exibited pronounced myocardial
cytoprotective effect exceed riboxine and mildronat. The positive action of cyclosiversiozide F on myocardial methabolism
was the basis for the study of its effect on blood coagulation. We examined the effects of cyclosiversiozide F on indexes of
blood coagulation in comparison to curantylum widely used in cardiac patients for restoration of rheological properties
under blood disorders.
Materials and methods
Cyclosiversiozide F isolated from Astragalus pterocephalus Bunge [Agzamova M.A., 1986] was orally administered
to animals daily for 7 days at a dose of 10 mg/kg. As the reference preparation we used curantylum (Berlin-Chemie,
Menarini Group) in a dose of 25 mg/kg. The blood coagulation was estimated by tromboelastogramme records obtained
at thromboelastograph Trom-2 in dynamic: initial data, 30, 60, 120, 180 minutes and 24 hours after the first injection,
and then after a six-time income also a day and 5 days after the last injection.
Results and discussion
Results of the research have shown that cyclosiversiozide F causes a decrease of blood coagulation within 30 minutes
after injection. This process reaches maximum in 180 minutes. In this time the grume formation increased for 40%
and the total coagulation time increased up to 93%. Also parameters as maximum amplitude, hypercoagulation index
and the grume elasticity decreased. The hypocoagulation effect of cyclosiversiozide F on the determined parameters
of thromboelastogram significantly weakened at the end of the day after a single administration. However, multiple
administration of cyclosiversiozide F allowed keep low level of blood coagulation. Almost all the parameters of blood
coagulation returned to their original value on the fifth day after withdrawal of the preparation. At the same time
hypocoagulation activity of curantylum started to appear later than in the case of the cyclosiversiozide F and reached a
maximum after a single injection in 120 minutes, and the grume formation time increased up to 30%, as well as the total
duration of coagulation time - by 47%. The maximal amplitude decreased by 6%, the index of hypercoagulation - by 35%,
the coefficient of elasticity of the grume - by 18.5%. The effect of curantylum kept during a day after the termination of
its administration. Administration of curantylum within seven days increased the degree of hypocoagulation greater than
cyclosiversiozide F. The parameters of blood coagulation were significantly shifted toward hypocoagulation effect after
5 days discontinuation of curantylum and cyclosiversiozide F introduction. Thus, cyclosiversiozide F has hypocoagulation
action similar, but weaker than the one of curantylum. The obtained results shown that the use of cyclosiversiozide F in
medical practice as a cardioprotective agent may be promising.
References
1. Agzamova M.A., Isaev M.I., Gorovitz M.B., Abubakirov N.K. Triterpene glycosides of Astragalus and their genins XIX.
Cycloartane compounds and their sterines from Astragalus pamirensis and Astragalus pterocephalus// Chemistry of Nat.
Compounds.- 1986.- No.1.- P. 117-118.
163
Introduction
There are about 150 species of Ferula L. genus (Apiaceae family) widespread over the world more than 45 species
growing in the territory of Uzbekistan. Many species of Ferula are fodder and nectariferous plants, the roots of some
species of the local population used as a source of starch. The aerial part of F. kuhistanica is a source of phytopreparation
kufestrol with estrogenic action, which is used in the poultry to increase the productivity of laying hens (Patent RUz,
2008).
Materials and methods
We used methods of qualitative and quantitative analysis of the monosaccharide composition of polysaccharides
using HPTLC and GLC, analytical method for determination of the degree of pectin esterification, IR-, chromato-mass
spectroscopy.
Results and discussion
After separation of esters and terpenoid alcohols from F. kuhistanica cake water-soluble polysaccharide (WSPS) and
pectin (PS) were identified by known method with a yield of 8.2 and 8.6%, respectively. Monosaccharide composition of
WSPS has shown the presence of Ara, Gal, Glc in a ratio of 4.5: 1.0: 4.3, and UAc. The molecular weight (MW) is equal to
36 000 Da. Pectin consists of Ara, Xyl, Gal in a ratio of 1.0: 1.0: 1.0 and GalUA and relate to high esterificated pectins with
the degree of esterification of 77% (Yarkulov Z.I. and et al., 2011).
Investigation of the biological activity of isolated polysaccharides displayed their anticoagulant and prebiotic activities,
pectin polysaccharides exhibited prebiotic activity comparable with the activity of lactulose (Duphalac preparation).
The greatest accumulation of biomass of bifidobacteria was observed after addition of the polysaccharide pectin of
F.kuhistanica into the culture medium. All these results suggest that the investigated polysaccharides isolated from the
aerial part of F.kuhistanica are prospective in development as a new effective drug.
references
1. Yarkulov, Z.E., Malikova, M. Kh., Rakhmanberdyeva, R.K. 2011. Carbohydrates from the aerial part of Ferula kuhistanica and
F. tenuisecta plants. Chemistry of Natural Compounds 2, P. 244-245
2. Patent RUz IAP 04,422 Method for producing of estrogenic agent / Khalilov R.M., Mamatkhanova M.A.,
Mamatkhanov A.U., Kotenko L.D., Akhmedhodjaeva Kh.S., Saidkhodjaev A.I., Sagdullaev Sh.Sh., Nigmatullaev A.M., Abdullaev
N.D., Syrov V. N., Nazrullaev S.S., Khushbaktova Z.A.
164
Uzbek Scientific Research Chemical - Pharmaceutical institute named after A.Sultanov (Uz KFITI) 40, Durmon yuli str.,
Tashkent 100125, Uzbekistan
2
Institute of the Chemistry of Plant Substances, Academy of Sciences, Republic of Uzbekistan, M. Ulugbek str., 77, Tashkent.
[email protected]
1
Introduction
Sucrose reducing activity of dry extracts of the following 8 local herbs: tubers of a girasol, grass of Alhagi pseudoalhagi,
herbs of Ajuga turkestanica, nettle leaves the two-blast furnace, roots of a burdock big, roots of chicory ordinary, roots
of a glycyrrhizin naked, hips, created new hyperglycemic medicine antidiabethol.
Materials and Methods
Dry extracts of the above plants are crushed and sift through a sieve for leaves and a grass - the size of 7 mm, for
tubers, roots - the size of 5 mm, for fruits to the size, 5 mm.
Triple extraction of the crushed raw materials with hot water (70-80C) in the ratio 1:30 (the first extraction), 1:15
(the second extraction), 1:7 (the third extraction) within 2 hours. The water extracts were combined and concentrated
by a water distillation at a temperature of 70 C under vacuum. Dry extracts yields were from 21% to 30% (U.M. Azizov,
2011).
Dry extracts were obtained at a ratio by %:
Helianthus tuberosus
Arctium lappa
10 15
10 15
Alhagi pseudalhagi
10 14
Cichorium intybus
Ajuga turkestanica
11 14
Glycyrrhiza glabra
11 14
Rosa canina
11 13
Urtica dioica
11 14
11 15
Pharmacological toxicological researche of sucrose reducing activity of the received composition on model of the
experimental hyperglycemias at rats caused by intra belly introduction hypertensive glucose solution in a dose of 4,5 g/
kg and on the course of alloksanovy diabetes of the alloksan caused by introduction animal once, hypodermically in a
dose of 170 mg/kg.
Results and Discussions
The most expressed hypoglycemic effect is noted in a part of composition consisting of equal amounts of dry extracts
of 8 specified plants in a dose of 100 mg/kg for 60 min. definition, thus is observed decrease of the level of sucrose
in blood for 42,6% in relation to the control. The conditional name antidiabetol is appropriated to this structure of
composition. The preparation antidiabetol in a dosage form of a capsule 0,4 g is recommended as a phytopreparation
for prevention and treatment of diabetes of the II degree.
References
1. U.M. Azizov, U.A. Khadjieva, D.U. Madjitova, D.A. Rakhimov, L.G. Mezhlumyan, S.A. Salikhov 2011. Chemical composition
and properties of dry extract of the roots of Cichorium Intybus L. Pharmaceutical journal, 3: 58-60.
165
Introduction
Artemisia annua L. produces biologically active terpenoids, in particular sesquiterpene lactones artemisinin (1),
arteanuine B (2). Artemisinin and its derivative are used in medicine a high effective antimalarial and antitumor drugs
(Efferth, 2005; Li N. et al., 2001).
In our phytochemical research,h we have found important population of A. annua containing high quantities of
sesquiterpene lactones artemisinin and arteanuine B (0.7-0.8%) that grows in Fergana valley of Uzbekistan.
H
O
O
O
O
1 O
O
O
2
166
Introduction
Tanacetopsis karataviensis S. Koval (Asteraceae) is a perennial subshrub of height 60 cm. This species of Tanacetopsis
has not been investigated before. We investigated the composition of secondary metabolites of the aerial part of T.
karatavienis.
Materials and methods
The aerial part of T. karatavienis were collected in flowering period in surroundings of Nurata mountain ridge in
Jizzakh region of Uzbekistan. A sesquiterpene lactone of formula C15H18O4 (1) with melting point 146oC was isolated from
the chloroform fraction of alcohol extract by column chromatography. Clear monocrystals of the isolated substance were
prepared for X-ray investigation by growing from benzene-ethyl acetate (9:1). Parameters of the elementary cell of the
crystal 1 were determined and specified on the diffractometer CCD Xcalibur Ruby (Oxford Diffraction) using CuK-rays
(E 300 L, graphite monochromator). Intensities of independent reflections were evaluated on the same diffractometer
(-scanning). Structures were decoded by direct methods in the frame of programs SHELXS-97, calculations for the
structures precision were made in the program SHELXS-97 (G.M. Sheldrick, 2008).
Results and discussion
The comparison of the spectral data to the literature ones shown that lactone 1 is the spatial isomer of
isoepoxyestafiatine (2) (Ponomaryov, D.L. et al. 1997).
The structure of lactone 1 was established by X-ray analysis as 3,4;1,10-Diepoxy-guai-11(13)-en-6,12-olide. The
spatial structure of the molecule 1 is shown on Fig.1.
O
H
1
O
O
167
Acad. S. Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan,
Tashkent, Uzbekistan
[email protected]
Introduction
Stress is the nonspecific reaction of an organism targeted on increasing of resistance and adaptation in response to the
changing conditions and adverse effects of environment. However, if the living organism subjected to stress of big force,
a total mobilization of metabolic resources may lead to death or serious damages. Therefore, stress has only relatively
protective character, and development of the medicines with antistressor effect is the actual task of pharmacology
[1]. It is known that many steroid and polyphenolic compounds positively influence on metabolism and inhibit the
processes of lipids peroxidation (POL) [2,3]. We approved phytoecdysteroids ecdysteron, turkesteron, cyasteron from
Ajuga turkestanica, cycloartane glycosides askendozide D and cyclosyversiozide F from Astragalus tashkendicus and
Astragalus pterocephalus, and the sum of flavonoids from Vexibia alopecuroides (luteolin, glabrol, ammotamnydin,
vexybinol etc.) as potential adaptogens.
Materials and methods
Male white rats weighing of 180-200 g were used in experiments. The stress was called by immobilization of animals
placed on a back within 16 hours. The studied compounds were administered before start of the experiment in doses of
10-50 mg/kg per os.
Results and discussion
In the control groups the body weight of animals decreased rapidly (up to 10%). The muscular and vascular tones
inhibited, hemorrhages and ulcerations of mucous membranes of a digestive tract appeared. Acidosis, hypochloremia,
hypercalcemia, and eosinopenia developed. Involution of timus and lymphoid tissues, impairment of biochemical
processes and activation of lipids peroxidation processes in myocardium and liver were observed. The studied
phytoecdysteroids and cycloartane glycosides showed expressed antistressor effect on animals in experiments. It wasnt
observed so rapid decreasing of body weight, reduced mass of thyroid gland and spleen repaired, the increased mass
of adrenal glands and dystrophy of mucous membranes of the digestive tract decreased, the content of cholesterol and
ascorbic acid raised in adrenal glands under their influence. The studied sum of flavonoids was shown similar action,
with just one difference in weaker influence on the restoration of metabolic processes, but direct antioxidant action
was developed more, than under influence of the tested steroid compounds. The result shown, that phytoecdysteroids,
cycloartane glycosides and flavonoids may be considered as perspective natural substances with antistressor action.
References
1. Bobkov Yu.G., Vinogradov V.M., Katkov V.Ph., Losev S.S, Smirnov A.V. Pharmacological Correction of Tiredness. M.:
Meditsina, 1984, ill.
2. Lafont R. Ecdysteroids and related molecules in animals and plants // Arh. Insect Biochem. Physiol.
3-20.
3. Mamatkhanova M.A., Khalilov R.M., Syrov V.N., Mamatkhanov A.U., Kotenko L.D., Sotimov G.B., Madrakhimov Sh.N.
Technology for cinaroside production from the aerial part of Ferula varia and evaluation of its hypoazotemic activity //
Pharmaceutical Chemistry Journal. New York, 2009. - 43 (3). P.160-162.
168
Introduction
Analysis of wheat represents important information about quality properties of the product. As known, quality of
the wheat depends on the composition of carbohydrate- amylase and protein- proteinase complexes ( Auerman, 2005,
Chernih, 2003).
Materials and methods
Different kinds of flour produced from the wheat harvest of 2014 year. For the investigation, methods mentioned
international laboratory practice has been used (Auerman, 2005, Puchkova, 2004).
Results and discussion
Results of investigation of technological and biochemical features of the wheat cultivated in agro-climatic conditionals
in Tashkent and Sirdariya region of Uzbekistan and their changes during baking of bread will be presented. The
characteristic of enzyme activities governing the properties of gluten was established. The estimation of carbohydrateamylase complex (number of falling, formation of CO2 during fermentation of dough and viscosity of starch solution) of
the investigated samples of wheat flour is given in Table 1.
Table 1. Characteristic of carbohydrate-amylase complex in different samples of the wheat flour.
Name of product
Sample of flour
Sample of flour
Sample of flour
Sample of flour
1
2
3
4
The data obtained can define changes in carbohydrate-amylase complex and the baking properties of the wheat is
probably influenced by agro-climatic conditions and especially the sun insulation.
References
1. Auerman, l.Ya., 2005. Technology of baking processing. Petersburg.
2. Chernih, V.Ya., Shirshkov, M.A., 2003. The regulation of carbohydrate-amylase complex conditions in the wheat flour. Press
MGUPP, Moscow.
3. Puchkova, L.I., 2004. Laboratory practicum at the technology of baking processing. Academic Press, Petersburg.
169
Acad. S. Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, 100170
Tashkent, Uzbekistan,
[email protected]
Introduction
Helminth infections in many regions of the world are often encountered serious diseases. Currently existing and
widely used synthetic anthelmintic drugs have many side effects, to some of them have developed resistance. At the
same time, the experience of folk medicine in many countries have shown high efficiency of application in certain
types of helminthes invasions of phytopreparations. It is important that infusions and extracts of plants (the individual
substances of different classes, extracted from them) aside from anthelmintic effect, have a number of other positive
impacts on macroorganism.
Materials and methods
Experiments were carried out to evaluate the effect of steroid genins and their glycosides of spirostan and furostan ranks,
phytoecdysteroids, cycloartane glycosides, lactones and flavonoids isolated from plants and enter the animals doses of 10 50
mg/kg on the viability of Aspiculuris tetraptera (aspikuluriasis of mice is an adequate model of enterobiasis), Hymenolepis nana
and Opisthorchis leirneus. Experimental models of aspikuluriasis, hymenolepiasis and opisthorchiasis were obtained by oral
infection of the animals invasive eggs of respective pathogens. Efficacy was determined by calculating the average number of
detected helmints and intens-effectiveness (IE).
Results and discussion
For some steroid genins and their glycosides of spirostan ranks (tigogenin, uccogenin, alliospirozid B, karataviozid
A etc.) isolated from plants of the genus Allium, IE against H. nana was 40,4 68.2% and against A. tetraptera 28,6
39,2%. IE of phytoecdysteroids ecdysterone and ciasterone isolated from Ajuga tukestanica against H. nana was
52.8 - 59.6%, against Opisthorchis leirneus 35.8 42.4%, as against A. tetraptera 31.8 47.6%. It is important that the
phytoecdysteroids also have adaptogenic and immune-stimulating action. IE of cycloartane glycosides cyclocarpozid
and ciclosiversiozid E, isolated from Astragalus coluteocarpus and A. pterocephallus is against H. nana 59,6 62,7%,
and against A. tetraptera 44,5 45,9%. We identified interferoninduces, radioprotective and cardiotropic activity of
compounds of this class. Lactones badchizin and austricin isolated from Ferula oopoda and Artemisia leycodes, which
has a significant anti-inflammatory, hypocholesterinemic and choleretic activity shows IE against H. nana 76,2 78.4%
and against Opisthorchis leirneus 17.3-72.4%, as against A. tetraptera 68,4 74,6%. In the study in the respective
plan of compounds of flavonoid structure lehmanin and ammothamnidin, isolated from Ammothamnus lehmannii and
having high antioxidant, antiulcerogenic and hepatoprotective activity, IE was against H. nana 52.8 92.1%, and against
A. tetraptera 39,2 58,6% (IE of ammothamnidins against Opisthorchis leirneus 42.8%). It should be noted that all the
studied substances is practically non-toxic.
Conclusions
Thus, the work opens up the perspective of creating on the basis of some of the studied substances new effective
anthelmintic drugs.
170
Namangan State University, Namangan, Uzbekstan, Surgut State University, ul. Energetikov 22, Surgut, Russia,
S.Yu. Yunusov Institute of the Chemistry of Plant Substances AS RUz
[email protected]
1
2
Introduction
Skullcap (Scutellaria L.) - a genus of Lamiaceae family includes about 350 species in world. Many of them are used in folk
medicine for the treatment of epilepsy, allergies, neurosis, hypertension and other diseases. Data on the study of natural
components of hexane and chloroform extracts of the aerial parts and roots of S. comosa are given.
Materials and Methods
Air-dry chopped raw material was extracted sequentially with hexane and ethyl acetate in a Soxhlet apparatus. The
extracts were purified on a silica gel column and subjected to GC instrument Crystal 2000-M. The main components of
the mixture were determined by the method of gas chromatography- -mass spectrometry apparatus Perkin Elmer Clarus
500. The identification of substances was performed using databases of mass spectra of NIST-2005.
Results and Discussion
A total of more 70 non-polar compounds were identified. The composition of hexane and chloroform extracts
detected hydrocarbons (nonane, 3,8-dimethylundecane, 6-ethyl-2-methyldecane, 2,6,10-trime- thyldodecane,
2,6,11-trimethyldodecane, pentadecane, hexadecane, heptadecane, octadecane, 2-methyl- octadecane,
2-methylnonadecane, eicosane, 2-methyleicosane, heptacosane, tetracosane, heneicosane, nona-decane, octacosane,
docosane, tetra-tetracontane, hexatriacontane, hentriacontane, 2,6,10,15-tetra- methylheptadecane), alcohols
and epoxydes (Z-10-pentadecen-1-ol, 1-heptatriacotanol, tetradecyloxirane, hexadecyloxirane, heptadecyloxirane),
aldehydes and ketones (2-butanone, hexanal, octanal, nonanal, (Z)-2-heptenal, (E)-2-decenal, tetradecanal, pentadecanal,
hexadecanal, 14-methyl-(Z)-8-hexadecenal, 6,10,14-trimethyl-2-pentadecanone), carboxylic acid and its esters
(hexanoic acid, n-hexadecanoic acid, cis-vaccenic acid, tetracosanoic acid, isopropyl myristate, methyl hexadecanoat,
ethyl hexadecanoat, i-propyl 14-methyl-pentadecanoate, ethyl docosanoat, 1-docosanol, acetate, tricosyl acetate,
decanedioic acid dibutyl ester, heptadecyl heptadecanoat, ethyl benzoat, cyclohexyl hexadecanoat, phthalic acid butyl
undecyl ester, phthalic acid diisooctyl ester, phthalic acid cyclobutyl isobutyl ester, phthalic acid butyl 2-ethylhexyl ester,
phthalic acid butyl 8-methylnonyl ester), phenols (2-methoxy-4-vinylphenol, vanillin, (4-hydroxy-3-methoxyphenyl)ethanone, 7-methoxy-2H-1-benzopyran-2-one), steroids (cholesta-4,6-dien-3-ol, stigmast-3,5-dien-7-one, stigmast5,22-dien-3-ol acetate, 9,19-cyclolanostan-3-ol acetate), terpenoids (andrographolide, drimenol, caryophyllene oxide)
and other compounds.
Many of the identified compounds are found in the composition of non-polar components of medicinal plants
(Paarakh P. M., 2014).
References
1. P. M. Paarakh. Analysis of oil composition of the benzene extract of Coriandrum sativum Linn fruit by soxhlation and
maceration technique. Inter. J. Phytotherapy, V. 4, N 4, 154-161 (2014 ).
171
1
2
Saponins are secondary metabolites which are widely distributed in the plant kingdom. They act as a chemical barrier
or shield in the plant defense system to counter pathogens and herbivores. The saponin structure, which can easily exceed
molecular weights of 1000 Da, is built up of a polar section which is characterized by at least one sugar unit or chain
connected to the less polar aglycone (sapogenin) which can be roughly classified as triterpene or steroidal character.
Saponins have been ascribed a number of pharmacological actions, the important ones being permeabilizing of the cell
membrane, decreasing of serum cholesterol levels, stimulation of luteinizing hormone release leading to abortifacient
properties, immunomodulatory potential via cytokine interplay, cytostatic and cytotoxic effects on malignant tumor
cells, adjuvant properties for vaccines as immunostimulatory complexes, inhibition of adipogenesis, and synergistic
enhancement of the toxicity of immunotoxins.
Gypsophila arrostii was collected from Isparta province in 2013. Saponin compound was isolated by HPLC method.
Molecular weight of compound was recorded at a ESI-TOF-MS at negative ion mode. 2D NMR spectrums was used to
elucidate the saponin compound.
A new acylated saponin compound-GS1, an amorphous powder, had a molecular formula of C80H120O38 determined
by positive ion mode ESI-TOF-MS (at m/z 1690.72) [M+H]+ as well as 13C NMR data. Its IR spectrum featured strong
absorbtion at 3390 cm-1 relating to the hydroxyl groups. The ESI-TOF-MS spectrum of GS1 showed fragment ion peaks at
m/z 1557 (M+H-132), 1527 (M+H-162), 1395 (M+H-162-132), which suggested the sequential loss of two pentose and
one hexose moiety.
References
1. Vincken, P. L., Heng, L., de Groot, A. & Gruppen, A. 2007. Saponins, classication and occurrence in the plant kingdom.
Phytochemistry, 68: 275-297.
172
Introduction
Polyizoprenoids of cotton leaves were established as effective biostimulant Uchkun which allowed the State Chemical
Commission of Uzbekistan for use as a plant growth promoter on cotton, cucumbers and tomatoes (The certificate
number 1a 522 from 06.04.2012, Musaeva,G.V., 2003).
Materials and Methods
To increase the range of domestic products from waste products of Uchkun, received the new preparation named
Retkil. We studied the effect of the Retkil in three concentrations (0.01, 0.05, 0.001 %) on cotton (variety of Namangan-77)
in the field by pre-sowing seed moisture. The experience was laid on the farm Arofat Ziyo Nur Buka district of Tashkent
region. The drug is used as a reference Vitavaks. Account Area 50 m2 plots.
Results and Discussion
The results showed that the most active was 0.001% concentration of the Retkil. Its use has contributed to the
increase of energy and germination of cotton. This version of this figure exceeds by 4.5% and was at the level of the
reference. It was also found that pre-sowing treatment of seeds of cotton Retkil stimulates plant growth by 10-12 cm
compared with the control enhances the formation of fruits, prevents subsidence. The positive impact of the studied
stimulator is noted on biometrics test plants. The productivity of Retkil at concentration 0.001% was 37.97 t / ha, which
led to a yield increase by 3.02 t / ha in relation to the control and 0.12 t / ha in relation to the standard Vitavaks (5.0 l /
ts). Field studies indicate growth-regulatory activity of the drug Retkil.
References
1. The certificate number 1a 522 from 06.04.2012 on the application as a stimulator of growth and development and
improve productivity of preparation Uchkun on tomatoes and cucumbers.
2. Musaeva,G.V., Mamatkulova,N.M., Khidyrova,N.K Karimov,R.K., Shakhidoyatov.Kh.M. 2003. Optimization of the process of
isolation the amount of izoprenoid cotton leaves. Uzb.Chem. J.- Tashkent. N2, 44-47.
173
Acad. S.Yu.Yunusov Institute of the Chemistry of Plant Substances AS Ruz, Tashkent, Uzbekistan
[email protected]
Introduction
Seven species of Alhagi genus are described worldwide, and five of them grow on the territory of the Central Asia
and Uzbekistan: Alhagi pseudalhagi, A. sparsifolia, A. canescens, A. kirghisorum, A. persarum. It seems that the Central
Asia may be considered as a centre of origin of specific diversity, in which the most number of landscape species are
concentrated (5 from 7 species of Alhagi genus) (Flora Uzbekistanica, 1995). Two species: Alhagi pseudalhagi and A.
sparsifolia had been phytochemically investigated and it was shown that these species produce biologically active
phenolic substances (Alimova et al., 2010; Malik et al., 1997) and terpenoids (Mamatkulova et al., 2012). The results of
phytochemical investigation of Alhagi canescens (Regel) Shap are provided in this report.
Materials and methods
The aerial part of A. canescens collected in flowering period (surroundings of Togay village of Uzbekistan region of
Fergana province of the Republic of Uzbekistan) was extracted with 70% water ethanol. Seven individual compounds
were isolated after ethylacetate fraction of alcohol extract separation on silicagel (silicagel 150/200 mesh) followed by
separation of the obtained fractions on Sephadex LH-20.
Results and discussion
After chromatography kaempferol (1), quercetin (2), isoquercetrin (3), rutin (4), narcissin (5), (+)-catechin (6) and
(-)-epygallocatechingallate (7) had been isolated from Alhagi canescens for the first time. These substances were
identified by their spectral data (UV-, IR-, 1H and 13C NMR).
OH
R1
HO
OH
HO
O
R
R
OH
OH
R1
OH
6. (+)-atechin: R=
OH; R1=H
7. (-)-Epigalloatechingallate: R=
Galloyl; R1=OH
References
1. Flora Uzbekistanica, Tashkent, (1955), V III, p.744-749.
2. Alimova D.F., Nishanbaev S.Z., Kuliev Z.A., Vdovin A.D., Abdullaev N.D. and Aripova S.F., 2010, New oligomeric
proanthocyanidins from Alhagi pseudalhagi, Chemistry of Natural Compounds, 46: 357-362.
3. Malik A., Kuliev Z.A., Akhmedov U.A., Vdovin A.D., and Abdullaev N.D., 1997, Catechins and proanthocyanidins of Alhagi
sparsifolia, Chemistry of Natural Compounds, 33: 174-178.
4. Mamatkulova N.M., Alimova D.F., Nishanbaev S.Z., Mukarramov N.I., Khidyrova N.K., 2012, Neutral substances from Alhagi
pseudalhagi, Chemistry of Natural Compounds, 48: 908-909.
174
Acad. S. Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent,
Uzbekistan
[email protected]
Introduction
Polygonum genus is represented in the flora of the Central Asia by 57 species (Plant reference book, 1971), 44 of
them growing in Uzbekistan (Flora Uzbekistanica, 1955).
Plants of Polygonum genus are a rich source of biologically active phenolic substances (phenolcarbolic acids,
flavonoids, proantocyanidines) (Plant resources of USSR, 1985). Results of investigation of the hexane and benzene
extract components of Polygonum coriarium Grig. roots and aerial part using chromato-mass-spectral analysis are
represented in this report.
Materials and methods
The plant raw materials (roots and aerial part) were collected in flowering period on Pskem river, Tashkent region,
Republic of Uzbekistan in 2014. Grinded roots and aerial part (separately) were extracted consequently with hexane
and benzene. The obtained extracts were analyzed on gas chromatograph Agilent 7890A GC with quadrupole massspectrometer Agilent 5975C inert MSD as detector.
Results and discussion
The results obtained in analyses of hexane and benzene extracts are provided in the table.
Table. Composition of components of hexane and benzene extracts of aerial part and roots of Polygonum coriarium
plants
Aerial part P.coriarium
Component
RT, min.
Roots P.coriarium
Hexane extract
7,8-Epoxy--ionone
39.302
39.481
-Glyceryl linoleate
46.226
47.609
71.7 (78)
10.7 (91)
26.4 (83)
86.7 (76)
Benzne extract
-Xylene
3.942
-Xylene
4.397
Cumol
5.067
(5)-5-Octadecene
22.695
33.215
42.481
3-Tetradecyn-1-ol
43.145
1.9 (94)
1.1 (91)
0.9 (80)
1.5 (87)
38.5 (52)
86.39 (81)
24.2 (50)
It should be noted that the abovementioned components were identified in Polygonum coriarium for the first time.
References
1. Plant reference book of the Central Asia, 1971, FAN Publishers, UzSSR, Tashkent, p.218-219
2. Flora of Uzbekistan, 1953, AS RUz Publishers, Tashkent, V.2, p.98, 172, 201
3. Plant resources of USSR, Nauka Publishers, 1985, Leningrad, V.1, p.260
175
JSC International research and production holding Phytochemistry, Republic of Kazakhstan, Karaganda
[email protected]
Introduction
From 70 groups and classes of plant substances known at the present time the chemical screening is conducted only
in 10 classes of compounds, for there are no reliable and quick express methods of determination of the content of other
compounds in plant raw material. Involving other classes of biologically active compounds in the chemical screening is
an important reserve for acceleration and efficiency of drugs search in plants.
Among the most important classes of natural compounds there is a large group of plant origin terpenoids and among
them the greatest interest is attracted to sesquiterpene lactones possessing antitumor, antiviral, immunostimulatory,
antifungal, antimicrobial, anti-inflammatory, antimutagenic, growth-stimulating, antifeedant activity. The search for
new sesquiterpene lactones, the study of their physiological action makes possible to create efficient, environmentally
friendly and essentially new pharmacological preparations.
Materials and methods
Extraction, supercritical carbon dioxide and ultrasonic extraction, crystallization, adsorption column chromatography,
flash chromatography, thin-layer chromatography, centrifugal partition chromatography, high-performance liquid
chromatography, physicochemical methods (IR, UV, mass, NMR 1, 13, two-dimensional NMR 1-1, 13-1 spectroscopy),
X-ray analysis.
Results and discussion
At JSC International research and production holding Phytochemistry in the last 5 years were collected over 320
species of plants growing on the territory of Kazakhstan. On the content of sesquiterpene lactones were studied 92
species of plants of Kazakhstan flora. As perpective sources of sesquiterpene lactones according to chemical screening
were identified 61 species of plants the representatives of the genera Achillea, Ajania, Artemisia, Centaurea,
Chartolepis, Crepis, Handelia, Hieracium, Ligularia, Lepidolopha, Inula, Jurinea, Phalacrachena, Pulicaria, Rhaponticum,
Saussurea, Stizolophus, Tanacetopsis and Tanacetum of the family Asteraceae Dumort. For the first time was conducted
the chemical study of more than 10 endemic plant species: Artemisia filatovae A.Kuprijanov sp.nova, Artemisia
aralensis Krasch., Artemisia halophilla Krasch., Artemisia karatavica Krasch., Artemisia semiarida (Krasch. et Lavr.) Filat.,
Artemisia succulenta Ldb., Artemisia radicans A.Kuprijanov sp.nova, Artemisia turanica Krasch., Lepidolopha karatavica
Pavl., Phalacrachena calva (Ledeb.) Iljin, Rhaponticum karatavicum Rgl et Schmalh., Tanacetum scopulorum Krasch,
Tanacetopsispjataevae(Kovalevsk.) Karmysch.
Of the plants mentioned for the first time were isolated and identified over 20 sesquiterpene lactones, including 3 new
(arhalin, 3-deoxy-arhalin and 3-oxo-10-hydroxy-5,7 (H), 6 (H) -guaia-1 (2), 11 (13) -dien-12,6-olide), as well as argracin,
arglabin, argolid, artefin, achillin, 8-acetoxytaurine, 8-hydroxytaurine, herbolid A, grossmizin, 8-deoxycumambrine,
izoepoxyestafiatin, ludartin, parthenolide, raserolide, taurine, tatridin A, tatridin B, santamarin, -santonin, hanfillin,
cynaropicrin, cebellin G, epoxyparthenolide.
Conclusion
Isolated sesquiterpene lactones and their derivatives were studied for antiviral, cytotoxic, hypolipidemic, antibacterial,
fungicidal, antiparasitic, antimutagenic and phagocytosis stimulating activities.
176
Department of Pharmaceutical Botany, Faculty of Pharmacy, Anadolu University, 26470 Eskisehir, Turkey
Department of Pharmacognosy, Faculty of Pharmacy, Anadolu University, 26470 Eskisehir, Turkey
[email protected]
1
2
Introduction
Glaucosciadium cordifolium (Boiss.) Burtt et Davis is a monotypic plant of the family Apiaceae growing in the
Mediterranean region. Plant is glaucous, erect, branched perennial and 40-150 cm long. It has an acrid smell when
bruised. It grows stony river banks, slopes and chalk screes of south and central Anatolia and the flowering time is from
August to September (Hedge and Lamond, 1972). Plant is locally known as ar otu and Sakar otu in the regions
where it grows and its roots mixed with honey used as aphrodisiac in Turkish folk medicine (zhatay and Koak, 2011;
Gner et al., 2012).
Materials and Methods
G. cordifolium was collected from Ktahya province of Turkey in 2014. The voucher specimens are kept at the
Herbarium of the Faculty of Pharmacy, Anadolu University, Eskisehir, Turkey (ESSE 15001). Dried herbal parts were
water-distilled for 3 h using a Clevenger-type apparatus to produce oil and analyzed by gas chromatography (GC) and gas
chromatography/mass spectrometry (GC/MS) systems, simultaneously.
Results and Discussion
23 compounds were identified from the oil of G. cordifolium representing 98.7% of the total oil. The major components
were characterized as sabinene (% 42.1), - pinene (% 17.1) and -phellandrene (% 10.1). Baer et al. (2000) analyzed
essential oil of G. cordifolium collected in Konya province of Turkey and they had reported the major components as
limonene (39.7%), -pinene (12.3%) and -pinene (10.3%).
References
1. Baer, K.H.C., zek, T., Demirci, B, Duman, H. 2000. Composition of the essential oil of Glaucosciadium cordifolium (Boiss.)
Burtt et Davis from Turkey. Flavour Fragr. J., 15: 45-46.
2. Gner, A., Aslan, S., Ekim, T., Vural, M., Baba, MT. 2012. Trkiye Bitkileri Listesi (Damarl Bitkiler). Nezahat Gkyiit Botanik
Bahesi ve Flora Aratrmalar Dernei Yayn, stanbul.
3. Hedge, C. and Lamond J. M. 1972. Glaucosciadium, In: Davis, P.H. et al. (eds.),Flora of Turkey and the East Aegean Islands,
University Press, Edinburgh, Vol. 4, p. 514.
4. zhatay, N., Koak S. 2011. Plants Used for Medicinal Purposes in Karaman Province (Southern Turkey). J. Fac. Pharm. stanbul,
41 .
177
1
2
The research involved phytochemical screening, antibacterial activities and mineral determination by flame
photometry of the crude extract of Byrsocarpus coccineus Schum indeed were carried out. The result of phytochemical
screening reveal tha saponins, alkaloids, cardiac glycosides, and anthraquinones were present. This suggest that the
plant extract could be used as anti-imflammatory and anti-bleeding agents. Estimation of mineral content show that the
crude extract of B. coccineus contains 0.73 (Na+), 1.06 (K+) and 1.98 (Ca+) which justifies its use to be safe for hypertensive
patient and could be used to lower blood pressure. The antibacterial properties of aqueous and ethanol extract were
studied against some bacteria; pseudomonas aeruginosa, Escherichia coli, Bacilus subtilis, Klebsilla penmuoniae by
disc diffusion method. The aqueous extract showed significant activity against the organisms while the ethanol at
concentrations 5-10mg/ml ethanol extract showed significant zone of inhibition against the organisms., E. coli, (19 mm),
B. cereus (12 mm), P. aeruginosa (11 mm), K. pnemuoniae (11 mm). Minimum inhibitory concentration (MIC) was carried
with considerable effect of inhibition on the organisms. The MIC values observed were 1, 24, 16 and 19 mm against
E. coli, B. cereus, P. aeruginosa and K. pnemuoniae respectively. Therefore, the plant could be a potential source of
antibacterial agent although more pharmacological and clinical study may be recommended.
178
1
2
This project involved screening for antibacterial activity, Phytochemical and mineral properties of leptadenia hastata
by flame photometry. The result of Phytochemical screening reveal that the presence of Flavonoids, Tannins, Saponins,
Alkaloids, Steroidal, and anthraquinones while the cardiac glycoside was absent. This justifies the plant been used as
anti-bleeding and anti-inflammatory agents. The result of flame photometry revealed that 1.85 % (Na), 0.65 % (K) and
1.85 % (Ca) which indicates the safe nature of the plant extract as such could be used to lower high blood pressure.
The antibacterial properties of both the aqueous and ethanolic extract were studied against some bacteria, Escherichia
coli, Bacillus Cercus, pseudomonas aeruginas and Entero bacteria erogegens, by disc diffusion method and the result
reveals that there is a very good activities against the organism while the ethanolic extract at concentration 1.0 1.2
mg/ml. the ethanolic extract showed in considerable zone inhibition against bacterias; Escherichia coli, Bacillus Cercus,
pseudomonas aeruginosa and klebsella pnemuoniae. Minimum inhibitory concentration (MIC) and minimum Bacterial
concentration (MBC) were conducted with fairly good significant effect of inhibition on the organism therefore plant
extract could be a potential source of antibacterial agent.
179
Introduction
The 1-ariltetrahydroisoquinoline derivatives were reported to have a potent selective cytotoxicity against some
cancer.
Material and methods
Cytotoxic activity of the 1-ariltetrahydroisoquinolines synthetic derivatives on HeLa (cervical cancer), HEp-2 (larynx
cancer) cells and normal cells of fibroblasts have been studied. All samples in concentrations 1 and 10 g/mL by MTT-test
have been investigated. Positive control was anticancer drug the Cisplatine at the same doses. All substances have
similar structures. Structure-activity relationshiphave been studied.
H3CO
N
H3CO
R1
X
R
R
180
* Laboratoire Valcore, Dpartement de Biologie, Facult des Sciences, Universit de Boumerdes, Boumerdes, 35000, Algeria.
1
Dpartement des Sciences Biologiques et de la Protection des Vgtaux, Institut Suprieur Agronomique de Chott-Mariem,
Universit de Sousse, Tunisia
2
Institut National de Recherches Agronomiques, Station de Sidi Mehdi, Touggourt, Algeria
3
Dpartement de Biologie, Facult des Sciences, Universit de Boumerdes, Boumerdes, 35000, Algeria
[email protected]
The crude ethanol extract of the plant Artemisia Judaica was tested on the black bean aphid Aphis fabae. Four doses
(12.5, 6.25, 3.12 and 1.56 mg/mL) were tested on contact wingless adults. The results have showed that the tested
extract has been very powerful to aphids. At the highest dose 12.5 mg/mL, the 100% of mortality were recorded 2 hours
after treatment, and after 96 hours for the lowest dose (1.56 mg/mL). The LD50 calculated 2 hours after treatment from
the regression lines Probit = (doses) shows that it is 2.75 mg/mL. This powerful insecticidal activity of the tested crude
extract could be due to the richness of the plant on terpene compounds known for their bio-insecticide action.
181
Acad. S.Yu.Yunusov Institute of the Chemistry of Plant Substances Academy of sciences of the Republic of Uzbekistan, Tashkent.
[email protected]
Introduction
Diabetes, in particular type 2 diabetes is a serious problem worldwide. It is the most important reason of disability
and death of patients, as well as an important risk factor of cardiovascular diseases. In spite of many preparations for
diabetes treatment selling on the pharmaceutical market, search of new therapeutic opportunities is actively carried
out. Among various medicines the plants possessing hypoglycemic properties are of great importance. They are used in
traditional medicine of the Eastern countries for a long time.
Materials and methods
The purpose of the present research is to study the hypoglycemic and hypolipidemic activity of the sum of flavonoids
from Thermopsis alterniflora, the sum of triterpenoid of glycosides from Zygophyllum oxianum and the sum of
phytoecdysteroids from Silene brahuica on animals with experimental diabetes. Researches were carried out on male
rats weighing 180-200 g with diabetes caused by subcutaneous introduction of alloxan in a dose of 135 mg/kg. The
studied substances were applied orally in previously determined most effective doses. The contents of glucose, total
cholesterol (TC), triglycerides (TG), lipoproteins of low density (LPLD) and high density (LPHD) in blood serum were
determined by an enzyme-colorimetric method using Cypress diagnostics (Belgium) reactants.
Results and discussion
Results of the research showed that in 3 days after introduction of alloxan the glucose level in blood reached
12.651.80 mmol/l, for the 14th day it increased up to 18.001.02 mmol/l and in 21 days was 16.721.40 mmol/l. The
experiments showed that the investigated preparations decrease the glucose level in blood in groups of treatment
within 3 weeks for 42% (the sum of triterpenoid glycosides), 30% (the sum of flavonoids) and for 36% (the sum of
phytoecdysteroids). Difference between the control group and groups of animals treated with the preparations were
statistically significant (p<0.001). In rats with alloxan diabetes the changes attributed to diabetic dyslipidemiya were
observed: TC, TG, LPLD levels in blood serum considerably increased (p<0.001), and LPHD was considerably lower in
comparison to intact animals. Reception of the studied total preparations authentically reduced levels TC, TG, LPLD and
increased the LPHD levels. Thus, the sum of flavonoids from Th. alterniflora, the sum the triterpenoid glycosides from Z.
oxianum and the sum of phytoecdysteroids from S. brahuica possess by anti-diabetic properties. Hypolipidemic action
of the investigated preparations also positively influence on organism of animals in alloxan diabetes.
182
The ethnobotanical survey of the Combretaceae family of plants reveals its antibacterial, antidiabetic, antifungi,
antimalaria, antioxidant and anticancer properties amongst others. Out of the over 250 species of the combretum genus,
only 31 species have been investigated for their phytochemistry. This study therefore investigated for the first time, the
phytochemical constituents, the chemistry and antioxidant properties of the dwarf shrub with annual stems, typically
less than 30 cm, growing from a woody rootstock that usually flowers between August and October, with chromosome
number of 2n = 39, locally known as the red wing with botanical name C. platypetalum. The preisolation analysis of
the plant extracts gave a clue of the nature of the plant components, phytochemical screening showed the presence of
alkaloid, terpenoid, Saponin, flavonoid, and Anthraquinone in the leaf extracts. A bioactive compound (BU-1) with a nonsynergistic antioxidant activity from the acetone extract and a second compound (BU-2) from the ethyl acetate extract
were isolated. The extracts and isolate (BU-1) were investigated for their antioxidant properties using 1,1-diphenyl2-picrylhydrazyl (DPPH) free radical scavenging assay. BU-1 showed a stronger antioxidant activity than the standard
(Catechin) at all concentrations tested except at concentration of 1500 g/ml where the activity of Catechin was more
than BU-1. The percent inhibition of various extracts and BU-1 isolate were found to be significantly different from
the control at p<0.05 except for the (750 and 1500) g/ml concentrations of the ethyl acetate extract with percentage
inhibition of 1.09 1.42 and 0.79 0.41 respectively and the (100 and 250) g/ml concentrations of the n-hexane extracts
with percent inhibition of -3.24 0.83 and -2.39 2.53 respectively. The highest percentage inhibitions for the standard,
n-hexane extracts, ethyl acetate extracts, acetone extracts, methanol extracts and BU-1 isolate were observed at 90.41
0.05 at 2000 g/ml, 20.60 12.38 at 750 g/ml, 6.73 6.32 at 2000 g/ml, 25.28 1.46 at 2000 g/ml, 25.98 1.93 at 250
g/ml, and 75.91 1.35 at 1500 g/ml respectively. BU-1 is possibly a phytophenolic compound while BU-2 is suspected
to be a member of the Terpenoid family from spot test and spectroscopic analysis. Further relevant study to reconfirm
its therapeutic efficacy and elucidate possible structures is ongoing.
183
Department of Pharmacognosy, College of Pharmacy, King Saud University, PO Box 2457, Riyadh 11451, Saudi Arabia
Department of Pharmacognosy, Faculty of Pharmacy, Helwan University, P.O.B. 11795, AinHelwan, Cairo, Egypt
[email protected]
1
2
Introduction
Variety of Alhagi species (family Fabaceae) are customarily used in folk medicine as remedies to treat rheumatism,
bronchitis, liver disorders and jaundice, urinary tract diseases, asthma and gallbladder problems. The investigated species,
A. graecorum Boiss, is indigenous to Saudi Arabia and widely distributed in the Nile region, Mediterranean Basin, eastern
and western deserts and Sinai. The plant is used as a laxative and is known to treat bilharzias, hemorrhoids, and various
types of gastrointestinal ailments. This study evaluated the antimicrobial efficacy and cytotoxic activity of A. graecorum
different fractions taken from the aerial portions of the plant using the clinical isolates (14 bacterial and 5 fungal species)
and five human cancer cell lines.
Materials and Methods
The aerial parts of A. graecorum were obtained from Wadi Hanifa in the Nejd region of central Saudi Arabia. The
finely-ground dried plant material was extracted with ethanol and fractionated to yeild the n-hexane, dichloromethane
and ethyl acetate fractions. Antimicrobial tests were carried out by agar well diffusion, while the broth microdilution
method was used to estimate the minimum inhibitory concentration (MIC). Cytotoxic activity was assessed by the crystal
violet staining (CVS) method using the mammalian cancer cell lines MCF-7, HepG-2, HCT-116, A-549 and HEp-2.
Results and Discussion
In vitroantimicrobial screening demonstrated various degrees of growth inhibition for the organic solvent extracts of
the plant. The maximum antimicrobial activity was shown by the ethyl acetate extract (17.422.66 mm zone of inhibition
diameter), followed by the dichloromethane extract (12.6720.3 mm). The n-hexane fraction revealed moderate
activity against the Gram-positive bacteria S. pneumoniae and the Gram-negative bacteria E. coli (16.0 and 14.9 mm,
respectively). On the other hand all the extracts manifested a dose-dependent cytotoxic effect against the five cell lines.
However, dichloromethane and ethyl acetate extracts showed the highest activities. The ethyl acetate extract exhibited
remarkable cytotoxic activity against all the cell lines, with IC50 values ranging from 2.7 to 8.23 g/mL in comparison with
doxorubicin, the reference drug, (IC50 = 0.441.13 g/mL).
References
1. Awmack, C. and Lock, J. 2002. The genus Alhagi (Leguminosae: Papilionoideae) in the Middle East. Kew Bull., 57: 435443.
2. Amani, ASA., Maitland, DJ., Soliman GA 2006. Antiulcerogenic activity of Alhagi maurorum.Pharm. Biol., 44: 292296.
3. Elsayed, NH., Ishak, MS., Kandil, FI. Mabry, TJ. 1993. Flavonoids of Alhagi-Graecorum. Pharmazie 48: 6869.
184
Unit de recherche Valorisation des Ressources Naturelles, Molcules Bioactives et Analyses Physicochimiques et Biologiques
(VARENBIOMOL), Universit Frres Mentouri Constantine 1, 25000 Constantine, Algrie.
2
Laboratoire de Biologie et Environnement, Universit Frres Mentouri Constantine 1, 25000 Constantine, Algrie.
3
Dpartement de Biologie, Facult des Sciences, Universit Mohammed Boudiaf, 28000, MSila, Algrie.
4
Instituto de Productos Naturales y Agrobiologa, CSIC, Av. Astrofsico Fco. Snchez, 3, 38206 La Laguna, Tenerife, Spain.
[email protected]
1
Introduction
Many species of the genus Limonium are used in folk and modern medicine and are rich sources of flavonoids [1]. We
report in this study, the chemical composition of the chloroform, ethyl acetate and n-butanol soluble parts of the H2OMeOH extract of the aerial parts of Limonium duriusculum (de Girard) Kuntze [2], collected from the area of Mila in the
North-East Algeria and the antioxidant properties of n-BuOH extract using different assay systems.
Materials and Methods
Air-dried aerial parts of Lmonium duriusculum (5 kg) collected during the flowering stage were macerated at room
temperature with MeOHH2O (70:30, v/v) for 24 h, three times. After filtration, the filtrate was concentrated and
dissolved in H2O (2 L). The resulting solution was extracted successively with CHCl3, EtOAc and n-BuOH. The organic
phases were dried with Na2SO4, filtered and concentrated in vacuum (up to 35C) to obtain the extracts: CHCl3 (5.47 g),
EtOAc (50.06 g) and n-BuOH (63.64 g). The three extracts were fractionated by CC (silica gel). The obtained fractions
were purified on TLC silica gel plates giving 8 pure compounds. The antioxidant activity of the n-BuOH extract was
evaluated by 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging assay, ferrous chelating effect and inhibition
of lipid peroxide (LPO) formation induced by Fe2+/ascorbic acid system.
Results and Discussion
The structures of the isolated compounds which were identified as: -sitosterol 1, methyl gallate 4-methyl ether 2, gallic
acid 4-methyl ether 3, methyl gallate 4, vanillic acid 5, gallic acid 6, apigenin 5, apigenin 7-O--D- (6-methylglucuronide)
6, pinoresinol 7 and 3,5,6,7,8,3,4-heptahydroxyflavanone 8, were established by spectral analysis, mainly ESIMS, UV
and 2D-NMR experiments (COSY, HSQC, HMBC and ROESY). Compound 8 was new, we named it duriusculine while,
apigenin 5, was the major constituent of the three extracts (more than 3 g in 22 g of the EtOAc extract). The n-BuOH
extract exhibited significant antioxidant activity.
References
1. Asen, S., Roberts, C. M., Astill, J. D. 1972. 4,6,4-Trihydroxyaurone and other flavonoids fromLimonium. Phytochemistry,
11: 2601-2603.
2. Quezel, P. and Santa, S. 1963. Nouvelle flore de lAlgrie et des rgions dsertiques mridionales. Editions du C.N.R.S,
Paris., Tome II, pp. 736.
185
Natural Products Research Unit, Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand
[email protected]
Introduction
Typical 1,2-naphthoquinones such as mansonones can be found in Mansonia gagei Drumm. In this study, some natural
mansonones (mansonones C, E, G and H) isolated from the CH2Cl2 extract of M. gagei heartwood have been assessed
for their antibacterial activities and revealed that mansonones E and G showed high activities against Staphylococcus
aureus, Propionibacterium acnes, and Salmonella typhi, respectively. Since mansonone G exhibited good antibacterial
activity and was obtained in the highest yield, we decided to derivertize mansonone G into its ether analogues with the
aim to attain better antibacterial agents.
Materials and Methods
Chemicals: Mansonone G (isolated from CH2Cl2 extract of M. gagei heartwood). The reagents for synthesis were
purchased from Fluka.
General procedures: The derivatization of mansonone G into its ether analogues was performed using El-Halawany,
et al. method (2013) and the structures were confirmed by NMR. Antibacterial activity of mansonone G and its ether
analogues were determined by agar well diffusion method.
Results and Discussion
The structures and antibacterial activities of mansonone G and its ether analogues were shown in Figure 1 and Table
1, respectively.
Table 1. Antibacterial activities
Compound
S. aureus
P. acnes
Mansonone G
13.33
13.67
14.33
16.33
15.33
12.00
17.00
16.00
12.67
17.67
18.00
13.00
18.00
20.00
13.67
8.67
9.00
8.67
Chloramphenicol
13.00
14.00
18.47
Acetone
Based on the antibacterial activities of these synthesized compounds, four ether analogues (compounds 1-4) revealed
higher antibacterial activities than its natural mansonone G against S. aureus and S. typhi.
Acknowledgment
Thanks are extended to the CU-ASEAN Scholarship 2013 for granting financial support to fulfill this study.
Reference
1. El-Halawany, A.M., El Dine, R.H., and Hattori, M. 2013. Anti-estrogenic activity of mansonone G and mansorin A
derivatives. Pharmaceutical Biology, 51(8): 948-954.
186
. Tbilisi State Medical University, Iovel Kutateladze Institute of Pharmacochemistry, Tbilisi, Georgia
. St. Andrew the first-called Georgian University of the patriarchate of Georgia, Tbilisi, Georgia
[email protected]
1
2
Tribulus terrestris L. ground burnut, Fam. Zygophyllaceae is a widespread plain annual plant with creeping
radiating stems. The ground burnut has been used in oriental folk medicine for treatment of various diseases since time
immemorial.
On the basis of steroid glycosides of the Tribulus terrestris, at the Institute of Pharmacochemistry of the Georgian
Academy of Sciences, a preparation named Tribusponin is produced for treatment and prevention of atherosclerosis
and as a nonhormonal anabolic agent. Pharmacological test [1] and clinical trials showed the following: Tribusponin
promotes a decrease in the blood cholesterol content and an increase in the lecithin cholesterol factor, reduces the
index of phospholipids and lipoproteids, decreases lipopexia in the aorta, myocardium and liver, controls blood tension,
and exhibits vasodilating and anticoagulant properties. This preparation called Atherosponin with the action similar to
Tribusponin is recommended as a biologically active food additive.
Using HPLC/MS/MS methods in the leaves, roots, stems and fruits we observed the presence of not less than 35
spiro- and furostanole saponins, mainly three- and tetra-saccharides.
Mass portion (%) of vegetative parts of whole plant Tribulus terrestris is the following: leaves 36.6; fruits 26.3; stems
31.5; roots 2.6. The content of furostanol glycosides in leaves 3.9%, fruits 1.35%, stems 0.33%, roots 1.0%. Steroidal
glycosides composition: of leaves, fruits and stems is similar, but significantly differs in the roots [2].
Tribulus terrestris is well known with the content of flavonoids. Flavonoids content of Tribulus terrestris includes
mainly quercetin, kaempferol and isorhamnetin, and quercetin [3-4].
We carried out the phytochemical investigation of Tribulus terrestris leaves and isolated three flavonoid glycosides:
quercetin 3-O--L-rhamnopyranosyl-(16)-O--D-glucopyranoside, quercetin 3-O--L-rhamnopyranosyl-(16)-O--Dgalactopyranoside, quercetin 3-O--L-rhamnopyranosyl-(16)-O--D-glucopyranosyl 7-O--D-glucopyranoside. Third
glycoside has never been reported in literature.
References
1. Kemertelidze,E. P., Pkheidze, T. A. 1999. Steroid Compounds of some Plants Growing in Georgia. Tbilisi, 183 p.
2. Nebieridze, V. 2014. Study of certain vegetative organs of Tribulus terrestris. Chemical Series. Vol.40, 198-201
3. Louveaux, A., Jay, M., Taleb, O. et al. 1998. Variability in flavonoid compounds of four Tribulus species: Does it play a role in
their identification by desert locust Schistocerca gregaria, Journal of Chemical Ecology, 24 (9): 1465-1481.
4. Salen, N.A., Ahmed, A.A. et al. 1982. Flavonoid glycosides of Tribulus pentandrus and T. terrestris, Phytochemistry, 21 (8):
19952000.
187
1
2
Introduction
For more than 2500 years, the Traditional Uyghur Medicine (TUM)has been able to preserve its core value, and
continuously develop due to a scientific theoretical system of the Uyghur Medicine Theory. According to Traditional
Uyghur Medicine, abnormal changes of the four body liquids such as Sapra(yellow bile), Kan(blood), Balgam(phlegm)
and Sawda(black bile) causes various substantial lesions in the body. Pathological product of abnormal Balgam calming
in perivascular tissue, generating silt resistance, changing the temperament of the organ tissue ,then eventually leads
to refractory diseases such as stroke, Alzheimers disease, diabetes, vitiligo, psoriasis, simple obesity, rheumatism, etc.
Treatment principles of abnormal Balgam disease is to first use the appropriate ripening agent (Munziq) to mature and
accumulate abnormal fluid, then to excrete it by using the appropriate scavengers (Mushil) and in the end to recover the
temperament (Mizaj) and the power(Kuwwat), balance body fluid, then lay the foundation for the treatment of disease.
In this thesis, research was done on the preparation process, chemical composition and quality control of abnormal
Balgam Munzij and Mushil, and their biological activities in vivo and in vitro to provide the scientific basis for their
development and utilization.
Materials and Methods
Research on Preparation technology of Munziq and Mushil, High Speed Counter-current Chromatography and
Analysis by LC/QTOFMS/MS and Chemical Compositions, Research on quality standards of Munziq and Mushil. Studies
on the Biological Activities in vivo and in vitro.
Results and Discussion
Munziq and Mushil Preparation technology was water extraction, the best extraction parameters were determined
by orthogonal experiments. Chemical Compositions used High Speed Counter-current Chromatography and by LC/
QTOFMS/MS the identication of components. 24 compounds of Munziq and 21 compounds of Mushil, including
caffeic acid, gallic acid, ellagic acids, Liquiritigenin , quercitrin etc., organic acid, tannins and avonoids, were identied
by mass measurement and reference substance. We have established quality standards of Munziq and Mushil. The HPLC
method of determination the content of gallic acid, ellagic acids, glycyrrhizic acid was established. we investigated the
the inhibitory effects on PTP1B, -glucosidase and HAR reductase and ABTS and DPPH. Animal model of type 2 diabetes
was established by a high fat diet with intraperitoneal injection of STZ into male SD rats and give low-dose, middle-dose,
high-dose of 2 Samples extract.To observe the effect of Munziq and Mushil extract on glucose and lipid metabolism of
type 2 diabetes rats and discuss its possible mechanisms .The results of present study clearly demonstrated the potential
of using for prevention and treatment of diabetes.
Acknowledgments
This work was supported by Central Asia Drug Discover and Development Centre of Chinese Academy of Sciences.
188
Acad. S. Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent,
Uzbekistan
[email protected]
Introduction
Phenolic substance C14H16O7 with melting point 231233oC was isolated in major quantities from the alcoholic extract
obtained during phytochemical investigation of the roots and aerial part of Geranium charlesii growing in Uzbekistan.
Spectral characteristics of the substance were close to sawaranin that was previously isolated from Chamaecyparis
pisifera (Hasegawa et al., 1988). But the full analysis of 1H NMR spectrum of this substance was difficult due to its
anomeric nature. Thats why we carried out X-ray investigation of monocrystals and defined its spatial structure (Fig.1).
Materials and methods
The monocrystals of the isolated substance were prepared for X-ray investigation by growing from 80% waterethanol. X-ray experiment was carried out on clear needle monocrystal. Parameters of the elementary cell of the crystal
1 were determined and specified on the diffractometer CCD Xcalibur Ruby (Oxford Diffraction) using CuK-rays (T 300
K, graphite monochromator). Intensities of independent reflections were evaluated on the same diffractometer. (CuKrays, graphite monochromator, -scanning). Structures were decoded by direct methods in the frame of programs
SHELXS-97, calculations for the structures precision were made in the program SHELXS-97 (G.M.Sheldrick, 2008).
Results and discussion
The spatial structure of the molecule designed using the results of the X-ray analysis shown on Fig.1.
OH
OH
HO
OH
O
189
1
2
Introduction
Lycium barbarum fruits (Goji berries) have been used as a traditional Chinese medicine (TCM) to treatment blurry
vision and diminished visual acuity, infertility, abdominal pain, dry cough, fatigue and headache for ages. Since the
beginning of the last century, Goji berries have become increasingly popular and commercially available in Europe and
North America (Potterat, 2010). Therefore, L. barbarum is extensively cultivated in different parts of the world. The aim
of this study is to determine the chemical constituents of water and methanol extracts of the Goji berries cultivated in
Konya, Turkey by using LC-MS/MS. This study is a continuation of our previous study where we investigated antioxidant
and anti-Alzheimer activities of the berries (Gulsoy Toplan, et al., 2014).
190
1
2
Propolis is a resinous natural hive product derived from plant exudates collected by honey bees. Due to biological and
pharmacological activities, the propolis is widely used in apitherapy, preparations and food additives. Phenolic contents
with various biological activities are considered as key compounds in propolis.
In this study, quantitative determinations of polyphenols and flavonoids in ethanolic extracts of propolis (EEP) collected
from various regions in North east Algeria were conducted by colorimetric methods. The activity of propolis against two
Gram positive bacteria: Bacillus cereus (IPA); Staphylococcus aureus (ATCC 25923R) and two Gram negative bacteria:
Escherichia coli (ATCC 25922R); Pseudomonas aeruginosa (ATCC 27893R) was measured by the disc diffusion method
and the antimicrobial activity was determined as an equivalent of the inhibition zones diameters after incubation of the
cultures at 37C for 24 hours. The minimum inhibitory concentrations (MIC) were determined by using macrodilution
method. The Relationships between phenolic contents and antimicrobial acticvity in propolis was established.
It was found that the EEP samples, depending on collecting location, showed various extents of antibacterial activity
against the bacteria tested with the most profound antibacterial activity against the Gram positive bacteria. A positive
correlation was determined between total phenolic contents and the antimicrobial activity of Algerian propolis. The
result of this experiment may show that propolis as a natural source of antimicrobial compounds may be of use in
prevention of some bacterial diseases and suggests potential use of propolis in foods and cosmetics
191
Introduction
Analysis of the wheat represent of importance information about quality and consumer properties of product. As
known, quality of the wheat depends from state of carbohydrate- amylase and protein- proteinase complexes (1,2).
Dates at the studying of technological and biochemical features of the wheat which was cultivated in Uzbekistan is not
enough.
Materials and methods
The objects of investigates were different kinds of flour, which was produced from the wheat harvest of 2014 year.
For investigation methods which are using in international practice laboratory has been used (1,3).
Results and discussion
In this abstract are present results of investigation of technological and biochemical features of the wheat cultivated
in agro-climatic conditionals in Tashkent and Sirdariya region of Uzbekistan and their changes during baking of bread.
The characteristic of enzyme activities has been gives and probably cause of slowed properties of gluten was established.
The estimation of carbohydrate-amylase complex (number of falling, formation of CO2 during fermentation of dough and
viscosity of starch solution) of investigated samples wheat flour was given in Table 1.
Table 1. Characteristic of carbohydrate-amylase complex in different samples of the wheat flour.
Index of state of carbohydrate-amylase complex
Name of product
Number of falling,
sec
Viscosity of starch
solution, unit of
amylograph
Sample of flour 1
448
1242
980
Sample of flour 2
483
1220
1010
Sample of flour 3
565
1175
1230
Sample of flour 4
613
1145
1620
Findings dates can define changes in carbohydrate-amylase complex. And at the baking properties of the wheat
probably influence of agro-climatic conditions and especially the sun insulation.
References
1. Auerman, l.Ya., 2005. Technology of baking processing. Petersburg.
2. Chernih, V.Ya., Shirshkov, M.A., 2003. The regulation of carbohydrate-amylase complex conditions in the wheat flour. Press
MGUPP, Moscow.
3. Puchkova, L.I., 2004. Laboratory practicum at the technology of baking processing. Academic Press, Petersburg.
192
Laboratory of Applied Biochemistry, Faculty of Nature and Life Sciences, University of Bejaia, Bejaia 06000, Algeria.
[email protected].
Introduction
F. angustifolia and P. lentiscus are widely used in folk medicine in Algeria for the treatment of hepatic diseases. To
validate their therapeutic virtues, the hepatoprotective potential of the first plant leaf and bark ethanolic extracts and
the second plant leaf ethanolic extract was evaluated.
Materials and methods
Mice (n=8) weighing between 20 and 25g and randomly divided into 8 groups were intoxicated by AlCl3 (100mg/
kg b.w.) by intra-gastric administration, daily for two months (Prakash and Kumar, 2012). One hour after receiving the
AlCl3, mice in test groups were fed with plant extracts at 150 and 300 mg/kg. Group I (negative control group) did not
receive either AlCl3 or extracts whereas Group II (positive control group) received only AlCl3. Animals were weighed once
a week and were observed for behavioral changes to monitor the impact of plant and AlCl3 on their general health. After
sacrificing the mice, their livers were excised, washed (KCl 0.9%), weighed, and homogenized in KCl-EDTA (0.15M-1mM)
buffer solution (pH 7.2). Malondialdehyde (MDA), a marker of lipid peroxidation was measured by the method of Ohkawa
et al. (1979).
Results and discussion
Aluminum intoxication caused a significant increase (p<0.05) in MDA levels in the positive control group (3.50.36
nmoles/mg protein) compared to the negative control one (1.990.14 nmoles/mg protein) indicating an induction of
lipid peroxidation. On the other hand, we noticed a comparative and significant reduction of MDA in mice groups treated
with F. angustifolia leaf and bark extracts (2.410.35 and 2.80.33 nmoles/mg protein, 1.630.03 and 1.290.12 nmoles/
mg protein, respectively) and P. lentiscus leaf extracts (1.750.26 and 2.060.34 nmoles/mg protein), at 150 and 300mg/
kg b.w, respectively. Complete hepatoprotective potential was demonstrated for both plants without dose-dependence,
so as to restore the normal lipid peroxidation level. Transaminases and histochemistry data corroborated our results. The
highest doses of P. lentiscus leaf extract (300mg/kg) and F. angustifolia bark extract (300 mg/kg) have stimulated a loss
of weight and increase in liver size, respectively. Abnormal weight loss in the first case and probable inflammation of the
liver in the second case has led to the death of some mice. Our findings validate the use of the two plants for hepatic
diseases. The richness of the two plants in phenolic compounds (Atmani et al., 2009) is believed to be responsible for
their hepatoprotective activity.
Acknowledgements
This work was sponsored by the Ministry of Higher Education and Scientific Research, Algeria.
References:
1. Atmani, D., Chaher, N., Berboucha, M., Ayouni, K., Lounis, H., Boudaoud, H., Debbache, N., Atmani, D. 2009. Antioxidant
capacity and phenol content of selected Algerian medicinal plants. Food Chemistry, 112: 303-309.
2. Ohkawa, H., Ohishi, N., Yagi, K. 1979. Assay for lipid peroxides in animal tissues by thio-barbituric acid reaction, Analytical
Biochemistry, 95: 351-358.
3. Prakash, A. and Kumar, A. 2012. Mitoprotective effect of Centella asiatica against aluminum-induced toxicity in rats:
possible relevance to its antioxidant and anti-apoptosis mechanism. Neurology Science, 34 (8): 1403-1409.
193
Introduction
Metalic corrosion is one of the main problems in the industrial process. Acid solutions are widely used in a range
of industries for acid pickling, acid cleaning, acid descaling and oil refinery equipment cleaning. The use of corrosion
inhibitors is an important method to protect metallic materials against corrosion in acidic medium. The employment of
green eco-friendly natural polymeric structures, extracted from natural sources, as corrosion inhibitors is gaining large
preference and interest due to its safe effect, practical use, low cost and renewable sources of materials.
Material and Methods
The present article describes the use of promising green eco-friendly triterpenoid saponin nebuloside B as successful
corrosion inhibitor on the surface of aluminium metal in NaOH, H2SO4, NaCl solutions. To test the corrosion inhibitory
effects of triterpenoidal saponin compound was used to Tafel polarization curves. A cylindrical aluminium (15cm2.5mm)
was used as working electrode. The electrochemical behavior of the active substances was investigated by cyclic
voltammetry and Tafel slope method was used to determine corrosion rates. In order to extend the potential range of
the electrochemical characterization, the cyclic voltammograms were drawn on platinum electrode. The electrochemical
experiments were carried out using an AUTOLAB Potentiostat/Galvanostat PGSTAT 302N, in a thermostated 100 mL cell
with three electrodes assembly, at 25 C, controlled by an ultrathermostat.
Results and Discussion
As a concequences, it was demonstrated that nebuloside B triterpenoidal saponin compound significantly prevented
the corrosion in aluminium in the different medium.
Acknowledgements
The present study was supported by General Directorate of Agricultural Research and Policies (TAGEM/13ARGE/43).
References
1. A.M. Abdel-Gaber, B.A. Abd-El-Nabey, I.M. Sidahmed, A.M. El-Zayady, M. Saadawy, Corros. Sci. 48 (2006) 27652779.
2. O.K. Abiola, J.O.E. Otaigbe, O.J. Kio, Corros. Sci. 51 (2009) 18791881.
194
Introduction
Thyme species (Lamiaceae) are well known aromatic perennial herbs used extensively throughout the Mediterranean
area. It is used as home remedy in traditional medicine due to its biological and pharmacological properties, and these
usage have been mainly attributed to the rich essential oils which include monoterpenes, hydrocarbons and oxygenated
monoterpenes. (1)
Materials and Methods
In this study, aerial parts of T. cherlerioides var. isauricus Jalas were collected from the natural flora of Antalya, Turkey,
during the early flowering period and dryed in shade. The essential oil was obtained by hydro-distillation and analyzed
by Gas Chromatography-Mass Spectrometry-FID at the Medicinal and Aromatic Plants Laboratory of Bat Akdeniz
Agricultural Research Institute (BATEM).
Results and Discussion
Thymol and carvacrol are the two major phenolic monoterpenes and these are the most important compounds in
the Thyme species.(2) In the present study it was seen that the main components of T. cherlerioides var. isauricus Jalas
essential oil are different from the other thyme species. -terpineol (26,50 %), caryophyllene oxide (12,07 %) and,
linalool (11,77 %) were determined as the main components. In the thyme species carvacrol and thymol are the main
monoterpenes but in the present study, the ratio of carvacrol (3,8 %) and thymol (1,25 %) were detected lesser than the
conventional thyme species. Thirty two compounds were characterized in total.
References
1. H. Ismaili, L. Milella, S. Fkih-Tetouani, A. Ilidrissi, A. Camporese, S. Sosa,G. Altinier, R. D. Loggia, R. Aquino, J.
Ethnopharmacol. 2004, 91, 31.
2. Boros, S. Jakabov, A. Drnyei,G. Hora` th, Z. Pluha` r, F. Kila` r, A. Felinger, J. Chromatogr., A 2010,1217, 7972.
195
Introduction
Achillea wilhelmsii C. Koch (sar civanperemi) a member of the Asteraceae family, is a herbaceous perennial plant
commonly found in Turkey and Iran. The plant is used as herbal remedy in traditional medicine due to its antimicrobial
properties and high volatile oil content.
Materials and Methods
In this study, aerial parts of A. wilhelmsii C. Koch were collected from the area of BATEM during the flowering period
and then air-dried in shade under room temperature at the Medicinal and Aromatic Plants Laboratory of BATEM. The
volatile oil of A. wilhelmsii C. Koch was obtained by the hydrodistillation method. The content of essential oil was
determined by GC and GC-MS system.
Antibacterial effect of essential oil of A. wilhelmsii C. Koch was performed by Disc Diffusion Method (CLSI 2006).
Results and Discussion
The essential oil was dominated by the presence of camphor (31,1%) and 1, 8-cineol (29,1%), being the major
components. Another important component was borneol (8,2%) with 51 aromatic compounds.
In order to determine the antibacterial effect, the Disc Diffusion Method (CLSI 2006) was performed on Staphylococcus
aureus ATCC 43300, Staphylococcus aureus ATCC 29213, Staphylococcus epidermis ATCC 12228, Enterococcus faecalis
ATCC 29212, and Escherichia coli ATCC 35218 strains. It was seen that the Achillea wilhelmsii C. Koch essential oil was
more efficient against Staphylococcus epidermis ATCC 12228 and E. coli ATCC 35218 strains.
References
1. Amjad L., Mohammadi-Sichani M. and Mohammadi-Kamalabadi M. 2011. Potential Activity of the Achillea wilhelmsii
Leaves on Bacteria. International Journal of Bioscience, Biochemistry and Bioinformatics, Vol. 1, No. 3, September 2011.
2. Armand N. 2012. Investigation of the chemical composition of essential oil of aerial branches of Achillea wilhelmsii C.Koch
Charvsa plant area. Advances in Environmental Biology, 6(9): 2549-2552.
3. Bac E., Koak A. and Yce E., 2008. Achillea wilhelmsii C. Koch ve Achillea schischkinii Sosn. trlerinin uucu ya
kompozisyonu. Science and Eng. J of Frat Univ. 20 (2), 251-255.
4. Ghani A., Azizi M., Hassanzadeh-Khayyat M. and Pahlavanpour A. A. 2008. Essential oil composition of Achillea eriophora,
A. nobilis, A. biebersteinii and A. wilhelmsii from Iran. Jeobp 11(5) pp 460467.
5. Tosun F., Akyz Kzlay C., ener B., Vural M. and Palittapongarnpim P. 2004. Antimycobacterial screening of some Turkish
plants. Journal of Ethnopharmacology 95:273275.
196
In preliminary researches it is established that seeds should be crushed in two steps. At first they were crushed in a
mill or one-pair corrugated rolling crusher to the maintenance in granulometric structure of 30-45 % of coarse-ground
meal passing through 2-mm sieve. Coarse-ground meal processed with 10-15 % alkaline solution of hydroxide sodium
before achievement of humidity of 12.5%, and then it was finally crushed on rolling machine tool VS-5 to achievement
of maintenance in granulometric structure of 30 % passing material through 1-mm sieve.
Safflower meal was directed to the brazier, and then for the subsequent processing by method of prepressingextraction. Application of alkaline solutions of hydroxide sodium for processing of coarse-ground meal is proved by
its improving influence on quality of the oil, which is established by us at processing of seeds of cotton, and to fodder
properties of oil-cake. Besides, humidifying of coarse-ground meal with alkaline solution of hydroxide sodium in
certain degree soften strong structure of a cover of safflower seeds, and also promotes reduction of degree of physical
deterioration rolls of grinder. The similar result is revealed at steaming of safflower coarse-ground meal before its frying.
In case of carrying out of alkaline processing process of meal frying (control) should be done at temperature not
above 90 during 40-50 minutes before achievement of squash humidity of 7-8 % and temperature of 8587 . Higher
temperature of frying leads to increase of chromaticity of taken oils and worsens effect of process of their refining.
Efficiency of refining of raw safflower oil basically depends on modes of meal frying, received from not crushed
seeds. Frying of safflower meal in absence of alkaline solution at 100-105 is unacceptable, because it leads to
reception of dark, difficultly refined oil. Therefore, for processing of meal, received from not crushed safflower seeds it
is recommended to use softer mode of frying.
197
As raw material we used wheat germs. Raw materials stored in dried form were crushed directly before use. Oil
content is defined by a method of extraction with chloroform at room temperature. Thus from raw materials triglycerides
and carotenoids were extracted, but not tocopherols, so they are not reflected in general oil content. Tocopherols were
extracted with ethanol during 15 minutes at boiling temperature of extraction mixes, in the filtered extracts tocopherols
defined on Emmeri Engel method with use as the standard - tocopherol , carotenoids on absorption at length of a
wave of 440 nanometers. Carotenoids are expressed on - carotene. In preliminary experiences it has been established
that extraction of carotenoids from raw materials with ethanol is a little more effective, than extraction with chloroform
or hexane.
Spirit extraction of tocopherols was carried out as follows. To sample of the crushed raw materials, placed in a flask
with a return refrigerator, ethanol was added and extraction continued for 20 minutes at boiling temperature then
an extract was separated, filtered through filter paper. For the purpose of removal from an extract of accompanying
substances, insoluble in cold ethanol, extracts were frozen within days at temperature near 0 then repeatedly filtered,
to yiled absolutely transparent filtrate in which tocopherol content was measured.
Conditions of extraction of tocopherols from wheat germs are studied. Influences of technology factors on extraction
of tocopherols were investigated. Usage possibilities of tocopherols in manufacture of a foodstuff are defined. For
the extraction of tocopherols the following ratio was used: ethanol=1:6 for wheat germs. Optimum concentration
of ethanol was 80 %. Increasing the concentration of ethanol solubility increases in tocopherols. At concentration of
ethanol above 80 % tocopherol yield decreases but lipids and alcohol-soluble fibers (gliadins) which at freezing form
discrete albuminous-lipid phase connecting a part of tocopherols are extracted at the expense of their dissolution in oil
and sorption on fiber. The optimum for extraction of tocopherols from raw materials corresponds to concentration of
ethanol at which it is maximum extract tannins, aromatic spirits, flavonoids, including anthocyanins
Spirit extracts of tocopherols are stable at storage.
Tocopherols are soluble in ethanol. As the rational have chosen concentration of ethanol of 45-55 % at which the
sediment of sorption product is well formed and separates from water-alcoholic solution.
198
Superficial activity of a technical mix mono - di - and triglycerides in comparison with pure monoglycerides, allocated
with molecular distillation is investigated. It has been shown that monoglycerides possess much lower superficial tension
on system border cotton oil-water at temperature 70 , than a mix of mono- and diglycerides.
Researches of a superficial tension of solutions of some glycerides in cotton oil on border with water are conducted.
Superficial activity for solutions of monoglycerides of caprylic acid, capric, lauric, palmitic, linoleic and oleic acids has
been thus studied at various temperatures.
It is established that fall of a superficial tension depends on length of a hydrocarbonic chain of a radical of fat acid of
monoglycerides, namely: superficial activity of monostearate is less than glycerine of monopalmitate and monolaurate,
i.e. superficial activity of these substances from non-water solution increases on border with water with reduction of a
hydrocarbonic chain that is typical for all waterproof surface-active substances.
In studying superficial tension of solutions of monoglycerides of stearin acid, pelargonic acid, 12-hydroxystearin,
9,10-dihydroxystearin and 9,10,12-trihydroxystearin acids difficult solubility di - and trihydroxymonoglycerides in cotton
oil has been noted, therefore measurements of a superficial tension of these monoglycerides spent for their water
solutions on border with cotton oil.
Superficial tension of solutions of glycerine monostearate in cotton oil measured on border with water. It has thus
been shown that superficial activity, for example, glycerine monostearate, is approximately in 6 times lower than
9,10,12-trihydroxymonoglycerides.
Studies were conducted on superficial tension of monoglycerides of fat acids of cotton oil. Fatty acids of cotton oil
contain 85 % eleostearine acids and isomers of linolenic acid which has three interfaced double communications. It is
established that at 0.1% concentration of monoglycerides in cotton oil on border with water the superficial tension goes
down in 4 times. Probably, such effect of fall of a superficial tension speaks that presence of three interfaced double
communications eleostearine acids increases the general polarity of its molecule.
199
Phytogenesis describes the functional compounds. Till now there is no universal and conventional definition of the
term functional compounds.
The analysis and estimation of literary information is necessary to notice that an essential lack even best of available
compounds is that they anyhow lean against concept health which has till now no indisputable definition. Besides, if to
adhere to the formal-logic approach at the analysis of the most significant definition given by recently entered standard
documents the most part of the population of globe cannot use functional compounds for use in chronic diseases.
In our opinion, known definition in essential measure reflects real position in working out and positioning of functional
compounds in phytogenesis.
Creation of functional compounds in phytogenesis is the new field of researches lying on the edge of chemical and
medical and biological sciences. Two vectors of the appendix of efforts are distinctly traced.
The first vector medical and biological researches into physiological activity of traditional compounds and/or the
substances entering into their structure. For example, the proof of ability of folic acid to interfere with occurrence of
congenital ugliness, was the basis for its preventive use by pregnant women, revealing of insufficient vitamin security of
the population an occasion to enrichment of raw materials by vitamins.
The second vector search and studying of natural and synthetic compounds and the microorganisms, which use
as a part substances in phytogenesis can assert them new functional properties. Besides probiotics, which well-known,
research and introduction of substances and additives of double appointment which besides the basic technological
function provide functional properties are attractive. In particular, property to increase stability of carcinogenic/mutagen
influences has been revealed at a number of dyes and sweeteners.
200
Necessity of researching toxicological characteristics of vegetative additives and other compounds which are not
natural components was repeatedly underlined in modern literature. The committee FAO/VOZ considers that similar
work should be based on the methodological studies applied in the field of medicinal toxicology. The system of preclinical
estimations of safety of the medicines is developed and is successfully applied, allowing comprehensively characterizing
both chronic toxicity and specific types of toxicity (allergenicity, immunotoxity, teratogenicity, mutagenicity) of the
studied substance. However to adapt methodology preclinical researches of safety of medicines for a medical and
biological estimation of functional compounds for some reasons, it is impossible to recognize the attempt completely
successful. But with full evidence, it is a step to a correct direction.
For functional antioxidant compounds, the recently developed method of gel-electrophoresis of DNA (a method of
DNA-comets) is one of perspective methods of studying toxicological effects. Here as biological marker integrity of DNA
is used, with its help it is possible to estimate in parallel tissue-specific actions of the studied agent that is especially
important in compounds with potential multidirectional effects of antioxidants in different fabrics.
Mutagenesis is one of the most universal etiological reasons of development of various diseases. At an inhabitancy
of the person already there are considerable quantity mutagens of the various nature, besides it they are capable to
be formed at thermal processing of good-quality raw materials, and also is direct in an organism owing to the diverse
reasons leading to development of oxidizing stress, expressed in dynamically steady reproduction cyto- and genotoxic
active forms of oxygen (AFO) in the scales exceeding compensatory possibilities of antioxidant system. Through formation
AFO damaging effects of a great number of environmental mutagens/carcinogens and, probably, a number of teratogens
are mediated also. Besides, increase of genotoxicity is accompanied in a number of diseases (a diabetes, a hepatitis, an
asthma, autoimmune diseases, etc.), physiological conditions (emotional stress, intoxications, ageing, etc.) and some
bad habits (the smoking, separate kinds of a narcomania). Thus, the area of potential preventive use of functional
antimutagen compounds is represented rather extensive.
Finding-out of nutribionomic rules can appear significant not only in fundamental, but also applied aspects. In
particular, has been revealed leptin, produced by adipocytes. This cytokinin-like peptide participates in exchange
regulation lipids and supervises appetite through activation of corresponding receptors of hypothalamus. The alphamelanocyte - stimulating hormone stimulates In this department of a brain leptin, inhibiting food effectors of synthesis
and secretion. Thus, the mechanism which regulation can play an essential role in adiposity preventive maintenance,
including by means of corresponding functional compounds is revealed.
201
Research into superficial tension of solutions of some glycerides in cotton oil on border with water is conducted.
Superficial activity for solutions of monoglycerides of caprylic acid, capric, lauric, palmitic, linoleic and oleic acids has
been thus studied at various temperatures. Investigation of superficial tension of solutions of monoglycerides of stearin
acid, pelargonic acid, 12-hydroxystearin, 9,10-dihydroxystearin and 9,10,12-trihydroxystearin acids has been noted
difficult solubility di - and trihydroxymonoglycerides in cotton oil, therefore measurements of a superficial tension
of these monoglycerides spent for their water solutions on border with cotton oil. Superficial tension of solutions of
glycerine monostearate in cotton oil measured on border with water.
Superficial activity of a technical mixture of mono - di - and triglycerides in comparison with pure monoglycerides,
allocated with molecular distillation is investigated, is shown that monoglycerides much more lower a superficial tension
on system border cotton oil-water at temperature 70 , than a mixture of mono- and diglycerides. Also it is established
that fall of a superficial tension depends on length of a hydrocarbonic chain of a radical of fat acid monoglyceride,
namely: superficial activity monostearate is less than glycerine of monopalmitate and monolaurat, i.e. superficial
activity of these substances from not water solution increases on border with water with reduction of a hydrocarbonic
chain that is typical for all waterproof surface-active substances.
It is shown that superficial activity, for example, monostearate glycerine, approximately in 6 times lower than
9,10,12-trihygidroxymonoglyceride. Fatty acids of cotton oil contain 85 % eleostearine acids, an isomers of linolenic acid
which has three interfaced double bonds. It is established that at 0.1 % concentration of monoglyceride in cotton oil on
border with water the superficial tension goes down 4 times. Probably, such effect of fall of a superficial tension shows
that presence of three interfaced double bonds of eleostearine acids increases the general polarity of its molecule.
202
On the basis of research into crystalline state of soaps, studying of polymorphic forms of their crystals, conditions of
their formation and influence on quality indicators is necessary.
For definition of polymorphic forms record of X-ray spectra was taken in an interval Bragg angles 28-35, and and
- polymorphic forms were defined.
The new phenomena and rules with reference to processes of reception of firm bar commodity soaps are revealed
and established, beginning from a stage of processing of hot soap weight (melt), removals of pollution by water solutions
of soaps (sink) and influence on them or stages of which they consist, physical and chemical and colloidal-chemical
properties of water solutions of SAW, sodium soaps of individual fatty acids of their mixes, the natural mixes typical for
soaps and directly soaps.
Quantitative dependences of formation and transition of polymorphic forms of crystals , , and containing in
firm soaps depending on number of carbon atoms of sodium salts of fatty acids, technological modes of reception of
parameters of carrying out of process of crystallization and machining conditions are established.
Dependences of some characteristics of soaps are revealed: swelling ability, speeds of dissolution, hardness, foaming
abilities of their solutions depending on the maintenance in terms of polymorphic forms and .
New representations and laws allow to expect and scientifically to prove a compounding of washing-up liquids, to
raise efficiency of use of SAW, to choose technological parameters and modes and to develop hardware registration of
carrying out of processes and to solve other practical problems.
203
Introduction
Kashmir Himalayan region is nestled within the north western folds of the Global biodiversity hotspot of the Himalayas.
It is an integral geologically younger part of the main Himalayan range. The medicinal flora of Kashmir Himalayas is not
fully explored. Some of the most important medicinal plants of Kashmir Himalaya include Artemisia, Arnebia benthamii,
Aconitum heterphyllum, Datura stramonium, Dioscorea deltoidea,Inula raemosa,Juniperus macropoda, Hyosyamus
niger, Picrohiza kurroa, Podophylum hexandrum etc growing in abundance in areas like Gurez and Tilail valley, Lolab
valley,Pir Panjal, Gulmarg, Sonamarg, Khilanmarg, Pahalgam and Yusmarg.
Material and Method
Fresh tissues of various medicinal plants collected from Kashmir Himalayan were used for the isolation of entophytic
fungi. Fragments of plant parts placed in Petri dishes containing Potato dextrose agar media incubated and monitored
regularly (Ezra 2004, Fisher 1993). Selective endophyes were screened against various bacterial strains and their extracts
were screened for the presence of phytochemical constituents.
Results and discussion
Methanolic and ethyle acetate extracts of selected endophytes exhibited excellent activity against the test
microorganisms.The endophytic extracts showed the presence of alkaloids ,terpenoids,phenols,flavanoids, tannins and
sapanonins
AMR1
AMR3
AML1
AMR2
AMS1
AML2
Conclusion
Kashmir Himalayan being a rich source of biodiversity, housed in ecologically diverse habitats hold a great potential
in finding some interesting and novel-organisms possessing a variety of bioactive molecules of commercial importance.
REFERENCES
1. Ezra D,Hess WH , Strobel GA 2004- new endophytic isloataes of M.albus,a volatile antibiotic -producing fungus.
Microbiology 150:4023-4031.
2. Fisher ,P.J.,Petrini,O,and Sutton,B.C.(1993).A comparative study of fungal endophytes in leaves ,xylem and bark of
Eucalyptus in Australia and England.Sydowia 45:338-345.
204
Introduction
Last decades have witnessed the problem of ineffectiveness of newly developed vaccines against several human
viruses. The reasons of the problem are a quick and in unlimited combinations of the viral envelop mutation, also the
location of antigenic determinants within conservative regions in inaccessible regions, covering them with saccharide
clouds (Klein et al., 2009). One of the effective solution of the problem can be blocking the viruses initial adhesion
process. A sufficient amount of positive charge has been accumulating in the viral envelope (Ibrahim et al. 1999), there
is an excess negative charge assembles in the physiological pH medium on the outer membrane of human cells, on
the proteoglycans (Kwang et al. 2000.). Taking into consideration the structures on this process, creation of a new
generation of modificated natural polymer systems with wide mode of combined interactions with specific targets of
viruses, molecular functional strategies, as well as the relationships between biological activity and studied structures
will be discussed in the current work.
Materials and Methods
The proteoglycan structures were obtained by the extraction of homo- and heteropolymers from natural plant
resources through their acidic, base and enzymatic hydrolyzes (debranching), following synthesis of water-soluble
polyanionic derivatives, consist of sulfate, acetate, phosphate, carboxymethyl functional groups with degree of
substitution between 0.3-2.98 and molecular weight 5-350 kDa. The samples were characterized by complex methods
of physical and chemical analysis. Further, the samples checked for their in vitro antiviral activities against MuLV, HCV,
HIV-1 using viruses full-length mutant strain transfected by EGFP fusion protein. The fluorescence was observed directly
in the infected cells by inserting the EGFP coding sequence (Prokofeva et al., 2011, Zuo et al., 2013).
Results and Discussion
Results showed that antiviral activity of samples related directly to their molecular properties, indicating sharp
increasing of the activity with the increasing in the amount of functional groups, and molecular weights. Furthermore,
samples, consist of main chain with - b-1-4 glycans and the polyanion derivatives, substituted groups in the AGU located
preferentially at C-2 position showed more high-activity. It can be concluded that, the polysaccharide polyanions with
desired molecular properties can be a prospective object on the development of effective antiviral means.
References
1. Klein et al. Proceedings of the National Academy of Sciences, 2009: DOI: 10.1073/pnas.0811427106
2. Ibrahim et al. 1999. Virus Res., 60: 159-169.
3. Kwang P.D. et al. 2000. J. Virol., v. 74, N 4, p. 1961-1972.
4. Prokofeva M.M. and etc. 2011. Acta Naturae, 4: 57-71
5. Jianping Zuo et al. 2013. US Patent 2013/0261139 A1
205
Introduction
Marrubum vulgare L. (Lamiaceae) naturalized in Kashmir is a tall robust herbaceous perennial herb, 40-120 cm high.
It possesses stimulant, expectorant, and diuretic properties. Antihypertensive (El Barda, 2004), hypoglycemic (Roman,
1992) and many other biological activities have been reported for this plant. Previous studies showed the presence of
alkaloids, lactones, steroids, flavonoids, tannins, and diterpenoids in M. vulgare.
Materials and Methods
The plant material (1442 g) was extracted with MeOH (3 4.0 L 24 h) at room temperature. The combined extracts
were concentrated under reduced pressure to yield a residue (179 g). An aliquot (155 g) was dissolved in 2L H2O and
subjected to LLE using hexane, ethyl acetate and butanol to yield 16 g, 21.4 g and 19.6 g of extracts respectively. 19 g of
EtOAc extract was subjected to normal silica gel and RP-C18 chromatography to isolate compounds 1-7.
Results and Discussion
Compounds 1-7 were isolated from the EtOAc extract by different types of chromatography (CC over silica gel, RP18 silica gel and PTLC. A phytochemical investigation of M. vulgare was conducted and herein, we report the isolation
and characterization of seven diterpenoids, including two new compounds 12-hydroxymarrubiin (1) and and 3-deoxo15-methoxyvelutine C (4) which were isolated from M. Vulgare for the first time. The other known compounds were
identified as marrubiin (2), peregrinin (3), thessaline D (5), marrubinone B (6), and deacetylvitexilactone (7). Structures
of these compounds were elucidated on the basis of 1D and 2D NMR and HR-ESI-MS data. Compounds 1, 2, 3, and
6 exhibited week antimicrobial activity with IC50 >20 g/mL against various strains, as compared to the standard
amphotericin B and ciprofloxacin.
15
MeO
14
16
20
1
2
11
10
R1
4
18
19
13
12
R2
OH
8
OH
17
OMe
O
O
OH
1 R1 = H, H R2 = OH
2 R1 = H, H R2 = H
3 R1 = O
R2 = H
O
O
H
OH
Acknowledgments
This work was supported by University Grants Commission (UGC) India under UGC-Raman Postdoctoral Fellowship
Programme for year 2013-14.
References
1. El Bardai,S., Lyoussi,B., Wibo,M., Morel,N. 2004. Comparative study of the antihypertensive activity of Marrubium Vulgare
and of the dihydropyridine calcium antagonist amlodipine in spontaneously hypertensive rat. Clinical and Experimental
Hypertension, 26: 465-474.
2. Roman,R.R., Alarcon-Aguilar, F., Lara-Lemus, A., Flores-Saenz, J.L. 1992. Hypoglycemic effect of plants used in Mexico as
antidiabetics. Archives of Medical Research, 23: 59-64.
206
Institute of Bioorganic Chemistry, Academy of Sciences of the Republic of Uzbekistan, Tashkent, Uzbekistan
Department of Microbiology, Tashkent State Medical Academy, Tashkent, Uzbekistan
3
Department of Biochemistry and Applied Chemistry, Kumamoto University, Kumamoto, Japan
[email protected]
1
2
Introduction
Penicillinase, being first specific type of -lactamase, shows specificity for penicillin member antibiotics, action by
hydrolyzing their -lactam ring. Currently, a big interest to study esters of polysaccharides is observed that they have
anti-microbial, immunomodulating, anticancer, anti-hypoxemic and etc. In this regard, searching an effective acting form
of polysaccharide moieties, their derivatives, extraction of appropriate initial polysaccharide macromolecule from local
natural resources, modification thereof to obtain their effective biological active forms are remaining an actual
Materials and Methods
From seeds of Styphnolobium japonicum and Gleditsia triacanthos were extracted galactomannans with different
Man:Gal contents, following subjected to direct and selective hydrolysis, linear and less branched fractions were
separated. Polyester derivatives of polysaccharides (cellulose, galactomannans) were synthesized in Matsui Microwave
reactor using complex of esterification reagents. Antimicrobial properties were determined by disco-diffusion method
concerning 4 strains of St.aureus, St.epidermides, E.coli LN and Klebsiella which were characterised by high resistance to
common antibiotics (Benzylpenicillinum, ampicillin, kanamycin and meticillin). To confirm possible mechanism of action,
a molecular docking had been done using AutoDock Software Package (Bikadi, Hazai, 2009) to choose more effective
structures among possible units against penicillinase enzyme.
Results and Discussion
Sulfate, phosphate and acetosulfate mixed derivatives with high degree of substitution were obtained. Synthesis
conditions on products molecular parameters were discussed. The molecular weight, molecular-mass distributions were
determined by method of size exclusion chromatography, location of substituted groups confirmed through 13C-NMR.
In vitro antiviral assays results showed that samples with substitutions within secondary hydroxyl groups preferably
active against -lactamase enzyme than the substituted on primary ones. Autodock results show, in fact, large amount
of anionic groups does not provide an high inhibition of enzyme, but the structures with several intermolecular forces in
one time (i.e. cation-pi, hydrophobic, H-bonds) are critical important for the fully inhibition.
Acknowledgments
N.N. would like to thank the Matsumae International Foundation (MIF, Japan) for offering him the Fellowship.
References
1. Bikadi, Z., Hazai, E. 2009. Application of the PM6 semi-empirical method to modeling proteins enhances docking accuracy
of AutoDock J. Cheminf. 1, 15
207
1
2
In this paper, considering natural products with the 1,2,4-oxadiazol moiety, such as phidianidines A and B, which
was isolated from the aeolid opisthobranch Phidiana militaris. We decided to synthesize, isolate and characterize the
series of novel natural product analogs of 1,2,4-oxadiazole derivatives and pyrazolines bearing acridine pharmacophores
functionalities as potential noncovalent DNA-binding antitumour agents, in order to improve their biological activity.
3-(p-methoxyphenyl)-4-aryl-5-(9-acridinyl)-1,2,4-oxadiazole derivatives 4a-4e and 3-(9-acridinyl)-3a,6a-dihydro-4,6dioxopyrrolino[3,4-d]pyrazoline derivatives 5a-5c were synthesized via 1,3-dipolar cycloaddition reaction of N-aryl-C(9-acridinyl)formaldimine Schiff base with the nitrile oxide and N-arylmaleimide with the nitrilimine. The nitrile oxide
and the nitrilimine were generated in situ from p-methoxybenzohydroximinoylchloride and a-chlorobenzaldehyde
phenylhydrazone in the presence of triethylamine. The bioactivities of compounds 4a-4e and 5a-5c were evaluated
by preliminary bioassay. The preliminary bioassay on the compounds showed that some compounds possess in vitro
anticancer activity to a different extent. Compounds 4a and 4c showed Cdc25B(Cell division cycle 25B) phosphatase
inhibition activity of 57.10% and 50.98%, respectively, at the test concentration of 20 g/mL, the rest of the inhibition
rate (IC50 value) are less than 50% (positive control is sodium vanadate Na3VO4). the structure activity relationship of the
compounds was investigated.
H2N Ar
1a-1e
H2C N Ar
CHO
EtOH(anhydrous)
Glacial acetic acid
80-85C, 5h
N
3a-3e
H
HCl
1) H2N N
AcONa / EtOH, r.t., string
2) NCS, CH3COCH3
r.t., string
C
N
Cl
NH
H3CO
C
HC N Ar
Cl
OH
Et3N/CH2Cl2
r.t.
3a-3e
O
N
C Cl
N
NH
Ar
Ar
N
N
OCH3
4a-4e
Et3N/CH2Cl2
O
a-c
r.t
N
N N
Ar
O
5a-5c
c
e
b
d
Compound a
ArC6H5 p-CH3C6H4 p-CH3OC6H4 p-ClC6H4 p-NO2C6H4
Acknowledgments
This work was supported by the National Natural Science Foundation of China (Grant No. 21462043, 21062019). The
bioactivity of compounds were tested by the National Center for Drug Screening.
208
1
2
Introduction
Cellulose sulfates are known since a long time, new processes on sulfate esterification methods such as direct
and regioselective sulfation methods for making this inorganic cellulose ester continue to appear. The research in
polysaccharide sulfates is stimulated by the potential biological activity of these polymers. Cellulose sulfates are the
analogies of polysaccharide sulfates with -1,4-glucan as the main chain and sulfate groups substituted to possible hydroxyl
groups (position 2, 3 and 6) in cellulose anhydroglucose unit (AGU). Cellulose sulfates can be prepared heterogeneously,
quasi-homogeneously, or homogeneously by using various sulfating agents. In this report, the sulfation of cellulose with
SO3/pyridine (Pyr) in N,N-Dimethylacetamide (DMAc)/LiCl was studied and sodium cellulose sulfate (SCS) samples with
various degree of substitution (DS) prepared by applying different reaction conditions.
Materials and Methods
Cellulose, SO3/Pyr, DMAc and LiClH2O were received from Sigma-Aldrich Chemie GmbH. Other chemicals were pure
grade and used as received. SCS samples were prepared with applying of homogenous sulfation with SO3/Pyr in DMAc/
LiCl. The reaction product was precipitated in acetone, multiple washed with acetone and neutralized with dissolving
in 40 ml 1 mol/l NaOH. The crude SCS solution was dialyzed with 3500 Da MWCO membrane against distilled water
and freeze-dried. The FTIR spectra were recorded on a Nicolet AVATAR 370 DTGS spectrometer with KBr-technique at
400-4000 -1. 13C NMR spectra were recorded at 50oC in D2O with a BrukerAvance 400 MHz spectrometer. A CHNS
932 Analyzer (Leco) was used for elemental analysis. Molecular mass measurements carried out on size exclusion
chromatography.
Results and Discussion
In the IR spectra of SCS samples, new peaks appear at 818 cm1 ascribed to the C-O-S stretching vibration and at
1257 cm1 specific for the asymmetric stretching vibration of O=S=O. In the 13C NMR spectra of SCS samples, a new peak
ascribed to substituted C-6appears at 66.6 ppm. New peaks very close to each other appear at 78-80 ppm, which are
assigned to substituted C-2 and C-3. A new peak assigned to C-1 appears at 100.3 ppm and this peak is shifted from
C-1 at 102.3 at the effect of C-2 substitution. With respect to partial DS of the SCS samples, reaction ability of hydroxyl
groups at the C atoms placed as C-6>C-3>C-2. SCS samples have DS from 0.65 to 2.56 mol/AGU were prepared by using
the sulfating reagent with different molar ratios (1-12 mol/mol AGU). At the same temperature, amount of the sulfating
reagent was indicated as key factor for control of DS and preparation of the samples with desired DS. With increasing
amount of SO3/Pyr in the cellulose solution, DS and yield of the product increased.
Acknowledgments
B.M. is grateful to DAAD fund (Germany) for the offering him a scholarship
209
Department of Environmental science, University of Latvia, Raina Blvd. 19, Riga, Latvia
[email protected]
Introduction
Secondary metabolites in plants are responsible for such functions as adaptation and defense against herbivores
and diseases. Plant secondary metabolites are often used as flavorings, food additives and for bioprospecting of new
pharmaceuticals, at first, studying secondary metabolites of higher plants. Nevertheless research has shown many new
secondary metabolites with biological activity can also be found in lower plants, such as mosses. This study aimed to
extract and analyse secondary metabolites of mosses characteristic for Northern Europe.
Materials and Methods
In order to better evaluate amount and diversity of secondary metabolites in mosses 2 types of extracts were
prepared. 15 moss species from Northern Europe forest and bog ecosystems were chosen. Extraction was done using
two types of methods and solvents- microwave extraction with 60% ethanol and ultrasound extraction using chloroform.
To better evaluate approximate amount of secondary metabolites in mosses 13C NMR analysis was done before and after
exhaustive extraction. Ethanol extracts were tested using LC-TOF analysis for more hydrophilic substances such as amino
acids and polyphenols. Standard for LC-MS analysis was gallic acid. Chloroform extracts were analysed using GC-MS
analysis for hydrophobic substances. Hydrophobic extracts prior to analysis were silylated using BSTFA+TMS for higher
volatility of some substances. For GC-MS analysis two standards were used palmitic acid and progesterone, substance
identification was done using NIST MS search 2.0 databases.
Results and Discussion
No major differences were seen in comparison between 13C NMR before and after exhaustive extraction. Obtained
results suggest that secondary metabolite content in mosses is lower than initially expected. In ethanol extracts a range
of polyphenols and amino acids were identified and quantified, but as expected the amounts of these substances
were not high. The differences between different moss species were seen, but no characteristic substances for moss
species were detected. Approximately 100 substances were identified using GC-MS analysis. High number of different
substances has been identified in the extracts of mosses, as well as there can be found many unidentified peeks, which
allows further investigation.
Acknowledgments
This work was supported by the ESF project Nr. 2014/0009/1DP/ 1.1.1.2.0/13/APIA/VIAA/044.
210
Department of Agronomy and Plant Breeding, Isfahan (Khorasgan) Branch, Islamic Azad University, Isfahan, Iran.
Department of Horticultural, Science and Research Branch, Islamic Azad University, Tehran, Iran.
[email protected]
1
2
Introduction
The genus of Allium L. is the largest and important representative genus of the Alliaceae family comprising 780
species that are widespread around the World; each with different tastes, forms and colors; nonetheless, they are close
in biochemical, phytochemical, and nutraceutical properties (Tepe et al., 2005). Researchers (Baghalian et al., 2005) by
surveying 24 Iranian garlic masses reported that genetic factors had more effect than environmental factors on the garlic
pungency.
Materials and Methods
The samples of the bulb of garlic (Allium sativum L.) collected from fourteen different areas of Iran, during 2014. The
observation recorded during these studies were alliin (%), allicin (%) and alliinase (%). Quantitative assessment of alliin
and allicin was obtained by using an HPLC System. The sample volume of 20 L was injected and monitored at 195 nm.
Alliin was eluted in mobile phase of 5% methanol and 95% phosphate buffer (pH 5) at the flow rate of 1.0 mL/min. The
column temperature was maintained at 25C. The quantification of alliin was done by comparing the peak area produced
by freshly prepared alliin with that of standard alliin (99%).
Results and Discussions
Statistical analysis indicated that there was significant difference (p 0.01) among different ecotypes for alliin, allicin
and alliinase content. The highest alliin content was obtained from the Heydareh province with 27.36% then followed
by Sabzevar 26.66%, Maryanaj 26.26% and Hamadan 26%. The lowest of alliin content was obtained from the bulbs of
A. sativum collected in Muin province with 15%. The highest allicin content was obtained from the Tuin province with
25.66% then followed by Tarom province 24.66%. The lowest of allicin content was obtained from the bulbs of A. sativum
collected in Aliabad province with 13.66%. The highest alliinase content was obtained from the Sabzevar with 27.33%
then followed by Jandaq 27%, Sheverin 26.66% and Tuyserkan 26.33%. The lowest of alliinase content was obtained
from the bulbs of A. sativum collected in Tarom province with 12.33%. Previous studies have shown that considerable
variation for various agromorphological characters and allicin content (a significant source of organosulfur compounds
that are often correlated with blood antiplatelet activity) exist among garlic ecotypes collected from major cultivation
areas of Iran without a clear relationship between geographical areas and observed diversity (Baghalian et al., 2005).
Aknowledgements
This research project has been supported by Islamic Azad University, Isfahan (Khorasgan) branch, Isfahan, Iran. This
support is highly appreciated.
References
1. Baghalian, K., Ziai, S.A., Naghavi, M.R., Naghdi, H., Khalighi,A. 2005. Evaluation of allicin content and botanical traits in
Iranian garlic (Allium sativum L.) ecotypes. Sci. Hort, 103: 155166.
2. Tepe, B., Sokmen,M.,Akpulat,H.A.,Sokmen,A. 2005. In vitro antioxidant activities of the methanol extracts of five Allium
species from Turkey. Food Chemistry, 92: 89-92.
211
College of Chemistry & Chemical Engineering Xinjiang Normal University, Urumqi 830054, China
In this paper, we present the best extraction technology conditions for grape seed polyphenolic compounds and
the determination of their polyphenol content. In vitro studies have shown the antibacterial and antioxidant activities
of polyphenol extracts. On the basis of the total polyphenol extract single factor experiments, orthogonal experiments
were employed to study the extraction solvent concentration. We studied the effect of extraction time, extraction
temperature, and the solid-liquid ratio of the extracted polyphenols. The results show that the order of primary and
secondary factors of selected grape seeds is ABDC, the grape seed extract optimum conditions for the polyphenols are
A3B1C1D2; the solid-liquid ratio was 1:15, the liquid phase being a 40% ethanol solution. The extraction time was 120
min., ultrasonic extraction was carried out at a temperature of 80C. Grape seed polyphenol extracts have an antioxidant
capacity, so we studied the radical scavenging rate of polyphenols on superoxide ions and DPPH. From the experimental
results we know that the polyphenols have a good scavenging rate for hydroxyl radicals and DPPH. Radical scavenging
rates and superoxide ion clearance rates are higher than the scavenging rates of hydroxyl radicals and DPPH. Radical
scavenging rates and superoxide ion clearance rates of Vitamin C in comparison to grape seed polyphenols showed good
utilization values and development prospects.
References
1. Hang, C. C.; Li, F. S. Research main ingredient in grape seed extraction method [J]. Chemical Industry Time, 2004,18 (4): 1-3.
2. Dong, H. Z.; Li, B.Q.; Li,H. Research chloroform technical for grape seed polyphenols[J].Food and Fermentation Industries,
2002,28 (3): 35-39.
3. Yang, X.; Proanthocyanidins solvent extraction research [D]. Northwest Normal University, 2007.
4. Wang, J. M.; Miu, D. S.; Zhang, Y.H. grape seed polyphenol extract research [J]. China oil, 1997, 22 (2): 10-11,1.
212
Introduction
The Laboratrio de Nanotecnologia em Produtos Naturais (NANONAT, Amazonas, Brazil) has developed a variety of
polymeric nanoparticles containing agricultural biodefensives, which are based on encapsulated essential oils extracted
from Amazonian species such as Licaria puchury-major (Puxuri), Lippia grandis Schauer (Herb-of-Maraj), Piper
hispidinervum (Long Pepper) and Piper aduncum (Monkey Pepper), seeking their application in agribusiness market.
The aim of this broad project is to develop an agricultural biodefensive applied to combat the black aphis from Euterpe
oleracea (Aa), combining the use of essential oils from species of the Amazon flora and the innovative technology of the
polymeric nanosystems with controlled-release. Here we present some results related to the chemical characterization
of the species Piper hispidinervum and Piper aduncun, which are very importante for the development of this broad
project.
Materials and Methods
Aerial parts of Piper hispidinervum and Piper aduncum were collected in Manaus, Amazonas, Brazil and subjected
to the hydrodistillation using a Clevenger-type apparatus for 2 and 4 h. GC/FID and GC/MS analysis (DB-5 column 50
m x 0.22 mm, film thickness 0.25 m) were performed using a Shimadzu equipment. The operating conditions were as
follows: injector and detector temperatures were 290C; column temperature was kept at 60 C for 2 min and heated to
240 C with 3 C/min. Split ratio, 1:10. Acquisition mass range: 32 420 daltons. Helium was used as carrier gas with a
flow rate of 1mL/min. The identification of the oil compounds was established from their GC retention indices, relative
to C6-C24 n-alkanes, by comparison of their MS spectra with those reported in the literature and by computer matching
with the NBS-Reve mass spectra library.
Results and Discussion
35 chemical constituents of the essential oil from Piper hispidinervum were identified, corresponding to 97.6% of
the raw oil. The major compound was the monoterpene linalool (32.4%) and the sesquiterpene composition was rich
in E-caryophyllene (21.9%). The essential oil of Piper aduncum presented a rich chemical composition of sesquiterpene
compounds: 88.68% of the raw oil was characterized, showing 32 chemical constituents, which are predominately
oxygenated sesquiterpene compounds, with 49.4% of dillapiol.
ReferenceS
1. Estrela, J. L. V., Fazolin, M., Catani, V., Acio, M. R., Lima, M. S. 2006. Toxicidade de leos essenciais de Piper aduncum e
Piper hispidinervum em Sitophilus zeamais. Pesq. agropec. bras., 41: 217-222.
213
Department of Agronomy and Plant Breeding, Isfahan (Khorasgan) Branch, Islamic Azad University, Isfahan, Iran.
Department of Horticultural, Science and Research Branch, Islamic Azad University, Tehran, Iran.
[email protected]
1
2
Introduction
The genus Mentha belongs to the mint family (Lamiaceae), subfamily Nepetoideae (Bremer et al. 1998). The genus
Mentha includes 25 to 30 species that grow in the temperate regions of Eurasia, Australia and South Africa (Dorman et
al., 2003).
Materials and Methods
The aerial parts of two Mentha species including Mentha longifolia (L.) Huds. and Mentha spicata L. were collected
from two ecotypes, Ardestan (Isfahan) province in center Iran (33 22 N and 52 22 E) about 1562 m above sea level,
and Saman (Chaharmahal va Bakhtiari) province (32 27 N and 50 54 E) about 1871 m above sea level during 2014. The
essential oils of samples were obtained by hydro-distillation, and analyzed using GC/MS.
Results and Discussion
The essential oil yields were obtained from the aerial parts of M. longifolia, 0.62 and 0.85 ml / 100 g dry weight
collected in Ardestan and Saman province, respectively. The essential oil yields were obtained from the aerial parts of
M. spicata, 0.49 and 1.02 ml / 100 g dry weight collected in Ardestan and Saman province, respectively. GCMS analyses
resulted in the characterization of 32 and 29 compounds in M. Longifolia essential oil collected in Ardestan and Saman
province, respectively. The oil of Ardestan components corresponding to 99.97% and the major constituents of the oil
were pulegone (31.21%), 1,8-cineole (23.01%), sabinene (6.76%) and -terpinene (5.43%). The oil of Saman components
corresponded to 99.92% and the major constituents of the oil were pulegone (31.06%), 1,8-cineole (24.34%) and sabinene
(7.45%). GCMS analyses resulted in the characterization of 25 and 26 compounds in M. spicata essential oil collected
in Ardestan and Saman province, respectively. The oil of Ardestan components corresponded to 99.92% and the major
constituents of the oil were 1,8-cineole (35.28%), carvone (30.71%), sabinene (8.85%) and -caryophyllene (5.52%).
The oil of Saman components corresponded to 98.49% and the major constituents of the oil were carvone (35.37%),
1,8-cineole (24.35%), pulegone (18.67%). Recent findings indicated that some of the medicinal plant characteristics can
be affected by genetic and ecological factors (GhasemiPirbalouti and Mohammadi, 2013).
Aknowledgements
This research project has been supported by Islamic Azad University, Isfahan (Khorasgan) branch, Isfahan, Iran. This
support is highly appreciated.
References
1. Bremer, K., Chase, M.W., Stevens, P.F. 1998. An ordinal classification for the families of flowering plants. Annals of Missouri
Botanical Garden, 83: 531553.
2. Dorman, H.J., Kosar, M., Kahlos, K., Holm, Y., Hiltunen, R. 2003. Antioxidant prosperities and composition of aqueous
extracts from Mentha species, hybrids, varieties and cultivars. Journal of Agricultural and Food Chemistry, 51: 45634569.
3. GhasemiPirbalouti, A., Mohammadi, M. 2013. Phytochemical composition of the essential oil of different populations of
Stachys lavandulifolia Vahl. Asian Pacific J. Tropical Bio, 3; 123128.
214
Introduction
Rosemary (Rosmarinus officinalis L) occupies an important place in the pharmacopeias of the countries of the
Mediterranean coastline. Native of the Mediterranean regions, the Rosemary develops spontaneously in all of Algeria
[1, 2].
The purpose of this work is to evaluate the antibiotic activity of the essential oil of Rosemary (pure and diluted at 1/2,
1/4 1/8, 1/16 and 1/32) against seven bacterial strains: Klebsiella pneumoniae not productive of carbapenemase (Kpc), Klebsiella pneumoniae productive of carbapenemase (Kpc+), Acinetobacter S141, Escherichia coli S42, Serratia S103,
Pseudomonas aeruginosa S72 and Staphylococcus aureus 178.
Materials and methods
Chromatographic analysis: It was carried out by GC/MS Shimadzu. Column type: QP 2010 S, of a length of 25 m and
of an internal diameter of 0.25 mm. The gas vector used is helium, debit of 1.5 ml by min. A flame ionization detector
(FID). The temperature of the column was maintained at 60C during 5 min then by increasing of 5 C by minute until
220C.
Bacterial strains: They were provided by the laboratory of Microbiology (faculty of medicine of Annaba).
Results and discussion
The analysis of the essential oil of Rosemary by GC / MS revealed the existence of 25 components and borneol
(29.54%), verbenone (12.41%), linalool (11.14%) and camphor (10.45%) were the major components. We noted the
presence of -pinne (3.79%).
The antibacterial effect of this oil proved to be very efficient against staphylococcus (30mm) Kpc+ (29mm), Escherichia
(26mm) Acinetobacter S141 (23mm) Kpc- (17mm) Serratia S103 (14mm). Pseudomonas aeruginosa S72 presents a total
resistance to this oil
References
1. Quezel P. et Santa S, Nouvelle flore de lAlgrie et des rgions dsertiques mridionales, Edition CNRS, paris. P. 793,
1963.
2. Iserin P., Masson M. et Restellini J.P, Encyclopdie des plantes mdicinales: Identification, prparations, soins. Ed
Larousse, Paris. pp:10, 14-17, 21, 128, 2001.
215
1
2
Introduction
Plant-derived antioxidants are found in the form of phenolic compounds (flavonoids, phenolic acids, alcohols,
stilbenes, tocopherols, tocotrienols), ascorbic acid and carotenoids (Ali et al. 2008). Polyphenols are classified into
phenolic acids and flavonoids. Chlorogenic acid is a phenolic acid and has attracted great interest because of its activities
(Sato et al. 2011). Rutin is a flavonoid and is known for its anti-inflammatory and vasoactive properties, as well as its
capability to diminish capillary permeability and to reduce the risk of arteriosclerosis (La Casa et al. 2000). In Turkey,
the genus Prangos Lindley (Umbelliferae) is represented by 17 taxa, of which 9 are endemic. Different types of chemical
constituents were found in Prangos species, but a few studies have reported on their phenolic compositions. The aim of
the study was to evaluate the rutin and chlorogenic acid contents of P. heyniae, P. denticulata and P. meliocarpoides var.
meliocarpoides by high-performance liquid chromatography(HPLC).
Material Methods
The HPLC system (Agilent Technologies 1200 series) was equipped with a binary pump, a Diode Array Detector. The
peak area was calculated with a Winchrom integrator. Reversed-phase chromatographic analysis was carried out in
isocratic conditions using a C-18 reverse phase column
(150 mm 4.6 mm i.d., particle size 5 m, Agilent Zorbax Eclipse XDB-C18) at 25C. Running conditions were as
follows: injection volume, 10 L; mobile phase, acetonitrile/ 40 mM formic acid; flow rate, 1 mL/min; and UV detection
at 254 and 330 nm. Rutin and chlorogenic acid in the samples were identified by comparing chromatographic peaks with
the retention time (Rt) of individual standards and further confirmed by co-injection with the standards. The amount
of each phenolic compound is expressed as g/mg of the extracts. Statistical analyses were performed using the SPSS
11.5 (SPSS, Chicago, IL). Differences among means were performed by analysis of variance (ANOVA), and averages were
compared using Tukey test.
Results and discussion
The richest plant extracts in terms of chlorogenic acid and rutin were found to be P. denticulata leaf methanol extract
(33.6 2.8 g/mg) and P. heyniae leaf methanol extract (24.8 0.2 g/mg), respectively. All the extracts showed presence
of chlorogenic acid. Rutin was not detected in P. denticulata fruit extracts and P. meliocarpoides var. meliocarpoides fruit
water extract. According to our findings, rutin and chlorogenic acid amounts in the leaf extracts were higher than those
of the fruit extracts. Also, the methanol extracts had higher rutin and chlorogenic acid contents than the water extracts.
References
1. Ali, S.S., Kasoju, N., Luthra, A., Singh, A., Sharanabasava, H., Sahu, A. And Bora, U. 2008. Indian Medicinal Herbs As Sources
Of Antioxidants. Food Res. Int. 41: 115.
2. La Casa, C., Villegas, I., Alarcon De La Lastra, C.,Motilva, V. And Martin Calero, M.J. 2000. Evidence For Protective And
Antioxidant Properties Of Rutin, A Natural Flavone, Against Ethanol nduced Gastric Lesions. J. Ethnopharmacol. 71, 4553.
3. Sato, Y., Itagaki, S., Kurokawa, T., Ogura, J., Kobayashi, M., Hrano, T., Sugawara, M. And Iseki,K. 2011. n vitro and in vivo
antioxidant properties of chlorogenic acid and caffeic acid. Int. J. Pharm. 403: 136138.
216
PP-147 Isolation and identification of -sitosterol-3-O--Dglucopyranoside from leaf parts of Centaurea derderiifolia and its
anticancer and antioxidant activities
Ibrahim Demirtas1 ,Fatma Bulut1, Feyza Oke-Altuntas2*, L. Behcet3
Department of Chemistry, Faculty of Science, Cankiri Karatekin University, 18100 Cankiri, Turkey
Department of Biology, Faculty of Science, Gazi University, 06500 Ankara, Turkey
3
Department of Biology, Faculty of Science and Art, Bingl University, 12000, Bingl, Turkey
[email protected]
1
2
Introduction
The genus Centaurea L. (Asterecea) belonging to the tribe Cardueae comprises 400700 species of annual, biennial
and perennial grassy plants distributed in Europe and Asia (Wagenitz and Hellwig, 1996). Centaurea is wide spread in
Turkey with 180 species, 109 of which are endemic (Davis, 1997; Duran and Duman, 2002). To the best of our knowledge,
no report on the isolation of secondary metabolites from Centaurea derderiifolia is available to date.
Materials and Methods
C. derderiifolia was collected from Bingol, Turkey. Dried and powdered aerial parts (leaves) of C. derderiifolia were cut
into small pieces. After this plant leaf portions (2 kg) was crushed in liquid nitrojen. The crushed leaves were dissolved
in hexane, dichloromethane, chloroform, methanol and methanol-chloroform mixture in a week time of each solvent
for three times at room temperature. The chloroform extract was filtered and evaporated (600 mm Hg) at 20-35C. The
chloroform extract (12.366 g) subjected to column chromatography on sephadex (LH-20) column to obtain 53 fraction.
Methanol:chloroform (3.5:6.5) mixture was used for elution. Fractions (28-30) were applied to further purification
procedure by using preparative TLC to obtain -sitosterol-3-O--d-glucopyranoside (9.20mg). The structure of the
isolated compound was elucidated by 1H, 13C-NMR, DEPT, HMBC spectrometric techniques. The antioxidant capacity of
the compound was evaluated by free radical scavenging and metal chelating activity assays. The antiproliferative activity
of the compound against HeLa cell line was evaluated by xcelligence system.
Results and Discussion
The steroidal glycoside was identified as -sitosterol-3-O--d-glucopyranoside according to obtained data from
spectroscopic analysis. IC 50 value of DPPH radical scavenging activity of the compound was determined as 8.88 0.02
mg/mL. The compound exhibited moderate antiproliferative effect at the concentration of 100 g/mL. -sitosterol-3-O-d-glucopyranoside (Daucosterin) has been isolated from leafy parts of C. derderiifolia for the first time.
References
1. Davis, P.H., Flora of Turkey and the East Aegean Islands, 5. Edinburgh University Press, Edinburgh, 1997.
2. Duran, A., Duman, H., Two new species of Centaurea (Asteraceae) from Turkey. Ann. Bot. Fenn, 2002, 39: 4348.
3. Wagenitz, G.,Hellwig, F.H., 1996. Evolution of characters and phylogeny of Centaureinea. In: Hinf, D.J.N., Beentje,
H.J. (Eds.), Compositae: Systematics.Proceedings of the International Compositae Conference, Kew, 1994, vol. 1.Royal
BotanicGardens, Kew, UK, pp. 491510.
217
Department of Chemistry, Faculty of Science, Cankiri Karatekin University, 18100 Cankiri, Turkey
Department of Biology, Faculty of Science, Gazi University, 06500 Ankara, Turkey
3
Department of Biology, Faculty of Science and Art, Bingl University, 12000, Bingl, Turkey
[email protected]
1
2
INTRODUCTION
Centaurea is wide spread in Turkey with 180 species, 109 of which are endemic (Davis, 1997; Duran and Duman,
2002). Various species of Centaurea are used as herbal remedies for their digestive, tonic, expectorant, antipyretic and
antidiarrheal effects in traditional medicine (Baytop, 1999). Centaurea derderiifolia Wagenitz is an endemic species and
frequent locally in the Elaz, Tunceli, Kahramanmara, and Sivas provinces. The aim of the study was to evaluate the
antiproliferative and antioxidant activities of the sub-fractions from chloroform extract of C. derderiifolia.
Materials and Methods
The crude chloroform extract of C. derderiifolia leaves was subjected to chromatographic separation using flash,
column and thin layer chromatographic techniques. The chloroform and its sub-fractions were investigated for their
antiproliferative activities against human cervical cancer (HeLa) cell line by using real time cell analyzer. The antioxidant
activities of the subfractions were determined using 2,2-diphenylpicrylhydrazyl scavenging and metal chelating assays.
RESULTS AND DISCUSSION
K1S2 exhibited the highest antiproliferative activity against Hela cell line. The highest DPPH radical scavenging effect
was detected in F1S3 (IC50 = 0.76 0.03 mg/mL). K1S3 showed significant metal chelating capacity (88.3 0.61%). This
result suggests that active fractions can be used as a source of antioxidant or anticancer agent for pharmacological
preparations.
REFERENCES
1. Baytop, T, Trkiyede Bitkiler ile Tedavi, 2nd edn. Nobel Tp Kitabevleri Ltd.Sti: Istanbul, 1999, 176.
2. Davis, P.H., Flora of Turkey and the East Aegean Islands, 5. Edinburgh University Press, Edinburgh, 1997.
3. Duran, A., Duman, H., Two new species of Centaurea (Asteraceae) from Turkey. Ann. Bot. Fenn, 2002, 39: 4348.
218
INTRODUCTION
Antioxidant activity is a fundamental property important for human life. Many biological functions, including antimutagenicity, anti-carcinogenicity, and anti-aging may originate from this property(Yang et al., 2001). The increased
consumption of herbaceous plants has been widely promoted because of the health benefits of many non-nutrient
phytochemicals associated with health maintenance and prevention of chronic diseases and cancers. As our understanding
of the role of free radicals in human diseases has deepened, antioxidants have attracted broader interest because of
their role in inhibiting free radical reactions and their help in protecting the human body against damage by reactive
oxygen species (Aruoma, 1994). This study was undertaken in order to examine the antioxidant activities of the various
extracts from the seed and stem parts of Euphorbia chamaesyce L.
Materials and Methods
E. chamaesyce (EC) was collected from Bingol, Turkey. Dried and powdered stem (ST) and seed (SE) parts of C E.
chamaesyce were cut into small pieces. The crushed parts were dissolved in hexane(H), chloroform (C), ethyl acetate
(E), acetone(A) and methanol (M) in a week time of each solvent for three times at room temperature. The extracts
were filtered and evaporated. The antioxidant capacities of the extracts were evaluated by various methods including
the free radical scavenging and metal chelating activity assays. Total phenolic content of the extracts was determined
spectrophotometrically by the Folin-Ciocalteu reagent.
RESULTS AND Discussion
Total phenolic content of the extracts decreased in the order: EC/SEM > EC/SEA > EC/SEE > EC/STA > EC/STE >
EC/STM > EC/STC> EC/SEC. The highest DPPH radical scavenging effect was detected in the seed methanol extract.
Some extracts of the species showed significant metal chelating capacity. It could be suggested that the seed methanol
extract may be used a potential source of natural antioxidant in food and pharmacy industries.
REFERENCES
1. Aruoma, O.I., Nutrition and health aspects of free radicals and antioxidants. Food Chem Toxic, 1994, 32: 671-683.
2. Yang, C.S., Landau, J.M., Huang, M.T., and Newmark, H.L., Inhibition of carcinogenesis by dietary polyphenolic compounds.
Ann Rev Nutr, 2001, 21: 386-406.
219
Introduction
Euphorbia is one of the largest genus which belongs to Euphorbiaceae family and represented by 105 species in
Turkey. Euphorbia species are named as Stleen (Baytop, 1994). The aim of this study was to investigate the detailed
phytochemical analysis of Euphorbia chamaesyce L.
Material and Methods
E. chamaesyce (EC) was collected from Bingol, Turkey. Dried and powdered stem (ST) and seed (SE) parts of C E.
chamaesyce were cut into small pieces. The crushed parts were dissolved in hexane(H), chloroform (C), ethyl acetate
(E), acetone(A) and methanol (M) in a week time of each solvent for three times at room temperature. The extracts
were filtered and evaporated. Phenolic contents of the extracts were determined qualitatively and quantitatively by high
performance liquid chromatography/time of flight-mass spectrometry (HPLC/TOF-MS). Fatty acid composition of the
hexane extracts was performed by GC-MS.
Results and Discussion
Gallic acid, rutin, ferulic acid, chicoric acid, caffeic acid, p-coumaric acid, quercetin, kaempferol, cinnamic acid, gentisic
acid, vanillic acid, protocatechuic acid, 4-hydroxybenzoic acid were found in the extracts. The major constituents of the
fatty acids obtained from the seed and stem hexane extract were determined as linoleic acid (C18:2 ) (32.6%, 21.9%,
respectively), linolelaidic acid (C18:3) (13.8%, 13.7%, respectively), and palmitic acid (C16:0)(10.4%, 9.15%, respectively).
This study provides first report on the detailed phytochemical screening of E. chamaesyce.
References
1. Baytop T. 1994. Trke Bitki Adlar Szl [Dictionary of Vernacular Names of Wild Plants of Turkey]. Ankara: Trk Tarih
Kurumu Basmevi, 385 pp
2. Oztekin M. 2012. Euphorbia L. In: Gner A, Aslan S, Ekim T, Vural M, Babac MT, editors. A checklist of the flora of Turkey
(vascular plants). Istanbul: Nezahat Gkyiit Botanic Garden (NGBB), ANG Foundation and Flora Research Society; p. 414 424.
220
Anadolu University, Faculty of Pharmacy, Department of Pharmacognosy, 26470 Eskiehir, TURKEY 2Anadolu University, Yunus
Emre Vocational School, 26470, Eskiehir, TURKEY
3
Anadolu University, Graduate School of Health Sciences, Department of Pharmacognosy, 26470 Eskiehir, TURKEY
[email protected]
1
Introduction
The genus Centaurea (Asteraceae) is represented in the world aproximatelly by 600 species, 222 of which are
represented in Flora of Turkey with % 67 endemism rate. Turkey is the main gene center of the genus (Bona, 2015).
Several members of this genus are used in Anatolian folk medicine.
Materials and Methods
In the present study, Centaurea cariensis subsp. maculiceps was subjected to hydrodistillation for 3 h using Clevenger
type apparatus and the oil trapped in hexane was analysed by GC-MS. Identification of the essential oil components was
carried out by comparison of their relative retention times with those of authentic samples or by comparison of their
relative retention index (RRI) to the series of n-alkanes. Computer matching against commercial (Wiley GC/MS Library,
Adams Library, MassFinder 2.1 Library), and in-house Baser Library of Essential Oil Constituents built up by genuine
compounds and components of known oils, as well as MS literature data, were used for the identification.
Deodorized water extract of plant material obtained from the marc after clevenger distilation was freze dried and
used for antioxidant activity tests. Deodorized water extract of Centaurea cariensis subsp. maculiceps was tested for
its free radical scavenging activity, using the the 1,1-Diphenyl-2-picrylhydrazyl (DPPH) screning assay (Kumarasamy et
al.,2007). Total phenolics of the extract was determined according to the (Singletton et al., 1998) method.
Results and Discussion
Main components of the essential oil were found as hexadecanoic acid (28.6%), carvacrol (12.0%), dodecanoic
acid (9.2%), caryophyllene oxide (6.1%), heptacosane (5.7%). Antioxidant capacity results were found as IC50 values of
0.1430.051 mg/mL while positive control gallic acid showed IC50 value as 0.002 mg/ml. Total phenolic content was
determined as 47.794.28 mg/GAE.
References
1. Bona, M. 2015. Centaurea goksivriensis (Asteraceae), a new species from Turkey, Phytotaxa, 203 (1): 063068.
2. Kumarasamy, Y., Byres, M., Cox, P.J., Jaspars, M., Nahar, L., Sarker S.D. 2007. Screening seeds of some Scottish plants for
free-radical scavenging activity. Phytother Res., 21, 615-621.
3. Singleton, V. L.; Orthofer, R.; Lamuela-Raventos, R. M. Analysisof total phenols and other oxidation substrates and
antioxidantsby means of Folin-Ciocalteu reagent. In Methods in Enzymology;Packer, L., Ed.; Academic Press: San Diego, CA,
1999; Vol. 299,pp 152315.
221
Introduction
Arnebia euchroma (Royle) Johnst. is one of the most commonly used uyghur traditional drugs,used for the treatment
of Sores, eczema , burns and has antitoxic activity.Aim of this research is to establish fingerprints to assess the quality
of Arnebiae Radix and to determine the contents of -acetoxyisovaleryalkannin derived from Arnebia euchroma (Royle)
Johnst. which is in order to provide the evidence for the quality control of Arnebiae Radix in new version of the Chinese
Pharmacopoeia .
Materials and Methods
HPLC fingerprinting and content determination methods were applied to evaluate the quality of Arnebiae Radix.Ten
batched of samples were detected by an ACE C18 column ( 4.6 mm x 250 mm, 5 m) using acetonitrile-0.1 % formic
acid with water Isocratic system as mobile phase. The wavelength of detection is 516 nm for fingerprinting and content
determination of -acetoxyisovaleryalkannin in Arnebiae Radix.
Results and Discussion
HPLC fingerprint of Arnebiae Radix was established and could be used for quality assessment of Arnebiae Radix.
The results showed the characteristic HPLC fingerprints peaks of these ten batches in Arnebiae Radix. The contents of
-acetoxyisovaleryalkannin showed the differences from differenr sources of Arnebiae Radix. -acetoxyisovaleryalkannin
can be good chemical marker for the quality control of Arnebiae Radix. It has been used in Hong Kong Chinese Materia
Medica Standards.
Acknowledgments and References
1. The peoples Republic of China Pharmacopoeia,2010, The State Pharmacopoeia Commission, The medicine science and
technology press of China, Vol 1, 230
2. Papageorgiou VP, Assimopoulou1 AN, Couladouros EA, et a.,1999,The Chemistry and Biology of Alkannin, Shikonin, and
Related Naphthazarin Natural Products[J]. Angewandte Chemie International Edition, 3 (38): 270-301.
3. Shen CC, Syu WJ, Li SY, et al. Antimicrobial activities of naphthazarins from Arnebia euchroma,2002,. J. Nat Prod, 65(12): 1
857-1862.
4. Sevimli-Gur C, Akgun IH, Deliloglu-Gurhan I, et al. Cytotoxic naphthoquinones from Alkanna cappadocica, 2010 , J Nat
Prod, 73(5): 860-864.
222
Bezmialem Vakf University, Faculty of Pharmacy, Department of Pharmacognosy, 34093, Istanbul, Turkey
Bezmialem Vakf University, Faculty of Pharmacy, Department of Pharmaceutical Chemistry, 34093, Istanbul. Turkey
[email protected]
1
2
Introduction
Turkey is an important gene-centre for the family Lamiaceae (Labiatae). There are 41 Origanum species in the world.
The Flora of Turkey has 22 species and 32 taxa of Origanum, 21 taxa being endemic to Turkey, and the ratio of endemism
in the genus is 63%. Origanum species are used in traditional medicine all around the world, possessing antioxidant,
anticholinesterase, antibacterial, antifungal and anti-inflammatory effects (Ozkan et al., 2011; Loizzo et al., 2009; Miller
et al., 2015). Origanum vulgare L. subsp. hirtum known as Istanbul kekii in Turkey and widely used as kekik in Marmara
and Thrace regions (Esen et al., 2007).
Materials and Methods
Plant was dried at room temperature and ground to fine powder in a mechanic grinder. It was then successively
extracted with dichloromethane, and subsequently methanol. Isolation studies were made on Si-gel columns and
isolates were purified by preparative TLC, and HPLC used for polar compounds. Methanol and dichloromethane extracts
of the aerial parts of Origanum vulgare L. subsp. hirtum were investigated against acetylcholinesterase (AChE) and
butyrylcholinesterase (BChE) enzymes by modified Ellman method (Ellman et al., 1961).
Results an Discussion
Purification studies are continuing, and structure elucidation studies of pure compounds have been made based on
namely 1D- and 2D NMR and mass spectroscopic techniques. Pure triterpenoids ursolic acid and oleanolic acid have yet
been obtained. The anticholinesterase activity tests are still ongoing for the extracts and pure compounds.
References
1. Esen,G., Azaz, A.D, Kurkcuoglu, M., Baser, KHC., Tinmaz, A. 2007. The essential oil and antimicrobial activity of wild and
cultivated Origanum vulgare L. subsp. hirtum (Link) Ietswaart from Marmara region in Turkey. Flavour Fragr. J., 22: 371-376.
2. Ellman, G.L., Courtney, K.D., Andres, V., Featherston, R. M. 1961. Biochem. Pharmacol., 7, 88-95.
3. Loizzo, M.R., Menichini, F., Conforti, F., et al. 2009. Chemical analysis, antioxidant, anti inflammatory and
anticholinesterase activities of Origanum ehrenbergii Boiss and Origanum syriacum L. essential oils. Food Chem, 117:174-180.
4. Miller, A.B., Cates, R.G., Lawrence, M., et al. 2015. The antibacterial and antifungal activity of essential oils extracted from
Guatemalan medicinal plants. Pharm. Biology, 53: 548-554.
5. Ozkan, A., Erdoan A. 2011. A comparative evaluation of antioxidant and anticancer activity of essential oil from Origanum
onites (Lamiaceae) and its two major phenolic components. Turk J Biol, 35: 735-742.
223
Introduction
The Centaurea L. genus of Asteraceae is represented with more than 205 taxa in Turkey. In previous phytochemistry
studies on various Centaurea species the occurrence of secondary metabolites such as flavonoids, sesquiterpene
lactones, triterpenes, alkaloids have been reported (Sen et al., 2014; Polatoglu et al., 2014). The purpose of the present
study was to isolate and identify flavonoids from aerial parts of Centaurea kilaea Boiss.
Materials and Methods
Plant samples were collected in the flowering periods from the Catalca region of Istanbul in 2009 and identified by
Dr. Gizem Bulut, a botanist at the Faculty of Pharmacy, University of Marmara. Voucher specimens were deposited in the
Herbarium of the Faculty of Pharmacy, Marmara University (MARE No: 11712). Dried aerial parts of C. kilaea (1595 g)
were separately extracted with n-heptane, chloroform and methanol using maceration method. The chloroform extract
(20 g) was subjected to a silica gel column (800 g) and eluted by gradient elution (Hexane-CHCI3-CH3OH) to afford 20
fractions. Fractions were combined according to their TLC behaviour to yield CKCSI (F4-10), CKCSII (F11-14) and CKCSIII
(F15-20). Compounds from CKCSII fraction have been isolated by repeated chromatography techniques (silica gel and
sephadex LH-20 column chromatography, silica gel preparative TLC)
Results and Discussion
224
Key Laboratory of Plants Resources and Chemistry of Arid Zone, Xinjiang Technical Institute of Physics and Chemistry, Chinese
Academy of Sciences, Beijing South Road 40-1, Urumqi 830011, Xinjiang, P. R. China
2
Key Laboratory of Xinjiang Indigenous Medicinal Plants Resource Utilization Xinjiang Technical Institute of Physics and Chemistry,
Chinese Academy of Sciences, Urumqi 830011 China
3
University of Chinese Academy of Sciences, Beijing 100039, P.R. China
[email protected]
1
Introduction
Vernonia anthelmintica (L.) Willd, called Kaliziri in Xinjiang (North West of China), is a plant which only grows in highaltitude areas of southern Xinjiang and small regions in Pakistan and India, and is a famous medicine that used to cure
vitiligo in traditional Uyghur medicine (TUM). V. anthelmintica belonging to Asteraceae have been shown to produce
various types of sesquiterpene lactones, such as eudesmanolides, germacranolides, guaianolides, and elemanolides.
Materials and Methods
The air-dried seeds (15 Kg) of V. anthelmintica were extracted with petroleum ether (PE) (102 L) followed by extracting
with PE: ether: MeOH (PEM) = 1:1:1 (104 L) and MeOH (136 L) successively. The PEM extract (457 g) was subjected to a
silica gel column (100-200 mesh; PE/ EtOAc, 1:0 0:1, v/v) to produce 10 major fractions (F1 F10), monitored by TLC.
Fractions F3 was chromatographed on silica gel, ODS and sephadex LH columns and then purified by preparative HPLC
to yield two sesquiterpenoids cynaropicrin (1) and deltoidealactone (2). Their structures elucidated by 1D and 2D NMR
data are shown in Fig.1.
O
O
H
HO
H
O
OH
O
O
H
H
O
O
O
1
OH
O
2
225
PP-156 Supercritical CO2 extraction of Nitraria sibirica Pall. seed oil and
its fatty acid composition analysis
Mahinur Bekri1, Abdumijit Abdukadir2, Junping Zhang1, H. A. Aisa1*,
The Key Laboratory of Plant Resources and Chemistry in Arid Regions and Key Laboratory of Xinjiang Indigenous Medicinal Plants
Resource Utilization, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Urumqi 830011, China
2
College of Pharmacy, XinjiangMedical University, Urumqi830011, China
[email protected]
1
Introduction
Nitraria sibirica Pall. belonging to the Zygophyllacea family, is one of the dominant species in Xinjiang, China. As a
traditional Uyghur herb, the fruits and leaves of Nitraria sibirica Pall. are used to treat hypertension, menstrual disorders
and gestroenterities (Liu,1999). Up to date the components of Nitraria sibirica seed oil have not been analyzed. Due to
their ecological and medicinal values, seed oil was extracted by supercritical CO2 fluid and its fatty acid components were
analyzed by GC MS, which provided the basic data for the further development of Nitraria resource.
Materials and Methods
The Nitraria sibirica seeds were smashed to powder with diameters about 4.0mm. 200g powder was weighed and
extracted in the extraction pot. During the extraction process, the optimization conditions of this method were: CO2
fluids used in cycle at the flow rate 10 L/min; extraction pressure 40Mpa; extract in temperature 55; extract period 2
hours.
The chemical structures of components were searched and identified by NIST08 databases.
Results and Discussion
Table1 Identified chemical components of Nitraria sibirica seed oil extracted by SFE- CO2
Peak No
Formula
Chemical constituent
Relative content%
1
2
3
4
5
6
7
8
C17 H34O2
C19H38O2
C19 H36O2
C19H36O2
C19H34O2
C19H34O2
C21 H42O2
C23H46O2
Methyl palmitate
Methyl octadecanoate
Methyl 9-octadecenoate
9-Octadecenoic acid, methyl ester
Methyl linoleate
Methyl linolenate
Eicosanoic acid, methyl ester
Docosanoic acid, methyl ester
4.166
2.317
25.747
0.473
65.671
0.977
0.327
0.322
Results given in table1 showed the component with high content (> 65%) of linoleic acid, oleic acid (25%) and
linolenic acid (1%) which are the essential unsaturated fatty acid for human body. The study showed that the probability
of coronary artery disease decreases linearly with the increase of quantities of the unsaturated fatty acids in food stuff
(Gil-Villarino, 1997).
Unsaturated fatty acids play an important role in human life for its anti-oxidative and health care properties. The
seed oil of Nitraria sibirica has practical values.
Acknowledgments
This work was supported by West Light Foundation of Chinese Academy of Science (Grant No.XBBS201312).
References
1. Liu, Y.M.,Imam, Sawut. 1999.Pharmacography of Uyghur(volume one).Xinjiang peoples publishing
house,Urumqi,pp.206-209.
2. Gil-Villarino,A.,Tortes MI.,Aafra.1997.Supplemantation of coconut oil from different sources to the diet induces cellular
damage and rapid changes in fatty acid composition of chick liver and hepatic mitochondria. comparative biochemistry and
physiolog,117c:243-250.
226
Introduction
Pomegranate peel, a by-product of the pomegranate juice and pomegranate wine industry. Its major class of
phytochemicals is the polyphenols, including flavonoids, hydrolysable tannins and phenolic acids, which constitute
approximately 10-20% of dry weight [1-4]. Our research group previously studied antibacterial, antioxidant and antitumor
bioactivities of pomegranate polyphenols, and confirmed the optimized preparing techniques for standard polyphenol
extraction with antibacterial activities [5-7]. Therefore, in order to better explain the active substances and mechanism, its
chemical compositions were identified by HPLC-MS / MS in this study. Another significant goal of this study was to clarify
the quantities of major polyphenol contents by HPLC.
Materials and Methods
The polyphenols extraction of pomegranate peel (PEPP, obtained by our research group) 50.1mg was dissolved in
10mL, 50% methanol before analysis.
High performance liquid chromatography (HPLC) coupled to negative electrospray ionization (ESI) employing a timeof-flight tandem mass spectrometer (TOF-MS) was used to analyze components of polyphenols from the peel of Punica
granatum L. by comparing the retention time, fragmentation behaviors at low and high collision energy.
Results and Discussion
A total of more than 49 compounds including ellagitannins and gallotannins, ellagic acid derivatives, flavonols were
identified. Additionally, a rapid HPLCUV method for qunantification of seven major polyphenols( punicalagin,punicalin,
ellagic acid,gallic acid, corilagin, astralagin and gallocatechin ) was estabilished. The results showed that, punicalagin is
one of the main compounds which constitutes 53.2% in this polyphenol extraction.
References
1. Navindra, P. S., Risa, N.S., David H., 2006. Pomegranates: Ancient Roots to Modern Medicine,3-14.
2. Mavlyanov S.M., Islambekov S.Y., Karimdzhanov A.K., et al. 1997. Polyphenols of the fruits of some varieties of
pomegranate growing in Uzbekistan. Chem. Nat. Compd., 33(1): 98-99.
3. Chauhan D., Chauhan J.S. 2001.Flavonoids diglycoside from Punica granatum. Pharm Bio., 39 (2):155 -157.
227
Key Laboratory of Plant Resources and Chemistry in Arid Regions, Xinjiang Technical Institute of Physics and Chemistry, Chinese
Academy of Sciences, 830011, Urumqi, P. R. China, fax:+86 991 3835679,
2
Key Laboratory of Xinjiang Indigenous Medicinal Plants Resource Utilization, Xinjiang Technical Institute of Physics and Chemistry,
Chinese Academy of Sciences;P. R. China.
3
University of Chinese Academy of Sciences, 100049, Beijing, P. R. China.
[email protected];
1
As a medicinal and edible plant, Ziziphora clinopodioides Lam. (Labiatae), mainly distributed in Xinjiang of China,
Iran, Turkey, Mongolia, and Central Asia, is commonly used in traditional Uyghur medicine for the treatment of fever,
edema, neurasthenic, insomnia, tracheitis, lung abscess, hemorrhoids, hypertension, angina pectoris, coronary artery
disease and other cardiovascular diseases (1-4). Former phytochemical investigations on genus Ziziphora mainly focused
on essential oil components, along with a few flavonoids, caffeoyl derivatives, fatty acids, phenolic acids, triterpenoids,
and sterols (1). In the present study, antihypertensive activity of Z. clinopodioides was assayed using commonly adopted
in vitro model of rat thoracic aortic rings (1), with the result that EtOAc fraction and CHCl2 fraction were active fractions,
EC50 values of which were 0.340.03, and 0.590.02 g/L, together with Emax values of 94.353.59%, and 75.165.48%,
respectively. Further bioassay-guided fractionation led to the isolation of 4 potential vasorelaxant principles, identified
as apigenin, luteolin, methyl rosmarinate, and oleanolic acid.
ACKNOWLEDGEMENT
We gratefully acknowledge financial support from National Natural Science Foundation of China (81102891).
REFERENCES
1. Committee of Flora Xinjiangensis. 2004. Flora Xinjiangensis. vol. 4. Xiangjiang Science & Technology Publishing House,
Urumqi, pp 327.
2. Liu, Y. M., Liu, W. X., Yikemu, S., Zou, Y. 1999. Pharmacography of Uighur. vol. 1. Xinjiang Sci-Tech and Public Health Press,
Urumqi, pp 446-449.
3. Senejoux, F., Demougeot, C., Kerram, P., Aisa, H. A., Berthelot, A., Bevalot, F., Girard-Thernier, C. 2012. Bioassay-guided
isolation of vasorelaxant compounds from Ziziphora clinopodioides Lam. (Lamiaceae). Fitoterapia, 83: 377-382.
4. Ye, Y. H., Ba, H., Liu, Y. Q., Zou, G. A., Aisa, H. A. 2012. Chemical constituents of Ziziphora clinopodioides. Chem. Nat. Comp.,
48: 681-682.
228
Key Laboratory of Plant Resources in Arid Regions, Xinjiang Technical Institute of Physics and Chemistry, CAS, Urumqi 830011,
China
2
University of Chinese Academy of Sciences, Beijing 100039, P.R. China
[email protected]
1
Introduction
The seeds of Saussurea involucrata can germinate at 0 C and grow at 3 C to 5 C and the tender seedling can
survive in 20 C below zero. It will take five year for it to blossom but the actual growing time is only eight months.
Saussurea involucrata has long been used under the herbal name Snow louts for the treatment of rheumatic arthritis,
stomachache and gynopathy in traditional folk medicine. All these characters are very spectacular in biology. Not enough
literature is available regarding the chemical composition of the seeds of Saussurea involucrata.
Materials and Methods
The air-dried and powdered seeds of S. involucrata (3 kg) were extracted in triplicate with 95% EtOH under the
reflux at 60 C temperatures. Solvent was evaporated and the dry residue was suspended in water, then treated with
petroleum ether, chloroform and ethyl acetate.
The chloroform fraction was subjected to column chromatography over silica gel (100200 mesh) and eluted with a
gradient CHCl3MeOH to afford five fractions (AE).
Results and Discussion,
The chloroform fraction was subjected to column chromatography over silica gel (100200 mesh) and eluted with a
gradient CHCl3MeOH to afford five fractions (AE). Fraction D (24g) was separated by silica gel column chromatography
(200300 mesh) eluted with a gradient mixture of Hexane: chloroform (30:1 - 0:100) - Chloroform and Chloroform:
methanol (100:0- 0:100) to give five individual compounds Arctigenin (C21H24O6) (1), Arctiin C27H34O11 (2) and other
compounds (3-5). Structures of compounds (3-5) have not been established yet. Structures of isolated compounds were
established on the basis of physical and chemical properties and the analysis of their spectral data as IR, UV, 1H, 13C and
2D NMR.
H3CO
HO
3`
4`
2`
7`
8`
1`
6`
HO
5`
H3CO
9`
5``
OH
2
3
5
4
6``
OCH3
OCH3
Arctigenin (1)
Acknowledgments
HO
3`
4`
2`
9`
6`
5`
1
2
1``
OH
8`
1`
3``
7`
OCH3
OCH3
Arctiin (2)
This work was supported by the Projects of CAS-TWAS president fellowship and Xinjiang Technical Institute of Physics
and Chemistry the Central Asian Drug Discovery & Development Centre of Chinese Academy of Sciences.
References
1. State Pharmacopoeia Committee of the Peoples Republic of China, Pharmacopoeia of the Peoples Republic of China, Part
I (China Medical Science and Technology Press, Beijing, 2005).
2. Yi-Dong Liu, Haji Akber Aisa. 2010. Three new lignans from the seeds of Saussurea involucrate. Journal of Asian Natural
Products Research Vol. 12, No. 10, October 2010, 828833
229
Key Laboratory of Xinjiang Indigenous Medicinal Plants Resource Utilization, Xinjiang Technical Institute of Physics and Chemistry,
Chinese Academy of Sciences, Urumqi 830011, PR China
2
University of Chinese Academy of Sciences, Beijing 100039, PR China
[email protected]
1
Lycium barbarum L. is a Solanaceous defoliated shrubbery that is widely distributed in Northwestern China,
Southeastern Europe and the Mediterranean areas (1). Fruits, rootbarks, and leaves of L. barbarum have been used in
Traditional Chinese Medicine. The leaves, were called as tianjingcao and were recorded as nourishing the liver and
enhancing eyesight in the Chinese medicinal monograph ben cao gang mu(2).
We studied the leaves of L. barbarum, provided by Xinjiang Jinns Medlar BNP Industries Co., Ltd, China and identified
by Prof. Guanmian Shen (Xinjiang Institute of Ecology and Geography, Chinese Academy of Sciences). Dried leaves (10.0
kg) were extracted with 70% EtOH(8L 9) at room temperature. The combined EtOH extracts were evaporated to yield
EtOH extracts. (1080g).The EtOH extracts was suspended in water and then extracted with petroleum ether, CHCl3,
EtOAc, and n-BuOH successively. Evaporation of the respective solvents gave the petroleum ether (194 g), CHCl3 (22g),
EtOAc (10 g), and n-BuOH (200 g) extracts. Both the CHCl3and EtOAc fractions were separated and purified by column
chromatography on silica gel, Sephadex LH-20, ODS and RP HPLC.
Thirteen compounds were isolated and identified as dehydrovomifoliol (1), loliolide (2),2,6,2,6-tetramethoxy-4,4bis(2,3-epoxy-1-hydroxypropyl) biphenyl (3), ethyl-(4-hydroxyphenyl) acrylate 4), indole-3-carboxylic acid (5), caffeic acid
ethyl ester (6), palmitic acid (7), dibutyl phthalate (8), rutin (9) , scopolin (10), p-Hydroxybenzoic acid (11), P-coumaric
acid (12), feruic acid (13). Compounds 1-6 (Fig.1) were obtained from this genus for the first time.
O
OMe MeO
H
O
O
HO
O
H
OH
HO
MeO
MeO
H
H
H
H
3
HO
O
O
HO
HO
O
HO
REFERENCES
1. Jin, M.L., Huang, Q.s., Zhao, K., Shang, P. 2013. Biological activities and potential health benefit effects of polysaccharides
isolated from Lycium barbarum L.. International Journal of Biological Macromolecules, 54:16-23.
2. Potterat, O. 2010. Goji (Lycium barbarum and L. chinense):Phytochemistry, Pharmacology and Safety in the Perspective of
Traditional Uses and Recent Popularity. Planta Med, 76: 7-19.
230
Key Laboratory of Plants Resources and Chemistry of Arid Zone, Xinjiang Technical Institute of Physics and Chemistry, Chinese
Academy of Sciences, Beijing South Road 40-1, Urumqi 830011, Xinjiang, PR China
2
Key Laboratory of Xinjiang Indigenous Medicinal Plants Resource Utilization, Xinjiang Technical Institute of Physics and Chemistry,
Chinese Academy of Sciences, Urumqi 830011, PR China
3
University of Chinese Academy of Sciences, Beijing 100039, PR China
[email protected], [email protected] (H.A. Aisa).
1
The air-dried bulbs of Fritillaria pallidiflora Schrenk (20.0 kg) were extracted with CHCl3 after mixed with ammonium
hydroxide. The extracts were combined, treated with HCl (5%), NH4OH, Na2CO3, NaOH and CHCl3. The solvent were
concentrated under reduced pressure to give the brown residue (59.0 g). The extract was chromatographed on silica gel,
Sephadex LH-20 and reversed-phase HPLC. Five new steroidal alkaloids, respectively yibeinone A (1), yibeinone B (2),
yibeinone C (3), yibeinone D (4) and yibeinone E (5) (Fig.1) were isolated from them together with four known steroidal
alkaloids Imperialine (6) (1), Imperialine-3-D-glucoside (7) (1), Imperialine N-oxide (8) (2) and Dongbeinine (9) (3).
Compounds 8, 9 were obtained from F. pallidiflora for the first time.
R4
H
H
HO
H
HO
H H
N
R3
OH H
H
H
R2
2
H
R1
H
3
R1
R2
OH
OH
H
H
OH
OGlc
OGlc
H
OH
R3
H H
N
R4
H
H
H
H
HO
O
H
O
5
Joint Funds of the National Natural Science Foundation of China and we are grateful to Professor Khayrulla
Bobakulov for his kind guidance in deducing the structure of new compounds.
References
1. Huang, E.Y., Li, C.S., Xu, D.M. 1990. Studies on the alkaloid constituents of Fritillaria pallidiflora Schrenk. China Journal of
Chinese Materia Medica, 15:39-41.
2. Zhang, A.J., Wang, H.Y., Tang, X.Y., Zheng, Y., Yi, X.H., Yu, K.B. 1998. Isolation and structure elucidation of alkaloids from the
bulb of Fritillaria wabuensis. Original paper, 64:448-450.
3. Zhang, J.X., Lao, A.N., Xu, R.S. 1993. Two new steroidal alkaloids, dongbeinine and dongbeirine, from Fritillaria thunbergii
Miq. Var. Chekiangensis. Chinese chemical letters, 4:321-322.
231
Key Laboratory of Plant Resources and Chemistry in Arid Regions, Xinjiang Technical Institute of Physics and Chemistry, Chinese
Academy of Sciences, 830011, Urumqi, P. R. China, fax:+86 991 3835679,
2
Key Laboratory of Xinjiang Indigenous Medicinal Plants Resource Utilization, Xinjiang Technical Institute of Physics and Chemistry,
Chinese Academy of Sciences, Urumqi, P.R. China
3) Graduate University of Chinese Academy of Sciences, 100049, Beijing, P. R. China.
[email protected];
1
As a continuous research into the chemical constituents from Ziziphora clinopodioides Lam. (2), which was found to
possess a significant antioxidant capacity in the present study. Bioassay-guided fractionation of antioxidants from the
EtOAc fraction of Z clinopodioides, by combination of silica gel column chromatography (CC) with high-speed countercurrent chromatography (HSCCC), led to the isolation of 3 active components, methyl rosmarinate, caffeic acid, and
luteolin, with IC50 values of 13.430.77, 15.190.81, and 16.650.92 M, respectively. Their structures were identied
by comprehensive analyses of mass spectroscopy, 1H, and 13C nuclear magnetic resonance spectroscopy. Silica gel
CC separation was conducted with chloroformmethanol (1:0-0:1, v/v) in a gradient manner. HSCCC separation was
performed with a two-phase solvent system composed of n-hexaneethyl acetatemethanolwater (3:5:3:5, v/v) at
a ow rate of 1.5 mL/min, which was successfully selected by thin layer chromatography analysis. The crude samples
and fractions were analyzed by HPLC under the optimum analytical condition of acetonitrile0.1% formic acid (5:95) to
(60:40) in 60min, then to (100: 0) in 5 minutes. Antioxidant activity of EtOAc extract and compounds yielded from the
active fraction was assayed by in vitro ABTS [2,2-azino-bis-(3-ethylbenzothiazoline-6-sulphonic acid) diamonium salt]
radical cation decolorization assay (1) with VC as positive control.
ACKNOWLEDGEMENT
We gratefully acknowledge financial support from National Natural Science Foundation of China (81102891).
REFERENCES
1. Re, R., Pellegrini, N., Proteggente, A., Pannala, A., Yang, M., Rice-Evans, C., 1999. Antioxidant activity applying an improved
ABTS radical cation decolorization assay. Free Radical Biol. Med. 26: 12311237.
2. Ye, Y. H., Ba, H., Liu, Y. Q., Zou, G. A., Aisa, H. A. 2012. Chemical constituents of Ziziphora clinopodioides. Chem. Nat. Comp.,
48: 681-682.
232
Key Laboratory of Xinjiang Indigenous Medicinal Plants Resource Utilization, Xinjiang Technical Institute of Physics and Chemistry,
Chinese Academy of Sciences, Urumqi 830011, P. R. China.
2
Department of Chemistry, Abdul Wali Khan University Mardan, Mardan 23200, Pakistan.
[email protected]
1
Introduction
Prunus dulcis has long been known as a source of nutrients in many traditional foods and healthy snacks. Presence of
various biologically active compounds, such as phenolic compounds, falvonoids, phenolic acids, tannins etc and vitamin
E, bases for their antioxidant and other health promoting activities. The present study is focused on the determination
of total polyphenolic compounds, total flavonoids and phytochemical characterization of ethyl acetate fraction of
70% ethanol extract of almond nuts (Prunus dulcis) employing chromatographic isolation and purification, structural
characterization employing 1H and 13C NMR, and mass spectrometric identification of various compounds.
Materials and Methods
The defatted nuts powder was extracted at room temperature with 70% ethanol and was further fractionated
successively with hexane, chloroform and ethaylacetate. Folin-Ciocalteau method was used to determin the total
polyphenolic compounds (1) while total flavonoids contents were quantified through Al-flavonoids complexation
reaction employing UV-Visible spectrophotometer (2). The crude 70% ethanolic extract of the almond shelled seeds was
analyzed through LC-MS/MS operated in negative ionization mode. Column chromatographic isolation of the ethylacetate
fraction was performed over silica gel of mesh size 100-200. Elution was performed in a gradient starting with petroleum
ether:ethyl acetate (9:1). Polarity of the eluent was gradually increased ending with methanol:water (4:1).
Results and Discussion
Total polyphenolic compounds determination experiment yielded in 0.342 mg/mL and amount of total flavonoids
contents resulted were 0.026 mg/mL in the nuts extracts. Mass spectrometric analysis delivered identification of various
derivatives of catechin, eriodictyol, quercetin, kaempferol and isorhamnetin including catechin dihexoside, caffeoyl-6secologanoside and (epi)catechin-ethyl trimer were reported for the first time in almond. Isolation of stigmasitosterol3-O--D-glucoside and -D-glucopyranosyl-(12)--D-fructofuranoside was done for the first time in almond nuts. The
published literature showed no such detailed study of the whole almond nuts as the main focus was on the brown
almond skin.
Acknowledgments
This study was funded by the Projects of the International Cooperation and Exchange of the National Natural Science
Foundation of China (NO. 31110103908) and the Central Asian Drug Discovery & Development Centre of Chinese
Academy of Sciences.
References
1. Qureshi,M.N., Stecher,G., Bonn,G.K. 2014. Determination of total polyphenolic compounds and flavonoids in Juglans regia
leaves. Pakistan Journal of Pharmceutical Sciences, 27(4): 865-869.
2. Numonov,S.R., Qureshi,M.N., Aisa,H.A. 2015. Development of HPLC protocol and simultaneous quantification of
four free flavonoids from Dracocephalum heterophyllum Benth. International Journal of Analytical Chemistry, doi:
10.1155/2015/503139.
233
Key Laboratory of Xinjiang Indigenous Medicinal Plants Resource Utilization, Xinjiang Technical Institute of Physics & Chemistry,
Chinese Academy of Sciences, Urumqi, Xinjiang, 830011, China2 Key Laboratory of Plant Resources and Chemistry of Arid Zone,
Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences. Urumqi 830011, China
3
University of Chinese Academy of Sciences, Beijing, 100049, China.
[email protected]
1
Introduction
Pomegranate, a high phenolic content fruit, belongs to the family of Punicaceae. So far, research into anti-inflammation,
oxidation resistance and anti-tumor activity of thepomegranate peel have become a hot point of pharmaceutical field.
However, the correlation between the pomegranate peel extract (PGE) and the anti-inflammatory properties of the
dried peel of the pomegranate has not been investigated. Therefore, we attempted in this study to estimate the antiinflammatory activities of PGE in lipopolysaccharide (LPS)-stimulated RAW264.7 cells and to clarify the underlying
mechanisms involved.
Materials and Methods
RAW264.7 cells were pre-treated with or without PGE and then stimulated with or without LPS. The effects of PGE
on the cells viability were studied by 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) and their
inhibitory activity against LPS-induced nitric oxide (NO) production screened by Griess test. The inducible nitric oxide
synthase (iNOS) and cyclooxygenase-2 (COX-2) were measured by Western blotting and RT-PCR analysis. The productions
of TNF-, IL-6, IL-1 and MCP-1 were determined by ELISA. The activations of signaling molecules were detected by
Western blotting using phosphorylation specific antibodies.
Results and Discussion
PGE have no significant effect on the viability of macrophages at 100 g/ml after 24 h incubation. LPS-induced
productions of TNF-, IL-6, IL-1, NO and MCP-1 were inhibited by PGE in a dose-dependent manner. PGE also suppressed
the LPS-elevated expressions of iNOS and COX-2. Further investigations revealed that PGE inhibited LPS-induced nuclear
factor-kappa B (NF-B) activation via the prevention of inhibitory factor kappa B alpha (IB). We also found that PGE
retains dephosphorylation of Akt and GSK-3 in response to LPS, and consequently suppressed the NF-B activation.
Additionally, PGE significantly suppressed the phosphorylation of ERK1/2, JNK and p38 in a dose-dependent manner
in RAW264.7 cells. Our data suggested that PGE exerts anti-inflammatory action, at least in part, via suppressing LPSinduced activation of Akt-dependent NF-B and MAPK signaling.
Acknowledgments
Thanks for financial support of Central Asian Drug Discovery and Development Center of Chinese Academy of Sciences.
References
1. Negip,S., Jayaprakasha,G.K., Jena,B.S. 2003. Antioxidant and anti-mutagenic activities of pomegranate peel extracts. Food
Chemistry, 80(3): 393-397.
234
Key Laboratory of Plant Resources and Chemistry in Arid Regions, Xinjiang Technical Institute of Physics & Chemistry, Chinese
Academy of Sciences, Beijing South Road 40-1, Urumqi 830011, Xinjiang, P. R. China
2
Key Laboratory of Xinjiang Indigenous Medicinal Plants Resource Utilization, Xinjiang Technical Institute of Physics and Chemistry,
Chinese Academy of Sciences, Urumqi, P.R. China
3
Institute of the Chemistry of Plant Substances, Academy of Sciences of Uzbekistan, 77, MirzoUlugbek str., 100170, Tashkent,
Uzbekistan
4
University of Chinese Academy of Sciences, Beijing 100039, P.R. China
[email protected]
1
Introduction
Diterpenoid alkaloids mainly exist in the Ranunculaceae plants of Delphinium, Aconitum and Consolida, and have
very strong biological activities. Depending on the structure, diterpenoid alkaloids are classified into four categories:
the C18-, C19-, C20- and double diterpenoid alkaloids. Here we report on research into diterpenoid alkaloids from three
Xinjiang local plant.
Materials and Methods
Delphinium tianshanicum, Delphinium shawurense, Aconitum soongaricum, Varian VNMRS 600 NMR machine, Varian
MR 400 NMR machine.
Results and Discussion
Diterpenoid alkaloids from three Xinjiang local plants Delphinium tianshanicum, Delphinium shawurense and
Aconitum soongaricum were studied. Most of the isolated compounds were C19- diterpenoid alkaloids. Based on their
1
H-NMR and 13C-NMR data, the relationships of the structures and NMR data were studied: 1) for -OCH3 group, when it
was attached to aliphatic carbon, the protons chemical shifts were in 3.0 ~ 3.4ppm, and if it was linked to the aromatic
ring, the chemical shifts were changed to 3.85 ~ 3.95ppm;2) for -O-CH2-O group, two protons showed two single peaks
or one broad singe peak between 4.1ppm to 5.2ppm depending on their chemical environment; and if 6-carbonyl group
was exist, the chemical shifts of two single peaks were in 5.1ppm and 5.5ppm; 3) for -OCOCH3 group, chemical shifts
of proton in acetate group are 1.9 ~ 2.1ppm; and if the 14-substituted group was aromatic ester, chemical shifts of
the methyl group were 1.25 ~ 1.45 because of the benzene ring shielding effect. Antitumor activities of the isolated
diterpenoid alkaloids showed that some compounds had good cytotoxicities against human cervical cancer HeLa cell
lines and human lung adenocarcinoma A549 cell lines, and some compounds showed activities related to the relaxation
of rat arteries. moreover furthThe structural characteristics of the active compounds will provide scientific basis for the
future research of efficiency and low toxicity diterpenoid alkaloid compounds through structural modification.
References
1. Wang F P, Chen Q H, Liu X Y. 2010.Diterpenoid alkaloids [J]. Natural Product Reports, 27: 529-570.
2. Bo Zhao, Slukhan Usmanove, Haji Akber Aisa.2014.Three new C19-diterpenoid alkaloids from Delphinium tianshanicum W.
T. Wang. Phytochemistry Letters 10 189192
235
Key Laboratory of Xinjiang Indigenous Medicinal Plants Resource Utilization, Xinjiang Technical Institute of Physics and Chemistry,
Chinese Academy of Sciences, Urumqi 830011, China
2
University of Chinese Academy of Sciences, Beijing 100039, China
[email protected]
1
Introduction
Aconitum soongaricumvar.pubescens is widely distributed in Xinjiang province in China. It has been used
as traditional folk medicine for the treatment of cough, rheumatism, fracture and neuralgia. During our further
phytochemical investigation on this plant, three C19-diterpenoid alkaloids were isolated from the whole herb of Aconitum
soongaricumvar.pubescens. All of the three compounds were isolated for the first time from this plant.
Materials and Methods
The plant Aconitum soongaricumvar.pubescens was collected from the Junggar Basin of Xinjiang, China, in August of
2011.The air-dried, ground whole plants of Aconitum soongaricumvar.pubescens (10 kg) were crushed in a blender, and
extracted with EtOAc. After evaporation, the crude extract was extracted exhaustively with 2 % aq. H2SO4. The filtrate was
then alkalized with Na2CO3 to pH > 9 and extracted with EtOAc for each of 5 times to give the crude alkaloids (43 g) after
the solvent had been evaporated. The total alkaloids (43 g) were separated using silica gel column chromatography and
eluted with a gradient CHCl3MeOH to afford eight fractions (AH).,and three C19-diterpenoid alkaloids were obtained
from its whole plants.
Results and Discussion
All of the three compounds Senbusine C (Fuziline) (C24H39NO7) (1), Neoline (C24H39NO6)[1] (2), and Chasmanine
(C25H41NO6)[2] (3) were isolated from the Aconitum soongaricumvar.pubescens ,and Their structures were identified by
MS, 1D and 2D NMR techniques.
OH
21
17
10
20
N
4
19
11
8
6
18
OH
15
H3CO
OCH3
16
13
OH
21
OH
20
OH
N
4
19
OCH3
SenbusineC (Fuziline)
17
10
H3CO
11
OH
15
9
8
OCH3
Neoline
10
20
OH
N
4
19
11
OH
15
9
8
5
6
18
H3CO
OCH3
16
13
OCH3
21
18
OCH3
16
13
OH
OCH3
Chasmanine
Acknowledgments
This work was supported by the Projects of International Cooperation and Exchanges of the National Natural Science
Foundation of China (Grant No. 31110103908).
References
1. Tivadar K, Peter O, Szava B, et al. 2013. Identification of diterpene alkaloids from Aconitum napellus subsp. firmum and
GIRK channel activities of some Aconitum alkaloids. Fitoterapia, 90:85-93.
2. Jesu s G. D az,* Juan Garc a Ruiz, and Gabriel de la Fuente. 2000. Alkaloids from Delphinium staphisagria. J. Nat. Prod, 63:
1136-1139.
236
Key Laboratory of Tibetan Medicine Research, Northwest Institute of Plateau Biology, Chinese Academy of Sciences, Xining
810008, P. R. China.
2
Key Laboratory of Plant Resources and Chemistry in Arid Regions, Xinjiang Technical Institute of Physics and Chemistry, Chinese
Academy of Sciences, Urumqi 830011, P. R. China
3
University of Chinese Academy of Sciences, Beijing 100049, P. R. China
1
Introduction
Rosa rugosa, belonging to Rosaceae family, is distributed in the temperates regions of eastern Asia including China,
Japan and Korea. In Asia, it is a traditional herbal medicine for treating stomach ache, diabetes mellitus. Previously,
phytochemichal studies led to the isolation of tannins, flavonoids. It is generally known that tannins and flavonoids
have anti- oxidative activity. HPLC-ESI-MS/MS is now a well-established and powerful platform for rapid identification
of known compounds as well as elucidation of unknown compounds in crude plant extracts, since it could give accurate
mass and formulas for non-target compounds.
Materials and Methods
Acetonitrile (Fisher, U.S.A.) and formic acid (Merck, Germany) were used. Water used in the experiment was deionized
and further purified by the Milli- Q Plus water purification system (Millipore Ltd., USA). Dried and finely powdered Rosa
rugosa (5g) were extracted with 60% aqueous ethanol (100 mL) at room temperature under reflux 1 hour. The solution
was filtered through a 0.22 mm filter before LC-MS analysis.
Results and Discussion
A total of 45 compounds including tannins, their related compounds and flavonoids were identified or partially
characterised according to accurate mass and the characteristic fragments at low and high CE. This study established
that the LC-ESI-QTOF- MS method is efficient for identifying, and could be the basis for the comprehensive quality
control of Rosa rugosa.
Acknowledgments and References
This work was supported by the Key Deployment Projects of the Chinese Academy of Sciences (Grant No. KSZDEW-Z-004-04).
237
The genus Nepeta (Lamiaceae) comprises 280 species distributed in Europe, Asia and Africa. It is represented in
Turkey by 33 species and altogether 44 taxa, 22 of them are endemic [1, 2]. Some of these species are widely used in
folk medicine for their medicinal properties such as diuretic, diaphoretic, antitussive, antispasmodic, anti-asthmatic,
febrifuge, emmenagogue, sedative and stomachic. Biological effects are usually attributed to nepetalactones especially
found in Nepeta oils [3].
Aerial parts of Nepeta cilicica Boiss. ex Benth. (Lamiaceae) collected from el province in June2014 were hydrodistilled
to obtain an essential oil that was then analysed simultaneously by GC-FID and GC/MS systems. Thirty compounds
representing 92% of the oil were characterized. Caryophyllene oxide (28.2%), -caryophyllene (8.9%), spathulenol (4.2%)
were found as major components. Anticandidal and antibacterial effects of the oil and methanolic extract of aerial
parts of N. cilicica were evaluated against 24 pathogenic Candida and bacteria strains by using CLSI M27-A2 and M7-A7
protocols respectively. The oil and the extract showed good inhibitory effects against C. tropicalis at the concentrations
of 45 g/ml.
REFERENCES
1. can, G., Kse, Y.B., Demirci, B., Baer, K.H.C., The Anticandidal Essential Oil of Nepeta transcaucasica Grossh., Chemistry
and Biodiversity, 8 (11), 2144-2148, 2011.
2. Kordali S., Tazegl, A., akr, A., Phytotoxic Effects of Nepeta meyeri Benth. Extracts and Essential Oil on Seed Germinations
and Seedling Growths of Four Weed Species, Rec. Nat. Prod. 9:3 404-418, 2015.
3. Baer, K.H.C., Krmer, N., Krkolu, M., Demirci, B., Essential Oils of Nepeta Species Growing in Turkey, Khim.Prir.Soedin,
4, 291-293 (2000). Chem.Nat.Prod., 36, 356-359 (2000).
4. CLSI (NCCLS) M7-A7, Methods for Dilution Antimicrobial Susceptibility Tests for Bacteria That Grow Aerobically; Approved
Standard, Seventh Edition, 2006.
5. CLSI (NCCLS) M27-A2 Reference Method for Broth Dilution Antifungal Susceptibility Testing of Yeasts; Approved Standard
Second Edition; 2002.
238
Tianjin Key Laboratory on Technologies Enabling Development of Clinical Therapeutics and Diagnostics (Theranostics), School of
Pharmacy, Tianjin Medical University, Tianjin 300070, China
[email protected]
Introduction
Esculin (EN) is one of the main active components of the Chinese traditional medicine Cortex Fraxini, showing many
kinds of biologic activities. However, to obtain esculin of high purity is a main challenge due to the high complexity of
the natural product. Molecularly imprinted polymers (MIPs) have become increasing attractive in the separation and
purification of active components. The aim of this study was to develop a novel MIPs suitable for recognizing EN in polar
medium. -cyclodextrin (-CD) was chosen as functional monomer since unique host-guest complexes with hydrophobic
molecules and polymers can be formed.
Materials and Methods
EN (98 %) was purchased from Xibao Co. Ltd. (China). - CD and hexanethylene diisocyante were supplied by J&K,
Chian. [BMIM]BF4 was the product of Chengjie Co. Ltd. (China). Other analytical reagents were from Jiangtian Chemical
Reagent Co. Ltd. (China).
General synthetic procedure of MIPs was as fellows. EN and -CD were were firstly dissolved with 5 mL mixture of
DMSO and [BMIM]BF4 (4:6, v/v) and then 2.5 mL HMDI crosslinker was added. The mixture was kept at 65C for 2 h.
0.20
MIP
NIP
Qe (mmol/g)
0.15
0.10
0.05
0.00
Ce (mmol/L)
10
cellulose acetate
2. Panahi, R., Vasheghani, E., Shojaosadati,SA. 2007. Separation of L-lysine from dilute aqueous solution using molecular
imprinting technique. Biochemical Engineering Journal, 35: 352-356.
239
The Key Laboratory of Plant Resources and Chemistry of Arid Zone, Xinjiang Technical Institute of Physics and Chemistry, Chinese
Academy of Sciences, Urumqi 830011, China
2
State Key Laboratory Basis of Xinjiang Indigenous Medicinal Plants Resource Utilization, Xinjiang Technical Institute of Physics and
Chemistry, Chinese Academy of Sciences, Urumqi 830011, China
3
University of Chinese Academy of Sciences, Beijing 100039, China
[email protected]
1
Introduction
Euphorbia soongarica Boiss., a perennial herb plant of Euphorbiaceae family, is mainly distributed in northwestern
China, central Asia, western Siberia and Mongolia. It has been widely used in folk of Xinjiang of China as purgative,
apocenosis and discussive (Editorial Committee of Flora of China, 1997). There are only few reports concerning the
chemical constituents of this plant (Lin et al., 2008; Shi et al., 2009), and the diterpenoid constituents of this plant have
not been reported.
Materials and Methods
The whole plant of E. soongarica was collected in Jinghe, Xinjiang, P. R. China in 2013.The air-dried whole plant of
E. soongarica (10 kg) was extracted with acetone at room temperature. The acetone extract (600 g) was suspended
in cyclohexane and partitioned with CH3CN to yield the CH3CN soluble extract (140 g), which was then fractionated by
silica gel column chromatography (CC, 100200 mesh) with a petroleum etherEtOAc gradient (100:1 to 0:1) to afford
11 fractions. Fraction 7 was subjected to silica gel and Sephadex LH-20 CC and semi-preparative HPLC to afford seven
compounds.
Results and Discussion
One diterpene (helioscopinolide B), one sesquiterpene (litseachromolaevanes B), one chalcone (7,9,4-trihydroxy-5methoxy-8-methylchalcone), two coumarins (isofraxidin and 5,6,7-trimethoxycoumarin ) and two phthalates (phthalic
acid isodibutyl ester and phthalic acid dibutyl ester) were isolated from the whole plant of E. soongarica for the first
time. Their structures are shown in Figure 1.
Acknowledgments
This work was supported by the Projects of International Cooperation and Exchanges of the National Natural Science Foundation
of China (Grant No. 31110103908), the Projects of International Science & Techology Cooperation of the Xinjiang Uyghur Autonomous
Region (Grant No. 20126023), and the Central Asian Drug Discovery & Development Centre of Chinese Academy of Sciences.
References
1. Editorial Committee of Flora of China, Chinese Academy of Sciences, 1997. Flora of China. Science Press, Beijing, vol. 33,
pp105.
2. Lin,J., An,N., Liu,C.Y., Xu,L.Z. 2008. Chemical constituents from roots of Euphorbia songarica. Chinese Traditional and Herbal
Drugs, 39: 497499.
3. Shi,X.H., Luo,J.G., Kong,L.Y. 2009. Coumarin glycosides from Euphorbia soongarica (Boiss). Journal of Asian Natural Products
Research, 11: 4953.
240
1
2
ntroducton
Vitiligo is an acquired, progressive, multifactorial, depigmentation disorder characterized by the appearance of
circumscribed white macules in the skin caused by chronic, progressive loss of functional melanocytes in the epidermis.
Kaliziri [Vernonia anthelmintica (L.)Willd. ] is a plant that only grows in high-altitude areas of southern Xinjiang.
Kaliziri seeds are used as febrifuge for treating skin diseases like leukoderma (vitiligo) in traditional therapy.
Our preliminary research results proven that melanin activity interesting extracts from Kaliziri. We obtained several
fractions from extracts. Every fraction was tested for tyrosinase activity. We isolated butin, butein, isocarthamidin
and liquirtigeninis from Kaliziri seeds and examined the cytoxicity of four flavonoids by MTT assay; investigated their
effects on tyrosinase activity and melanin content on B16 melanoma cells. The results showed that: butin, butein and
liquirtigeninis showed dose-dependent activity in B16 melanoma cells. Cooperativity may exist among these compounds.
The continuing study is underway.
Acknowledgement
Joint Funds of the National Natural Science Foundation of China (GrantNo. U1203203),Key Research Program of the
Chinese Academy of Sciences (GrantNo. KSZD-EW-Z-004).
REFERENCE
1. Corre, S., Galibert, M.D. Pigment Cell & Melanoma Research., 2005,18, 337348.
241
2, 3
School of Chemistry and Chemical Engineering, Xinjiang University, Urumqi 830046, China;
State Key Laboratory Basis of Xinjiang Indigenous Medicinal Plants Resource Utilization, Xinjiang Technical Institute of Physics and
Chemistry, Chinese Academy of Sciences, Urumqi 830011, China
3
University of Chinese Academy of Sciences, Beijing 100039, China
* [email protected]
1
2
Introduction
In our previous research, the 40% ethanol extract part of Vernonia anthelmintica seeds was the effective part and
showed significant tyrosinase activity. The constituents of the high-polarity part were identified according to standard
compounds. HPLC-MS/MS was used to confirm the low-polarity chemical constituents of the active extract.
Materials and Methods
The air-dried seeds (10 g) of V. anthelmintica were extracted with 40% ethanol three times at 80C. The extract was
concentrated under reduced pressure and then suspended in water, and chromatographed on a HPD-300 macroporous
resin column and eluted with water, 50% ethanol, and 95% ethanol. The 95% eluted part was analysed using a QSTAR
Elite LC-MS/MS system.
Results and Discussion
According to precursor ion and product ion peaks in the TIC, ten compounds were identified (Fig. 1).
The ten compounds, including four sesquiterpenoids, four flavonoids, one coumarin and one caffeoylquinic acid are
listed in Table 1.
Table 1. Identification of chemical components in the low-polarity part of V. anthelmintica extract.
No.
tR (min)
MW
Identification
6.75
352
353.0597
335.0749, 163.0398
caffeoylquinic acid
7.73
378
379.1335, 401.1136
277.1035
vernodalinol
9.16
272
273.0734
135.0382, 137.0190
butin
9.65
392
393.1492, 415.1285
291.1209
vernodalol
10.81
380
381.1867, 403.1672
279.1542
vernofultanin or isovernofultanin
12.14
406
407.1654
305.1367
vernodalol
12.54
288
289.0655
271.2572, 153.0136
eriodictyol
14.00
348
349.1548, 371.1391
183.1118, 165.0655
3,4,2,4,5,-hexahydroxy-6methoxy -2-methylchalcone
14.78
316
316.0613
166.9900
isorhamnetin
10
15.50
220
221.0714
163.0350, 152.0572
5,7-dimethoxy-4-methylcoumarin
Acknowledgment
This work was financially supported by the Funds for International Cooperation and Exchange of the National Natural
Science Foundation of China (Grant No. 31110103908).
242
Laboratoire de Chimie et Chimie de l;Environnement (L.C.C.E), Dpartement de Chimie, Facult des Sciences, Universit de
Batna, Batna 05000,Algeria
2
Departement de science de la matire, universit de khenchela, khenchela 40000, Algerie
3
UMR CNRS 6229, Institut de Chimie Moleculaire de Reims, BP 1039, 51097 Reims Cedex 2, France.
[email protected]
1
The genus Silene is the most representative of the caryophyllaceae family for their rich content in secondary
metabolites; saponins, flavonoids and flavonoids glycosides, phytoecdysones, oligosaccharides have been isolated
and identified. The Silene genus represented by about 700 species in the temperate region of the word, the main
concentration of spcies is Europe, Asia and North Africa.
Three known compounds 1-3 were isolated from the aerial parts of Silene arenarioides Desf. by using different
chromatographic methods. The structures of the isolated compounds were determined as stigmasterolglycoside (1),
Soyacerebroside (2), maltol glycoside (3). The structures of the isolated compounds were determined by using the NMR
(1H-NMR, 13C-NMR, COSY, HSQC, and HMBC) techniques and mass spectroscopy. The antimicrobial and antioxydant
activities of the different extracts and compound (3) have been reported.
5''
4''
3''
6''
1''
7"
O
6'
HO
HO
3'
4'
2'
HO
2''
19
H3C
5 OH
6'
4'
HO
H OH
1'
22
18
12
O
5'
5'
3'
H
2'
OH
24
23
17
13
9
10
1'
11
20
14
15
7
6
1'
16'
2'
NH
O
O
1''
HO
OH
OH
OH
243
26
25
27
16
OH
HO
29
28
21
18
Tianjin Key Laboratory on Technologies Enabling Development of Clinical Therapeutics and Diagnostics (Theranostics), School of
Pharmacy, Tianjin Medical University, Tianjin 300070, China
[email protected]
Introduction
Oleanolic acid (OA) is an important triterpene possessing many important biological activities, such as antitumor,
hepatoprotective and hypolipidemic effects (Somova et al. 2003)[1]. Difficult to be synthetized due to its complicate
structure, OA is obtained mainly from plant extracts (Pollier et al. 2012)[2]. Because the conventional methods for OA
separation are complex and time-consuming, it is necessary to develop an efficient approach for purification of OA.
Molecularly imprinted polymers (MIPs) represent designing materials that possess the molecular recognition properties
for targeted molecules (Whitcombe et al. 2014)[3], and are commonly used for solid-phase extraction (SPE) in the analysis
of biological and environmental samples (Boyac et al. 2015)[4]. The aim of this study was to develop a novel MIPs to
purify OA from naturalproduct.
Materials and Methods
Molecularly imprinted monolith was prepared in situ within the confines of a stainless-steel chromatographic column
tube (100 mm4.6 mm i.d.) using OA as template, 4-vinylpyridine as functional monomer, ethylene glycol dimethacrylate
as crosslinker monomer, a ternary mixture of polymethylmethacrylate solution in chloroform, dimethyl sulfoxide and
1-butyl-3-methylimidazolium tetrafluoroborate as porogen.
For application to SPE, 200 mg of MIPs was packed into a 3-mL polypropylene column. The MISPE column was
conditioned with 10 mL of MeOH before use. After sample loading, the column was washed by 5mL MeOH/H2O (50/50,
v/v) and MeOH/HAc (90/10, v/v), respectively.
Results and Discussion
The influence of template-monomer (T/M) molar ratio on the imprinting factor of the resultant MIP monoliths
was studied and the optimum ratio of template/functional monomer was 1:8 (Fig. 1). In present imprinting system,
4-vinylpyridine was found to be the best functional monomer to achieve the greatest imprinting effect (Fig. 2). The
imprinting factor of the resulting MIP monolith obtained was up to 2.97 (Fig. 3). The OA MIP can be used to as SPE to
purify OA from natural plant extracts with mean recoveries of 72.32% (Fig. 4).
Acknowledgments
This work was supported by the National Natural Science Foundation of China (grant No. U1303202).
References
1. Somova,L.O., Nadar,A., Rammanan,P., Shode,F.O. 2003. Cardiovascular, antihyperlipidemic and antioxidant effects of
oleanolic and ursolic acids in experimental hypertension. Phytomedicine, 10: 115-121.
2. Pollier,J., Goossens,A. 2012. Oleanolic acid. Phytochemistry, 77: 10-15.
3. Whitcombe, M.J., Kirsch,N., Nicholls,I.A. 2014. Molecular imprinting science and technology: A survey of the literature for
the years 20042011. Journal of Molecular Recognition, 27: 297-401.
4. Boyac,E.,Rodrguez-Lafuente,.,Gorynski,K.,Mirnaghi,F.,Souza-Silva,.A.,Hein,D.,Pawliszyn,J. 2015. Sample preparation
with solid phase microextraction and exhaustive extraction approaches: Comparison for challenging cases. Analytica Chimica
Acta. 873: 14-30.
IF
IF
2.4
0
8
MAA
4-VP
AM
MIP
NIP
0.8
0.0
2
1
1.6
8000
Fig.2
Solvent peak
6000
OA
4000
OA
2000
NIP
MIP
1:4
1:6
1:8
1:10
1:12
Template: Functional monomer (molar: molar)
Fig.3
Absorbance (mV)
Fig.1
Absorbance (mV)
3.2
Fig.4
16000
OA
12000
After MISPE
8000
OA
Solvent peak
4000
Practical sample
0
MAA
4-VP
AM
10
15
20
25
30
Time (min)
244
10
15
Time (min)
The genus Campanula L. (Campanulaceae) is represented by 133 species (122 taxa, 65 endemic) in Turkey and 300
species in the World. Campanula (bell flower) are used mostly as ornamentals. However, a number of species have
been used in folk medicine. They are used to treat epilepsy, nervous diseases, coughs, headache, rheumatism, and
inflammation, in Russia and Italy (Duke 2002). Campanula betulifolia C.Koch is an endemic plant grown in Turkey (Davis
1978).
In this study, the methanol extracts from aerial parts of Campanula betulifolia C. Koch, collected from Erzurum,
Turkey, were screened for its phytochemical properties. The amount of total phenols were analyzed with the FolinCiocalteu reagent. Gallic acid was used as a standard compound and the total phenols were expressed as mg/g gallic
acid equivalents (Singleton and Rossi (1965)). Soluble phenolic acids were extracted with methanol and a tentative
quantification was performed by RP- HPLC. Chromatographic analysis of the extracts was carried out by a gradient
elution (A: methanol:water:formic acid (10:88:2 v/v/v); B: methanol:water:formic acid (90:8:2 v/v/v) as it was reported
elsewhere (Ozturk et al. 2007).
To the best of our knowledge, this is the first study on C. betulifolia phenolics. tr-Cinnamic (10.88 mg/100 g plant),
ferulic (4.66 mg/100 g plant), and vanillic (2.95 mg/100 g plant) acids were determined to be the major phenolics in the
methanol extract.
ACKNOWLEDGMENT
This study has been supported by TUBITAK-Scientific and Technological Research Projects Funding Program (Project
No: 112O060).
REFERENCES
1. Davis,P.H., Mill,R.R., Tan,K. 1978. Flora of Turkey and the East Aegean Islands, 6, Edinburgh University Press, Edinburgh, UK
2. Duke, J., 2002. Handbook of Medicinal Plants, CRC Press LLC, p.67, USA.
3. Ozturk,N., Tuncel,M., Tuncel,N. 2007. Determination of phenolic acids by a modified HPLC: Its a application to various plant
materials. Journal of Liquid Chromatography Related Technology, 30: 587-596.
4. Singleton,V.L., Rossi,J.A.Jr. 1965. Colorimetry of total Phenolics with phosphomolybdic-phosphotungstic acid reagents.
American Journal of Enology and Viticulture, 16: 144-158.
245
Turkey possesses high number of Sideritis species (44 species), and it is widely used with different ethnopharmacological
purposes (Duman et al., 2005; Gonzalez-Burgos et al., 2011). They mainly include diterpenes, flavonoids and essential oil
(Ertan et al, 2001; Gonzalez-Burgos et al., 2011: Krmer et al, 1999; Tuna al., 2004). In this study, essential oil content of
Sideritis caesareaH. Duman, Ayta & Baer collected in different dates and localities were investigated (Duman, Baer,
Ayta, 1998).
Aerial parts of Sideritis caesareaH. Duman, Ayta & Baer were collected form 3 different localities in Kayseri (Turkey);
Dayoluk Village [Sarz Town, in 04.07.2013 (A) and 07.07.2014 (B)], Kaynar Burg [Pnarba Town, in 16.07.2013 (C)] and
irvan Mountain [Pnarba Town, in 16.07.2013 (D)]. Each samples were hydrodistilled for 3 hour using a Clevenger-type
apparatus to produce a small amount of essential oil which was trapped in n-hexane. The essential oils obtained were
analyzed by gas chromatography (GC) and gas chromatography/mass spectrometry (GC/MS), simultaneously.
Major components of essential oils obtained from four samples were determined to be the same but their ratios were
different. Major volatile components of samples A and B were hexadecanoic acid (19.7% and 14.6 %, resp.), caryophyllene
oxide (6.7% and 8.3%, resp.), -caryophyllene (6.5% and 11.5%, resp.), spathulenol (3.4% and 4.2%, resp.). For samples C
and D, caryophyllene oxide (13.7% and 20.2%, resp.), hexadecanoic acid (8.5% and 20.5%, resp.), spathulenol (6.1% and
3.9%, resp.) and -caryophyllene (5.5% and 12.6%, resp.) were the major components of essential oils.
Acknowledgements
This study was financially supported by The Scientific and Technological Research Council of Turkey TUBTAK (Project
no: SBAG-112S581).
References
1. Duman, H., Krmer, N., nal, F., Gven, A., ahin, P. 2005. Trkiye Sideritis L. trlerinin revizyonu. TBAG-1853 (199T090).
2. Gonzalez-Burgos, E., Carretero, M.E., Gomez-Serranillos M.P. 2011. Sideritis spp.: Uses, chemical composition and
pharmacological activities-A review. Journal of Ethnopharmacology, 135: 209225.
3. Duman, H., Baer, K.H.C., Ayta, Z. 1998. Two new species and a hybrid from Anatolia. Turkish Journal of Botany, 22: 51-55.
4. Krmer, N., Tabanca, N., Tmen, G., Duman, H., Baer, K.H.C. 1999. Composition of the Essential Oils of Four Endemic
Sideritis Species from Turkey, Flavour and Fragrance Journal, 14: 21-425.
5. Ertan, A., Azcan, N., Demirci, B., Baer, K.H.C. 2001. Fatty Acid Composition of Sideritis Species, Khimiya Prirodnykh
Soedinenii, 4: 259-261. Chemistry of Natural Compounds 37: 301-303 (2001).
6. Tunaler, Z., Koar, M., ztrk, N., Baer, K.H.C., Duman, H., Krmer, N. 2004. Antioxidant properties and phenolic
composition of Sideritis species, Chemistry of Natural Compounds 40:206-210.
246
Department of Medicine, Islamic Azad University, Yazd Branch, P.O. Box 89195-155, Yazd, Iran
Department of Chemistry, Science and Research Branch, Islamic Azad University, Tehran, Iran
[email protected]
1
2
The chemical composition of the essential oils obtained from aerial parts and leaves of the flowering stage of plants of
Artemisia lehmaniana was analyzed by gas chromatography mass spectrometry (GC-MS); 97.95, and 95.88% compounds
were identified in the aerial parts and leaf oils, respectively. The antimicrobial activities of essential oil of Artemisia
lehmaniana were obtained from the aerial parts by screening against Gram-positive, Gram-negative bacteria, and fungi.
The plant oil showed a mild antibacterial activity against the tested microorganisms. Among bacterial strains tested
Escherichia coli was found more sensitive to essential oil (MIC of 32g/mL). The antioxidant activities were evaluated
by using 2,2 diphenyl-1-picrylhydrazyl (DPPH) free radical scavenging assays (IC50: 3.7 mg/mL). Essential oil of this plant
showed high antioxidant activities. DPPH assay result was in good correlation with the total phenolic contents of the
plant, measured by the Folin-Ciocalteau assay: (R2 = 0.920, p < 0.0001).
247
The Key Laboratory of Plant Resources and Chemistry of Arid Zone and State Key Laboratory Basis of Xinjiang Indigenous
Medicinal Plants Resource Utilization, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Urumqi
830011, P. R. China
2
University of Chinese Academy of Sciences, Beijing 100039, P. R. China
[email protected]
1
Introduction
Anacyclus pyrethrum (L) DC. belongs to the Asteraceae family. The roots of A. pyrethrum has been widely used as
paralysis, hemiplegia, cephalalgia, epilepsy and rheumatism treating in Asian country (Prajapati et al., 2003). It has
also been used as aphrodisiac in Uyghur traditional medicine. Although, the chemical constituents of the roots of A.
pyrethrum are still rarely reported. In order to reveal the bioactive chemical substances and discover novel compounds,
we conducted an investigation on the roots of A. pyrethrum.
Materials and Methods
The roots of A. pyrethrum was purchased from Pakistan in 2013. The powdered roots (2 Kg) was extracted with 70%
EtOH at 85 oC to afford an EtOH extract (500 g). The EtOH extract was extract with petroleum ether and ethyl acetate
respectively to give an EtOAc extract (24.5 g). The EtOAc extract was separated by silica gel column chromatography
(100200 mesh, 1150cm, ) into 20 fractions using a petroleum etherEtOAc gradient (50:1 to 0:1). Compound 1 and 2
were isolated from Fr.8 and Fr.13 by CC method, respectively. Compound 3, 4 and 5 were obtained from Fr.14 by further
CC separation.
Results and Discussion
Two new quinoline alkaloids (3, 5) together with three known N-alkylamide alkaloids (1, 2, 4) (Sharma et al., 2013)
were obtained from the roots of A. pyrethrum. Their structures are shown as follows.
References
1. Prajapati,N.D., Purohit,S.S., Sharma,A.K., Kumar,T., 2003. A Handbook of Medicinal Plants: A complete source book.
Agrobios, India, pp. 4344.
2. Sharma,V., Boonen,J., Spiegeleer,B.D., Dixit,V.K., 2013. Androgenic and spermatogenic activity of alkylamide-rich ethanol
solution extract of Anacyclus pyrethrum DC. Phytotherapy Research, 27: 99106.
248
Introduction
The genus Ornithogalum L. (Liliaceae) includes about 150 species distributed in the World and recorded by 34 species
in Turkish flora (Davis et al., 1988). The bulbs of the plant have medical and economic values, also O. sigmoideum bulbs
are consumed as food and sold in local markets in Turkey (Baytop, 1999). The aim of this work was to identify comparative
fatty acid methyl esters (FAME) in the methanolic extracts of the bulbs and the aerial parts of four Ornithogalum species
by a gas chromatographic and mass spectroscopic method.
Materials and Methods
The samples of the aerial parts and bulbs of Ornithogalum sigmoideum Freyn & Sint (OS), Ornithogalum orthophyllum
Ten. (OO), Ornithogalum oligophyllum E.D.Clarke (OL) Ornithogalum umbellatum L. were collected from Trabzon and Ordu
(in March, April, May and June 2013 respectively). Dried and powdered plant materials were extracted with methanol.
All of the methanolic extracts were heated with 5% sodium hydroxide solution. Aqueous mixture was neutralized and
extracted with hexane-diethyl ether (1:1 v/v). The organic layer was separated evaporated. Each sample dissolved in
methanol and cooled in ice bath, BBr3 was added and extracted by hexane. The hexane layers were filtered. The organic
solvent was removed under reduced pressure on a rotary evaporator to give fatty acids methyl esters (FAME) and other
lipids (Dembitsky et al., 2010; Kl et al., 2011).
Results and Discussion
The major FAME of the aerial parts of O. orthophyllum, O.oligophyllum and O. umbellatum was hexadecanoic
acid methyl ester (50.9%, 52.1% and 52.6% respectively). The main component of O. sigmoideum was 1,4 benzene
dicarboxylic acid dimethyl ester (66.8%). The GC-FID-MS analysis of the bulbs of the all three species (O. oligophyllum,
O.sigmoideum and O. umbellatum) allowed the identification of 4-oxo pentanoic acid methyl ester (57.7%, 32.1%
and 35.3%, respectively) and hexadecanoic acid methyl ester for the bulbs of O. orthophyllum (57.6%) as the major
component as well.
Acknowledgments
This research was supported by the Scientific Research Foundation of the Karadeniz Technical University (Project
Number 8960).
References
1. Baytop, T. 1999. Trkiyede Bitkilerle Tedavi 2. Bask, stanbul: Nobel Tp Kitabevi.
2. Davis, P.H., Mill, R.R. and Tan, K. 1988. Flora of Turkey and the East Aegean Islands, Vol.10 (supplement I).(s. 223).
Edinburgh: Edinburgh University Press.
3. Dembitsky, V.M., Terentev, A.O., Levitsky, D. O. 2010. Amino and Fatty Acids of Wild Edible Mushrooms of the Genus
Boletus. Rec. Nat. Prod. 4:4, 218-223.
4. Kl, C.S., Aslan, S., Kartal, M., Coskun, M. 2011. Fatty Acid Composition of Hibiscus trionum L. (Malvaceae). Rec. Nat. Prod.
51: 65-69.
249
Ankara University, Faculty of Pharmacy, Department of Pharmaceutical Botany, 06100 Tandoan, Ankara, Turkey
Anadolu University, Faculty of Pharmacy, Department of Pharmacognosy, 26470, Tepeba, Eskiehir, Turkey
Ferulago W. Koch. (Apiaceae) genus is represented by approximately 50 taxa throughout the world (1). Ferulago
species are known as akr or ar in Turkey and according to recent records, the genus is represented by 35 taxa
in Turkey, 18 of which are endemics (2). Volatile components from roots, aerial parts and flowers of Ferulago pachyloba
(Fenzl) Boiss., an endemic species (Apiaceae) were obtained by hydrodistillation and analyzed by GC and GC-MS and main
components were found to be (Z)--ocimene (27.5), sabinene (25.8) for the flowers; hexadecanoic acid (15.4), (E)-2decenal (14.3) for the roots and sabinene (16.0), (Z)--ocimene (15.1) for the aerial parts. Antimicrobial activity study via
bioautography method was performed against three different microorganisms, Pseudomonas aeruginosa ATCC 13388,
Staphylococcus aureus ATCC BAA 1026 and Candida albicans ATCC 24433 and showed that volatile samples obtained
from the herba and roots were active against Staphylococcus aureus ATCC BAA 1026 and showed good inhibition;
however volatile components obtained from the flowers showed weak activity. The volatile sample obtained from the
roots was also active against Candida albicans ATCC 24433, but its inhibition zone was less visible than the zone obtained
for Staphylococcus aureus. However no volatile sample was active against Pseudomonas aeruginosa ATCC 13388.
References
1. Troia A. et al. (2012). Morphological, karyological and taxonomic remarks on Ferulago nodosa (L.) Boiss. (Apiaceae). Plant
Biosystems. 146: 330-337.
2. Gner A. (2012). Trkiye Bitkileri Listesi (Damarl Bitkiler). 1. Bask. stanbul, Trkiye: Nezahat Gkyiit Botanik Bahesi
Yaynlar, Flora Dizisi 1.
250
Department of Pharmaceutical Botany, Faculty of Pharmacy, Anadolu University, 26470 Eskisehir, Turkey,
Department of Pharmacognosy, Faculty of Pharmacy, Anadolu University, 26470 Eskisehir, Turkey
3
Department of Biology, Ahmet Keleolu Faculty of Education, Necmettin Erbakan University, 42090 Konya, Turkey
*[email protected]
1
2
Introduction
The genus Stachys L., one of the largest genera of Lamiaceae, includes about 300 species of annuals and perennials
occurs in all parts of the world, except for Australia and New Zealand (Bown, 1995). Stachys sericantha P.H. Davis, an
endemic plant and Mediterranean element, is perennial 35-70 cm long, corolla purple-pink coloured, 13-16 mm. It grows
on stone slopes, in Pinus brutia woods of southwest Anatolia and the flowering time is from June to July (Bhattacharjee,
1982). Plant is locally known as dikenli ay in the regions where it grows (Gner et al., 2012).
Materials and Methods
Plant was collected during the flowering period from Antalya province of Turkey. The voucher specimens are kept at the
Herbarium of the Department of Biology, Necmettin Erbakan University, Konya, Turkey. The essential oil from aerial parts
of S. sericantha was isolated by steam distillation and analysed by gas chromatography (GC) and gas chromatographymass spectrometry (GC-MS), simultaneously.
Results and Discussion
The yield of essential oil of S. sericantha is small amount. The major components were found as hexadecanoic acid
23.7%, dodecanoic acid 11.3%, caryophyllene oxide 10.7%, tetradecanoic acid 4.3% and -caryophyllene 4.2%. The
essential oil compositions of the Stachys genus have been well documented in the literatre. The main components
of the essential oil of the species were observed to be germacrene D, caryophyllenes, cadinene, spathuleneol and
caryophyllene (Gren, 2014).
References
1. Bhattacharjee, R. 1982. Stachys. In: Davis, PH et al. (eds), Flora of Turkey and the East Aegean Islands, Edinburgh University
Press, Edinburgh,Vol 7, pp. 214-215.
2. Bown, D. 1995. The herb society of America encyclopedia of herbs and their uses, Dorling Kindersley, London.
3. Gren, A. C. 2014. Use of Stachys Species (Mountain Tea) as Herbal Tea and Food. Rec. Nat. Prod. 8(2):71-82.
4. Gner, A., Aslan, S., Ekim, T., Vural, M., Baba, MT. 2012. Trkiye Bitkileri Listesi (Damarl Bitkiler), Nezahat Gkyiit Botanik
Bahesi ve Flora Aratrmalar Dernei Yayn, stanbul.
251
PP-182 The GC-MS Analysis of Xinjiang Almond oil based on Fatty Acids
Ajigu Abudurexiti1, 2, Muhetaer Tuerhong 2, H. A. Aisa 1, 2 *
State Key Laboratory Basis of Xinjiang Indigenous Medicinal Plants Resource Utilization, Xinjiang Technical Institute of Physics and
Chemistry, Chinese Academy of Sciences, Urumqi 830011, China
2
College of Chemistry and Environmental Science, Kashgar University, Kashgar 844006, China
[email protected]
1
Introduction
Amygdalus communis L., distributes in Central Asia, West Asia, America California and South Xinjiang of China. The
seeds of Almond, belonging to Rosaceae and Prunoideae, contain fatty oil, protein, starch, amino acids, flavonoid and
polyphenols.The seeds of Almond have antioxidant activity, anticancer, reducing cholesterol, enhancing immune power
and protecting liver. In the previous study, fats and oil from the seeds of Almond, based on the orthogonal experimental,
was extracted by supercritical CO2 extraction technology. The fatty acids in the extracted oil were analyzed qualitatively
by GC/MS in order to establish GC-MS fingerprints of seed oil of Xinjiang Almond.
Materials and Methods
The oil of Almond was extracted by supercritical CO2 extraction technology and their chemical constituents were
analyzed by GC-MS (Agilent 7890A-5975C MSD).Similarity evaluation system for chromatographic fingerprint of
traditional Chinese medicine (Version 2004 A) published by the State Pharmacopeia Committee of China was employed
for the representative standard fingerprint.
Results and Discussion
Study results showed that the fatty acids were composed of 92.2% unsaturated fatty acids. Furthermore,
oleic acid (78.45%) linoleic acid (13.72%)and palmitic acid (6.1%) were the main fatty acids in Almond seed oil.
The method on GC-MS fingerprints of oils of Almond was established and the GC-MS fingerprinting of oils of Almonds
showed 8 characteristic peaks. The similarity of the GC-MS fingerprints of 20 samples was over 0.97. The method of GCMS fingerprinting is simple, accurate with good reproducibility and can be used for the comprehensive quality evaluation
of Almond.
Acknowledgments
This work was supported by the Projects of International Science & Techology Cooperation of the Xinjiang Uygur
Autonomous Region and the Central Asian Drug Discovery and Development Center of Chinese Academy of Sciences.
References
1. Mandalari G., Nueno-Palop C., Bisignano G., Wickham M. S.,Narbad A. 2008. Potential prebiotic properties of almond
(Amygdalus communis L.) seeds. Journal of Appl Environ Microbiol, 74:4264-4270.
2. YADA S, LAPSLEY K, HUANG G W. 2011. A review of composition studies of cultivated almonds: Macronutrients and
micronutrients. Journal of Food Composition and Analysis, 24: 469-480.
252
1. Dpartement de Biologie, Facult des Sciences, Universit MHamed Bougara de Boumerdes. Avenue de lIndpendance-35000Algrie.
2. Ecole Normale suprieure Kouba. Alger (Algrie).
[email protected]
The aim of this study was carried out to assess the antimicrobial activity of different Algeria honeys against pathogenic
microorganisms in respect to floral nectar origin.
Various honey types were collected from different areas of Algerian (Lavender, polyfloral, Citrus sp, Hedysarum
coronarium). Pollen analysis was done according to Louveaux et al (1978). To test the antimicrobial activity, the agar well
diffusion methods was employed. The microbial strains tested were Pseudomonas aeroginosae, Klebsiella pneumoniae,
Escherichia coli, Staphylococcus aureus, Bacillus subtilis, Streptococcus faecalis, Candida albicans, Saccharomyces
cerevisae, Aspergillus niger and Rhizopus stolonifer.
The polyfloral honey inhibited growth of Pseudomonas aeroginosae and Staphylococcus aureus significantly as
compared to other honey. Citrus and Hedysarum coronarium honey exhibited respectivly the highest inhibition against
Klebsiella pneumoniae and Saccharomyces cerevisae. Candida albicans was the most sensitive to Lavender honey.
Several factors may influence the microbial activity of honey. The botanical origin plays an important role in the
variation of the microbial potential of honeys against pathogenic microorganisms.
253
Department of Biology, Laboratory of Applied Animal Biology, Reproduction & Development Group, Faculty of Sciences,University
Badji Mokhtar of Annaba 23000-Annaba, Algeria.
[email protected]
In recent years, the toxicity of insecticides to humans and wildlife has caused much public concern and led to the use
of more target-specific chemicals. Because of secondary effects of conventional insecticides, the insect growth regulators
(IGRs) are receiving more practical attention to provide for safer foods and a cleaner environment. Among these
compounds the dibenzoylhydrazines or non-steroidal ecdysteroid agonists, have been developed. Such compounds are
hormonally active and disrupt development of pest insects primarily by induction of a precocious and incomplete lethal
moulting in several insect orders; they exert their toxicity by binding to the ecdysteroid receptor as does the natural insect
moulting hormone. The Mediterranean flour moth, Ephestia kuehniella Zeller (Lepidoptera: Pyralidae), is a cosmopolitan
pest of stored products. Two compounds of this class (RH-5992 and RH-8549) were tested in vivo by topical application
on the development of Ephestia kuehniella Zeller (Lepidoptera: Pyralidae) using a gravimetrical method. The compounds
were diluted in acetone and applied topically to newly emerged pupae. The effects of this molecules were studied,on
the biochemical composition of the cuticle using a gravimetrical method. The treated pupaes showed a different profile
from that of controls.The results obtained showed that the two non-steroidal agonists reduced the amount of cuticle
chitin without any significant effect on the cuticular protein content. Tebufenozide (RH-5992) causes an acceleration of
development, he is more active than is RH-5849.
254
Key Laboratory of Plant Resources and Chemistry in Arid Regions, Xinjiang Technical Institute of Physics and Chemistry, Chinese
Academy of Sciences, 830011, Urumqi, P. R. China;
2
Key Laboratory of Xinjiang Indigenous Medicinal Plants Resource Utilization, Xinjiang Technical Institute of Physics and Chemistry,
Chinese Academy of Sciences, 830011, Urumqi, P. R. China;
3
University of Chinese Academy of Sciences, 100049, Beijing, P. R. China;
[email protected], [email protected]
1
Introduction
Protein tyrosine phosphatase 1B (PTP1B), which dephosphorylates the tyrosine residues of insulin receptor proteins,
is primarily responsible for insulin resistance in type 2 diabetes. Therefore,PTP1B inhibitors ameliorating the insulindependent signaling pathway are potential candidaes for the treatment and prevention of diabets. As part of our
continuous research for the water extract of Carthamus tinctorius L. as potent PTP1B inhibitors, the correlation between
chromatography fingerprint of Carthamus tinctorius L. and the PTP1B inhibition activity was elaborated and the most
effective substances were indicated by this way.
Methods
The fingerprint of the water extracts of 9 different origin Carthamus tinctorius L. was finished by HPLC, and the
data were analysed by computer aided similarity evaluation TCM 2004A software(Fig.1). PTP1B inhibition activity of
different water extracts of Carthamus tinctorius L. were detected, the spectrum-effect relationship was finished by using
the Grey system theory modeling software GTMS3.0.
Results and Discussion
The efficacy of PTP1B inhibition of the water extract part of Carthamus tinctorius L. resulted in its chemical compositions
together(Tab.1). The contribution order for PTP1B inhibition effect was(number of peaks): P4>P6>P1>P5>P3>P7>P8>P2,
in which the number of peak 4 was identified as 3-O-caffeoylquinic acid, peak of 6 was hydroxysafflor yellow A(Tab.2).
These work also provide an efficacious way on elucidating the active ingredients of traditional medicine.
Acknowledgments
We gratefully acknowledge financial support from the Joint Funds of the National Natural Science Foundation of China (Grant No.
U1203203),and National Science & Technology Pillar Program (2011BAI05B05).
No.
10.4
8.7
11.8
18.7
19.7
20.6
11.9
9.9
18.4
Peak
0.783
0.515
0.702
0.904
0.777
0.850
0.634
0.569
IC50
Ug/ml
255
University of Zululand, Department of Chemistry, Private Bag X1001, KwaDlangezwa, 3886, South Africa.
University of South Africa, College of Agriculture and Environmental Sciences (CAES, Laboratories),
Eureka Building, Private Bag X6, Florida, 0710, South Africa.3University of Zululand, Department of Biochemistry, Private Bag
X1001, KwaDlangezwa, 3886, South Africa.
[email protected]
1
2
Introduction
Curtisia dentata is traditional used in the treatment of various infections, including sexually transmitted infections,
diarrhea, stomach ache, aphrodisiac, purgative and as a blood purifier. The plant species is being threatened through
bark harvesting and mostly restricted to Southern Africa (Yembaturova et al., 2009). The current work is our continued
effort in finding the alternative antibiotics as the microbes are generally developing resistance to common antibiotics
mostly used in developing countries.
Materials and methods
The leaves were collected from Buffelskloof Nature Reserve (Mpumalanga Province, South Africa), washed and
then extracted with acetone, ethanol and ethyl acetate respectively. The ethanol extract was further subjected to
column chromatography and resulted in isolation of lupeol, betulinic acid (BA), -sitosterol and ursolic acid (UA) which
was isolated for the first time from the plant species. The isolated compounds and the extracts were investigated for
antimicrobial activity (Eloff, 1998) against the ATCC strains of Candida albicans , Mycoplasma hominis, and Proteus
mirabilis and Moraxella catarrhalis isolated from HIV patient in KwaZulu-Natal Province. Isolated active principles were
then investigated for cytotoxicity against Human hepatocellular carcinoma (HepG2) cell lines (Mosman et al., 1983).
Antioxidant activity of acetone extract was assessed against 2, 2-diphenyl-1-picryhydrazyl (DPPH) as described by
Mongalo et al (2012).
COOH
H
HO
H
256
1
2
Introduction
Helianthemum is a genus of plants including around 110 species of evergreen and semi-evergreen shrubs and belongs
to the Cistaceae family. This genus can be found in America, Europe and Northern Africa. However, the Mediterranean
region is considered its center of diversity [1]. Helianthemum sessiliflorum Pers. is a perennial plant usually grows in arid
and semi-arid areas in the Mediterranean region [2,3]. A previous biological study revealed that H. sessiliflorum had
interesting biological activities as analgesic and anti-inflammatory [4].
Materials and Methods
Dried aerial parts (1Kg) of the plant material were macerated with 70% EtOH (3 10 L) at room temperature.
The EtOH extract was concentrated then diluted with H2O and partitioned successively with cyclohexane (3 150 mL),
AcOEt (3 150 mL) and n-buthanol (3 150 mL). The AcOEt extract (3.2 g) was fractionated on VLC (SiO2) with the
solvent system cyclohexane/AcOEt (100:0 to 0:100) then AcOEt/MeOH (100:0 to 0:100) to give four Fractions (1-4).
Purification of these fractions using reversed and normal phases Silica gel, Polyamide SC-6 and Sephadex LH-20 column
chromatographies eluting with different solvents (MeOH/H2O, toluene/MeOH, CHCl3/MeOH,.) and HPLC (MeCN/H2O)
resulted in the isolation of 20 compounds.
Results and Discussion
The 70% EtOH extract of the aerial parts of H. sessiliflorum was partitioned into fractions soluble in cyclohexane,
AcOEt and n-butanol. Repeated CC over silica gel (SiO2), reversed-phase (RP-18), Polyamide SC-6 and Sephadex LH20, and semi-prep. HPLC (RP-18) of the AcOEt extract afforded 20 compounds, the new furofuran lignan; 1-O-acetyl
prinsepiol (1), along with 19 known ones named 1-hydroxypinoresinol (2), (+)-cycloolivil (3), ( )-pinellic acid (4),
benzoic acid (5), p-hydroxybenzoic acid (6), protocatechuic acid (7), vanillic acid (8), gallic acid (9), ( )-epicatechin
(10), ( )-catechin (11), ( )-epigallocatechin (12), ( )-gallocatechin (13), astragalin (14), tiliroside (15), quercetrin (16),
isoquercetrin (17), myricitrin (18), -sitosterol (19) and daucosterol (20).
References
1. Mabberly, D.J. 1997. The plant book. Cambridge university press, Cambridge.
2. Battandier, J.A. 1888. Flore de lAlgrie Dicotyldones. Librairie F. Savy, Paris.
3. Ozanda, P. 1991. Flore et vgtation du Sahara. 3me dition, CNRS, Paris, France.
4. Ermeli, N.B., Alsabri, S.G., Bensaber, S.M., Mohamed, B.S., Zetrini, A.A., Aburas, K.M., Fitouri, S.R., Jaeda, M.I., Mrema,
I.A., Hermann, A., Gbaj, A.M. 2012. Screening of analgesic and anti-inflammatory activities for two Libyan medicinal plants:
Helianthemum lippii and Launaea residifolia. Journal of Chemical and Pharmaceutical Research, 4:4201-4205.
257
1
2
Introduction
The development of experimental diabetes also involves ATP-dependent potassium channel in the plasma membranelocalized -cells of the pancreas are opened. Nowadays, inhibitors, activators and pharmacology of potassium channels
are known. However, in the literature the function and status of ATP-dependent potassium channel of the mitochondria
(mitoKATPchannel) in diabetes, as well as modulators of their data are available.
Clerodane-type diterpenoid salvifolin isolated from the Pulicaria salviifolia possess a hypoglycemic effect, it normalizes
the metabolic processes in the body at experimental diabetes (Tashmuhammedova et al., 1992 and Eshbakova, 2011).
However, salvifolin influence on mitochondrial function is not investigated and therefore our aim was to study the effect
of salvifolin on mitoKATPchannel in the rat liver mitochondria of streptozotocin-diabetic rats.
Materials and Methods
Experiments were performed on 90 white mongrel male rats weighing 180-200 g. The animals were divided into three
groups: I group - intact, II group - the animals with experimental diabetes, which once were injected intraperitoneally
with an streptozotocin (50 mg/kg body weight intraperitoneally in a 0,1 mol/L citrate buffer, pH 4,5) (control) and, III
group - streptozotocin diabetes + salvifolin (intraperitoneally dose of 3,5 mg/kg body weight) for 8 days starting from
12 days after administration of streptozotocin and reaching a predetermined level of hyperglycemia. Blood glucose was
determined using glucose oxidase method set Glucose - enzymatic-colorimetric test (Cypress diagnostic, Belgium).
Mitochondria isolated from rat liver by differential centrifugation according to Schneider. Mitochondrial swelling induced
activation mitoKATPchannel was recorded using a change in light scattering at a wavelength of 540 nm.
Results and Discussion
Our experimental results indicate that diabetes with streptozotocin seriously impairs the function mitoKATPchannel
rat liver mitochondria. Experiments have shown that in the absence of ATP in the incubation medium, with STZ-diabetic
activity mitoKATPchannel is increased up to 20%, as compared to that of an intact rat group. In the presence of ATP, in
experimental diabetes mitoKATPchannel liver becomes more open state, i.e., the rate of swelling of mitochondria in rat
liver group II up to 92,1% than the group intact mitochondria. In diabetes, liver mitoKATPchannel becomes more open
state, i.e., the swelling rate of the rat liver mitochondrial group II 88,5% is higher than the control group mitochondria.
Pharmacotherapy salvifolinom corrects pathological change in function mitoKATPchannel: where the rate of swelling
of rat liver mitochondria group III was inhibited in the absence of ATP up to 9,4 0,6% and in the presence of ATP up
to 65,7% in comparison with swelling rate of mitochondrial group II. Thus, when STZ-diabetes occur mitoKATF opens
channel, which leads to increased transport of K + ions into the mitochondrial matrix, changes in potassium homeostasis
cytosol. Perhaps, we studied diterpenoid salvifolin also interaction with the regulatory region of the channel - mitoSUR,
resulting in the channel is inhibited.
References
1. Khushbaktova ZA, Tashmukhamedova MA, Syrov VN, Mirtalipov DT, Grunina II. 1992. Effect of salvifolin on the
carbohydrate and lipid metabolism in the rat liver in alloxan diabetes. Ukr Biokhim J, 64(3): 86-91.
2. Eshbakova KA. 2011 Chemical constituents of Pulicaria gnaphalodes Boiss. Med. plants. 3 (2): 161-163.
258
Institute of Bioorganic Chemistry. A.S.Sadykova, Academy of Sciences, 100170, Tashkent, Republic of Uzbekistan. E-mail:
[email protected]
2
S.Yu.Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences, 100170, Tashkent, Republic of Uzbekistan.
[email protected]
1
Introduction
Biologically active compounds of plant origin have a unique feature specifically modify function of different Ca+2
conveying systems smooth muscle cells (SMC). These compounds are of particular interest in the prospect of the creation
on their basis of effective antihypertensive agents. In this paper we studied the action chrysoeriol flavonoid isolated
from the plant Inula caspica, on the contractile activity of SMC aortic white rats.
Materials and Methods
The studies were conducted on isolated preparations of rat aorta, aortic contractile activity was assessed in isometric
mode using tension sensor Grass FT. 03. Drug perfusion was performed with saline and Krebs-ringer oxigenated solution
carbogen (O2-95% CO2-5%) at 37 C.
Results and Discussion
Preliminary studies have shown that chrysoeriol dose dependently (3 - 15 microns) relaxes the aorta preparations,
predsokraschennye potassium solution (50 mM KCl). Thus, at a concentration of 3 mkM chrysoeriol drug induced
relaxation of aorta 10 3,1%, and at a concentration of 15 mkM, its relaxing effect reached 96,9 4,6% compared to
control.. To further clarify the mechanism of action chrysoeriol experiments were performed with a specific Ca+2 channel
blocker of L-type - verapamil. Since verapamil effectively relaxes rat aorta preparations pre-cut potassium solutions. The
concentration ED50 - for verapamil was 0.1 mkM, which caused relaxation of aorta 50 2,2% as compared control. In the
presence of verapamil addition to the incubation medium chrysoeriol ED50 was 9.3 mkM and induce relaxation to 79,7
5,9%. Thus, it is shown that the flavonoid chrysoeriol has a strong relaxant effect, which is based on its ability to modify
the properties of the potential-dependent Ca+2 - channels SMS rat aorta.
259
Euphorbia humifusa Willd. or E. maculata L. are plants of the family Euphorbiaceae. Being one of the most commonly
used Uyghur medicinal herb, it is recorded in the Pharmacopoeia of the Peoples Republic of China and the Compendium
of Materia Medica. Its chemical ingredients are flavonoids (quercetin, kaempferide, isoquercitrin), sterols (- sitosterol),
terpenes (sesquiterpenes and triterpenes), lactones and coumarins (scopoletin, umbelliferone, ayapin), tannin and
phenolic acids, alkaloids, and unsaturated fatty acids, vitamins and others.
Studies of the research group have shown: (1) Euphorbia humifusa extract and its effective parts showed a significant
antifungal effect, and its anti-fungal mechanism of action is interfering with fungal cell membrane ergosterol biosynthesis
pathway. Its efficacy is equivalent to positive drug terbinafine, fluconazole, with obvious dose-dependent manner.(2)
Euphorbia humifusa compound obviously inhibited the xylene induced swelling of mouse ear and pronghorn vegetable
gum induced rat paw edema, and also inhibited the rat cotton ball granulation tissue hyperplasia, showing a strong antiinflammatory effect (3). It improved mice neutrophil phagocytosis of staphylococci in vitro, decreased variety of active
oxygen produced when macrophages are stimulated, improved the activity of antioxidant enzymes of immune organs,
restrained the immune organ lipid oxidative damage, showed obvious inhibition effect on PMN respiratory burst, and
effectively removed the O2, H2O2, OH-, O2 and other active oxygen free radicals.(4) It also obviously inhibited the rat
homologous passive cutaneous anaphylaxis, DNCB induced delayed type hypersensitivity reactions of mice, showed an
obvious inhibitory effect on rat mast cells with antibody mediated degranulation and prevented the release of active
mediators, showed a significant antagonistic effect on guinea pigs induced itch reaction caused by histamine phosphate
and increased the itch threshold.
In short, Euphorbia humifusa and its effective parts have antifungal, anti-bacterial, anti-inflammatory, antiallergic,
antioxidant and immune regulation function, which provided strong scientific basis for the development of using
Euphorbia humifusa resources.
Acknowledgments
Xinjiang Uyghur Autonomous Region High Technology Research and Development Program (201517111).
260
Laboratory of Analytical Chemistry, Department of Pharmacy, Faculty of Medicine, Badji Mokhtar Annaba University, Algeria.
Laboratory of Biochemistry, EPH Ibn Zohor , Guelma , Algeria.
e-mail: [email protected]
1
2
Introduction
Essential oils have found their place in aromatherapy, pharmacy, perfumery, cosmetics and food preservation. Their
use is related to their broad spectrum of biological activities recognized. The aim of the present study was to evaluate
the antifungal effect of A.herba alba Asso essential oils.
Material and methods
The essential oils were isolated by hydrodistillation from the aerial parts of Artemisia herba alba Asso and analyzed by
Gas Chromatography-Mass Spectrometry (GC-MS). The minimal inhibitory concentration (MIC) was made in Sabouraud
liquid medium by the serial dilution method.
Results and discussion
Essential oils yield ranged between 1.27 and 1.37 %.
The main components were found to be camphor (48.5 %) , - thujone (11.9 %) , chrysantone (6.3 %), eucalyptol (5.6
%) , pinocarvone (5.0 %) and camphene (4.8 %).
The essential oils were tested for antifungal activity against Candida albicans, minimal inhibitory concentration (MIC)
was made in Sabouraud liquid medium by the serial dilution method.
The essential oil of Artemisia herba alba Asso presented a very good antifungal potency against Candida albicans
with MIC value of 80 % = 5.04 mu.l / ml.
261
Introduction
The genus Grammosciadium DC. (Apiaceae) is distributed by 8 taxa in Turkey. The species were classified under
2 subgenera, namely Grammosciadium and Caropodium (Stapf & Wettst.) Tamamsch. & V.M.Vinogr. In Turkey, the
subgenus Grammosciadium contains G. daucoides DC., G. macrodon Boiss., G. cornutum (Nblek) C. C. Towns. and G.
confertum Hub.-Mor. & Lamond. Among them, G. confertum is endemic to Turkey. All the species of the subgenus are
Irano-Turanian element, except for G. confertum (Hedge and Lamond, 1972; Vinogradova, 1995; Pimenov and Leonov,
2004).
Materials and Methods
Essential oils obtained by hydrodistillation from aerial parts and fruits of four Grammosciadium DC. species belonging
to subgenus Grammosciadium, collected from different locations in Turkey, were simultaneously analyzed by GC and GC/
MS systems.
Results and Discussion
The analysis revealed 124 constituents, accounting 71.1-99.8% of the oils. Major component of the essential oil samples
from G. cornutum and G. confertum was found to be hexadecanoic acid (13.3-21.2% and 48.1-59.8%, respectively).
Therefore, caryophyllene oxide (13.1-29.2%) was the major constituent in G. macrodon samples, as well as -terpinene
(61.9%) and carvacrol (68.9%) in G. daucoides samples. To the best of our knowledge, we firstly defined the chemical
characterization of the essential oil obtained from G. cornutum, G. macrodon and G. confertum growing in Turkey.
Acknowledgments
This study was supported by Gazi University-BAP (02/2012-24) and TUBTAK (11Z094).
References
1. Hedge, I.C. and Lamond,J.M. 1972. Grammosciadium DC. In: Davis,P.H. (ed) Flora of Turkey and East Aegean Islands, Vol. 4,
University Press, Edinburgh, pp 318-321.
2. Pimenov, M.G. and Leonov, M.V. 2004. The Asian Umbelliferae biodiversity database (ASIUM) with particular reference to
South-West Asian taxa. Turk. J. Bot., 28: 139-145.
3. Vinogradova, V.M. 1995. The new data on the genus Grammosciadium and the systematic position of Fuernrohria setifolia
(Apiaceae). Bot. Zhurn., 80(1): 91-99.
262
Introduction
Cotton is the basic culture grown in Uzbekistan. Selectionists from the Bukhara Department of the Uzbek Scientificresearch Institute of Cotton developed the new cotton sorts of Bukhara series. Overall chemical investigation has
been carried out in order to identify high-yielded, high resistant to diseases and pests sorts. Bukhara-9 sort attracted
a special interest because of lack of gossypol in its seeds.
Materials and Methods
We have identified high inhibitory lines represented high value for plant selection due to their morphological
and practical properties: precious, high yield, yield and length of fiber, size of bolls, weight of 1000 seeds, oil content
(Mejlumyan, 2008). Continuing the investigation of marker proteins of cotton seeds, we isolated and characterized the
proteinase inhibitors from new introduced sorts Bukhara-9, UzFA 705 and Mirishkor containing not more than 1% of
gossypol (Yuldasheva et al., 2014).
Results and Discussion
We isolated and purified the proteinase inhibitors from newly introduced cultivars Bukhara-9, UzFA 705 and
Mirishkor containing not more than 1% of gossypol, and sort Bukhara-9 doesnt containing gossypol. Their inhibitory
activity values were identified. It was established using electrophoresis, that the inhibitors from the seeds of investigated
sorts consist of three protein components with molecular masses to be 50, 37, 20 kD.
The comparative analyses of the activity of inhibitors isolated from new sorts Bukhara-9, UzFA 705 and Mirishkor
carried out. It was found, that Bukhara-9 and UzFA 705 sorts have the same value of inhibitory activity like previously
introduced sort An-Bayaut-2, while inhibitory activity of Mirishkor sort was higher than the one in Turon sort grown in
low water supply conditions.
Bukhara-9 sort contained mainly 20 kD protein component. Some differences have been observed in IR spectrum
of this sort compare to other investigated sorts. In the amino acids composition of the proteinase inhibitors such amino
acids as asparagine, glutamine, proline prevailed. It was established that Mirishkor sort proteins highly inhibited the
growth of Fusarium oxisporum.
References
1. L.G.Mejlumyan. Chem.Nat.Compd. (2008), No.1, p.43-45
2. N.K.Yuldasheva, L.G.Mejlumyan, Sh.Kh.Rakhimova, S.D.Gusakova, N.T.Ulchenko, Kh.Sh.Nematov, Sh.Sh.Sagdullaev. Uzbek
Chem. J.(2014), No.4.
263
Laboratoire de Chimie Analytique, Dpartement de Pharmacie, Facult de Mdecine, Universit Badji Mokhtar, BP 205, Annaba
(23000), Algrie.
2
Laboratoire de dveloppement et de contrle des prparations pharmaceutiques hospitalires Dpartement de Pharmacie,
Facult de Mdecine, Universit Badji Mokhtar, BP 205, Annaba (23000), Algrie.
3
Laboratoire de pharmacognosie, Dpartement de pharmacie, Facult de Mdecine, Universit Hadj Lakhdar, Batna, Algrie.
1
The development of fungal infections in patients receiving immunosuppressive therapy requires the search of
new antifungal agents, especially as the available drugs such as Amphotericin B cause significant side effects during
continuous use.
As part of the study of antifungal properties of algerian flora, essential oil of Thymus numidicus Poir., an endemic
from Numidia (north-eastern Algeria) used in traditional medicine in the Mediterranean area. The essential oil has a high
antifungal activity (MIC 80% = 0,695 nL.mL-1, Kaff = 5,232 nL-1 mL ). GC-MS analysis show a high rate of thymol (57%) and
its precursor, p-cymene (7,55 %). Thymol is well known for its antimicrobial properties.
The concomitant use of this essential oil with Amphotericin B may be useful to decrease the side effects of this
antifungal drug.
This study reveals a synergy of action between the essential oil of Thymus numidicus Poir. and Amphotericin B for
an essential oil concentration of 0,25 L. mL-1. Such a combination would be advantageous as the basis of a less toxic
antifungal therapy.
The very small amount needed to obtain this synergy effect suggests that no toxic effects will be observed in vivo
toxicity testing that must be conducted before every clinical trial.
Indeed, acute oral toxicity studies of thymol, one of the main constiutants of the essential oil, reveal an LD50 value of
2000 mg/kg in rats.
References
1. Hadef Y., Kaloustian J., Chefrour A., Mikail C., Abou L., Giordani R., Nicolay A., Portugal H. Chemical composition and
variability of the essential oil of Thymus numidicus Poir. from Algeria. Acta Botanica Gallica, (2007), 154, 2: 265-274
2. Adams RP. Identification of essential oil components by gas chromatography and mass spectroscopy. Carol Stream (IL):
Allured; 1995.
3. Espinel-Ingroff A, Pfaller MA. Antifungal agents and susceptibility testing. In: Murray PR, Baron EJ, Pfaller MA, Tenover FC,
Yolken RH, editors. Manual of clinical microbiology. Washington DC: ASM Press; 1995.
4. Giordani R, Buc J, Regli P. Mycoses 2002;45:482.
264
Cellular Toxicology Laboratory, Department of Biology, Faculty of Sciences, Badji-Mokhtar University, Annaba, P.O. Box 12, 23000,
Algeria
2
Faculty of Medicine, Badji-Mokhtar University, Annaba, 23000, Algeria
3
Department of Biology, Faculty of Sciences and the Universe, University of May 08th, 1945, Guelma, 24000, Algeria
[email protected]
1
Introduction
In Algeria, the usage of insecticides and other phytosanitary products spreads more and more with the development
of agriculture. So, the analyses of the residues of pesticides are not systematically made. Thus, in this context, we
estimated with an experimental study, the effect of a mixture of two insecticides, on the terrestrial gastropod Helix
aspersa. The first is the thiamethoxam (included in the neonicotinoids chemical family) which is used as a commercial
preparation. This is an alkaloid of tobacco plant, used as irrigation since the 19th century. The second is the tefluthrin
(included in the pyrethrinods chemical family). This insecticide is also used as a commercial preparation. It is synthesized
from the Chrysanthemum flowers, acting by contact and ingestion on a very wide range of insects, in all cultures and at
very low doses. They are widely used in the Algerian North-East region.
Materials and Methods
In this work, adult snails, Helix aspersa, which is one of the most abundant gastropod in north-east Algeria, were used
to estimate the effect of four mixtures of thiamethoxam and tefluthrin on histological changes in the hepatopancreas of
this gastropod after a treatment of six weeks. During this period, snails were exposed by ingestion and contact to fresh
lettuce leaves which were soaked with an insecticide solution. They are used as a commercial preparation, which are
lower or equal to the concentrations that are applied in the field.
Results and Discussion
The histological examination of the hepatopancreas of the treated snails showed alterations as a response to all
the treatments, larger intertubular connective tissue and revealed the degeneration of the digestive tubules and the
breakdown of the basement membrane. Indeed, the effects of the mixtures do not necessarily reflect the effects of
substances taken individually. Possible interactions between the components of a mixture are quite complex and make
the prediction of the overall effect very difficult. The histological changes on the hepatopancreas can be considered as a
useful research tool to assess toxic effects of mixtures insecticides in Helix aspersa.
Acknowledgments
We would like to thank the General Director of the Research of the Algerian Ministry of High Teaching and Scientific
Research.
References
1. Schwaiger, J., Wanke, R., Adam, S., Pawert, M., Honnen, W. and Triebskorn, R. (1997). The use of histopathological
indicators to evaluate contaminant-related stress in fish. Journal of Aquatic Ecosystem Stress and Recovery, 6: 75-86.
2. Snyman, R.G., Reinecke, A.J. and Reinecke, S.A. (2005). Quantitative changes in the digestive gland cells of the snail Helix
aspersa after exposure to the fungicide copper oxychloride. Ecotoxicology and environmental safety, 60: 47-52.
265
Department of Chemistry, Faculty of Arts and Sciences, Eskiehir Osmangazi University, 26480, Eskiehir, Turkey
Department of Pharmaceutical Toxicology, Faculty of Pharmacy, Anadolu University, 26470, Eskiehir, Turkey
3
Department of Pharmacognosy, Faculty of Pharmacy, Anadolu University, 26470, Eskiehir, Turkey
[email protected]; [email protected]
1,*
2
Introduction
Oleic acid is a saturated fatty acid present in various vegetable oils such as hazelnut, sunflower and olive and found
as glyceryl esters in animal fats by 30%. It is known that oxygenated fatty acids are effective against some cancer types
(Bastida et al., 1999). Therefore derivatization of oleic acid is an important field of study. In this study, we aimed at
obtaining derivatives of oleic acid using biotechnological methods and investigate their possible anticancer and cytotoxic
activities.
Materials and Methods
Biotransformation studies
Pre-biotransformation of oleic acid was carried out with 27 different microorganisms for 7 days at 25oC. -medium
was used for growth of microorganisms.
Cytotoxicity tests
Cytotoxicity tests were performed using A549 (human lung carcinoma cell line) and NIH3T3 (mouse embryonic
fibroblast cell line) by XTT test, which measures mitochondrial activity. 105 cells/well were seeded and mixtures were
prepared in DMSO (< 0.1%) at concentrations of 3,9-500 g/ml in triplicates. Cisplatin was used as positive control. IC50
values were estimated by non-linear regression analysis according to OD480 and OD680 values (Altintop et al., 2012).
Results and Discussion
Extracts obtained from biotransformation of oleic acid with Alternaria alternata (M1) and Aspergillus terreus var.
africanus (M2 and M3) were used for cytotoxic studies.
Mixtures were found to have the highest cytotoxic activity against A549 cells with IC50 values of 62,5 (M1), 89,6 (M2)
and 117,03 (M3) g/ml, respectively. M1 and M3 were found to be selectively cytotoxic against A549 cell line by showing
higher IC50 values against NIH3T3 cells. M1 showed similar anticancer activity against A549 cells with our positive control,
cisplatin (IC50= 43,52 g/ml). The anticancer potential of M1 was also found to be selective against A549 cells by showing
lower cytotoxicity (IC50=122, 7 g/ml) against healthy cells, NIH3T3. Further studies may be conducted to evaluate the
anticancer activity of M1 mechanistically or in animal models.
Acknowledgement
We thank Eskiehir Osmangazi University for supporting our project (Project No: 2014-654).
References
1. Bastida, J., de Andrs, C., Culler, J., Busquets, M. ve Manresa, A. 1999. Biotransformation of oleic acid into 10-hydroxy-8Eoctadecenoic acid by Pseudomonas sp. 42A2, Biotechnology Letters, 21: 1031-1035.
2. Altntop M.D., zdemir A., Turan-Zitouni G., Ilgn S., Atl , can G., Kaplanckl Z.A. 2012. Synthesis and Biological
Evaluation of Some Hydrazone Derivatives as New Anticandidal and Anticancer Agents, European Journal of Medicinal
Chemistry, 58: 299-307.
266
Diabetes is one of non communicable diseases which represents a major public health problem, despite the existence
of a range of chemical synthetic medicines against this disease.
Currently over more patients use complementary or alternative medicine and especially in phytotherapy. It is about
ancient medicines suitable for a long time its substances to allopathic medicine and serving as a model for many synthetic
medicines.
Our work is part of the value of herbal medicine. For this, an ethnobotanical survey was conducted with 314 type
2 diabetics showed that 35.40% of the study population use medicinal plants of which 56 species were listed of 28
families. A composition identification of some herbal teas sold in our area for diabetics allowed us to reveal several
forgeries, which explains a bad regulation of these products.
A phytochemical analysis and an evaluation of antioxidant activity, which were carried on five plants, most reputed
as antidiabetics: fenugreek, olive, white wormwood, berberis, oregano, show high total polyphenols levels, correspond
with significant antioxidant activities (except in case of fenugreek where its antioxidant power is not attributed to total
polyphenols).
267
Introduction
Polygonum persicaria L. (syn. Persicaria maculosa Gray) is native to Europe and is widely distributed as a weed
throughout temperate and tropical North and South America, Asia, North Africa and Australia. It is a morphologically
extremely variable perennial plant. Previous phytochemical studies revealed the presence of stilbenes, flavones,
flavonols, chalcones, flavanones and phenolic acids in this species. Our previous pharmacological study demonstrated
the effect of the CHCl3 extract of P. persicaria extracts on the G protein-activated inwardly rectifying K+ (GIRK) channel,
which was investigated by an automated patch clamp method (Lajter et al, 2013). The GIRK channels, novel targets
for the development of new therapeutic agents, are activated by a large number of G protein-coupled receptors and
regulate the electrical activity of neurones, cardiac atrial myocytes, and -pancreatic cells. Abnormalities in GIRK channel
function have been implicated in the pathophysiology of neuropathic pain, drug addiction, cardiac arrhythmias and
other disorders.
Materials and Methods
The CHCl3 extract of P. persicaria was subjected to multistep chromatographic separations, including VLC, RP-MPLC,
preparative RP-TLC and gelfiltration. The structure determination of the isolated compounds was performed by mass
spectrometry and 1D and 2D NMR experiments (1H-1H COSY, 13C-NMR, NOESY, HSQC and HMBC).
Results and Discussion
From the CHCl3 extract 9 compounds, belonging to the flavanone, chalcone, carboxystilbene and ionon glycoside
groups were isolated. 2-Hydroxy-3,4,6-trimethoxychalcone, pinostrobin-chalcone, 6-hydroxy-5,7-dimethoxyflavanone,
onisyline, 5-hydroxy-7,8-dimethoxy-flavanone and (6R,9S)-3-oxo--jonon--D-glucopyranoside were identified for the
first time from this plant species. Our results strengthen the chemotaxonomic observation that common occurrence
of structurally related flavanones and chalcones are characteristic to the Polygonum genus (Smolarz, 2002). The
isolated compounds, together with the known metabolites of this plant (persilben, 5-hydroxy-7,8-dimethoxyflavanone,
pinostrobin and pinostrobin-chalcone) are planned to investigate for GIRK channel-inhibitory effect.
Acknowledgments
Financial support from the Hungarian Scientific Research Fund (OTKA K109846) is gratefully acknowledged.
References
1. Lajter, I., Vasas, A., Orvos, P., Tlosi, L., Forgo, P., Bni, Z., Hohmann, J. 2013. Inhibition of GIRK channels by extract of
Polygonum persicaria and isolation of new flavonoids. Planta Medica, 79: 1736-1741.
2. Smolarz, H.D. 2002. Comparative study on the free flavonoid aglycones in herbs of different species of Polygonum L. Acta
Poloniae Pharmaceutica, 59: 145-148.
268
Laboratory of valorization of vegetal Resource and Food Security in Semi Arid Areas, South West of Algeria, BP 417,
University of Bechar, Algeria
2
Laboratoire des productions, valorisations vgtales et microbiennes Universit des sciences et de la technologie dOran
Mohamed Boudiaf Algeria
1
Biological activities of medicinal plants have been recognized for a long time. In the present study, antioxidant and
antimicrobial properties of Juniperus phonicea Tar, were investigated for their antimicrobial activities against six strains
of fungi and six strains of bacteria. Its sensitiveness (Minimal Inhibition Concentration) to mentioned micro-organisms
were as follows: Klebsiella pneumoniae (0.032 mg/ml), Staphylococcus aureus (0.05 mg/ml), Pseudomonas aeruginosa.
Enterococcus faecalis, Escherichia coli, Listeria monocytogenes(0.1mg/ml). For fungi , and according to these results,
the tar has great antifungal activity against all the investigated strains. The growth inhibition rate ranged from 0.006 to
0.1mg/ml with the highest inhibition values observed against Fusarium oxysporum f.sp albedinis (1)(0.006 mg/ml).
The antioxidant capacity of the tar was evaluated using hydrogen peroxide scavenging, 1,1-diphenyl-2-picrylhydrazyl
(DPPH), showed potent antioxidant ability ( EC50=(EC50= 1.450.16 mg ml-1) compared to the ascorbic acid used as
positive control( EC50=2.190.12 mg ml-1) .
269
1.
Acad. S.Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences, 100170, Tashkent, Uzbekistan, fax
(99871) 120 64 75, 2. Key Laboratory of Plant Resources and Chemistry in Arid Regions, Xinjiang Technical Institute of Physics and
Chemistry, Chinese Academy of Sciences, Urumqi, 830011, China.
[email protected]
Introduction
Haplophyllum plants of the genus are presented by several species and wide spread on vast territories of Central and
South Asia, in West and East Siberia up to step regions of Far East. This plant is rich in quinoline alkaloids and known
as cytostatic and sedative compounds. some alkaloids increase locomotor activity and potentiate seizures caused by
caffeine, pentetrazole and strychnine. Such compounds may be evaluated as potential psychostenic and antidepressive
drugs. Studying alkaloids of Haplophyllum represents certain theoretical and practical value.
Materials and Methods
For the first time were investigated alkaloids from the aerial parts of Haplophyllum griffitianum collected in
Surhandarya region. The plant was extracted with MeOH. From methanolic extracts have been obtained 0.45% and
0.6% (by weight of dry plants) mixture of alkaloids. By column chromatography from sum of total alkaloids were isolated
known bases dictamnine (1), skimmianine (2), dubinidine (3), dubinine (4), dubamine (5), N-methilhaplofoline (6), new
bases gerfitine (7), gerfitinine (8), grifitine (9) and sterens with mp 76-78o.
Results and Discussion
The known alkaloids (1-6) were identified by comparison with authentic samples and. Alkaloids dictamnine (1),
skimmianine (2), dubinidine (3), dubinine(4), dubamine (5) and N-methilhaplofoline (6) were isolated from Haplophyllum
griffitianum for the first time. The structure of a new alkaloids gerfitine (7), gerfitinine (8), grifitine (9) was elucidated by
study spectral data (1H and 13C NMR spectra), as well as DEPT and HETCOR experiments.
Acknowledgment
This works was supported by The Xinjiang Uygur Autonomous Region science and technology project 2013721044
and Central Asia Center of Drug Discovery and Development of Chinese Academy of Sciences.
OCH 3
R=R1=H
2. R=R1=OCH3
H 2C
R1
1.
OCH 3
OCH 3
N
OCH 3
7
3.
R=OH
4.
R=OCOCH3
H3C
OH
CH 3
OCH 3
CH 3
O
N
OCH 3
8
270
HO
N
CH 3
OCH3
OH CH 3
9
The Key Laboratory of Plant Resources and Chemistry of Arid Zone and State Key Laboratory Basis of Xinjiang Indigenous
Medicinal Plants Resource Utilization, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Urumqi
830011, P. R. China
[email protected]
Introduction
Artemisia rupestris L., a Traditional Chinese Medicine, had a long history as a folk medicine in Xinjiang of China. It is
known to be effective as anti-virus, anti-tumor, anti-inflammatory, antibacterial and antidote agents[1]. Rupestonic acid
is a sesquiterpene with multifunctional groups, isolated from the Artemisia rupestris L. In the previous research, more
than 200 rupestonic acid derivatives have been synthesized and preliminarily assayed in vitro against influenza A (H1N1,
H3N2) and B viruses[2-4].
Materials and Methods
Dry Artemisia rupestris L. was extracted with 95% ethanol, the extract was evaporated under reduced pressure.
Rupestonic acid was isolated by silica gel column chromatography using petroleum ether/ethyl acetate (10:1-1:1) as the
eluent, followed by recrystallization from acetone.
In order to continue our ongoing studies and examine the structure effect relationship of rupestonic acid deeply,
ester, O-ketone oxime, ether, carboxyl, acetoxyl, halogen, hydroxyl, alkyl, aryl and heterocyclic were introduced into C(3)
carbonyl and C(2) methylene of rupestonic acid by conventional chemical reactions.
To determine the potential activity of compounds, they were preliminarily assayed in vitro against influenza A (H3N2,
H1N1) and B viruses.
Results and Discussion
Thirty rupestonic acid analogues at C(3) and twenty rupestonic acid derivatives at C(2) have been synthesized. The
activity results showed that most analogues showed better activity than parent compound against influenza virus A. The
antiviral activity of the C(2) derivatives is being tested.
Acknowledgments
This work was financially supported by Xinjiang High-Tech R&D Program (No.201317101), National Natural Science
Foundation of China (No. 81402808), Natural Science Foundation of Xinjiang, China (No.2014211A070) and West Light
Foundation of The Chinese Academy of Sciences(No. XBBS201218).
References
1. Ma, Y. M.; Aisa, H. A.; Liao, L. X.; Srapil, E. B.; Zhang, T. Y.; Ito, Y. J. Chromatogr., A. 2005, 1076, 198.
2. Y. W. He, C. Z. Dong, J. Y. Zhao, L. L. Ma, Y. H. Li, H.A. Aisa, European Journal of Medicinal Chemistry, 2014, 76: 245-255;
3. Zhao, J. Y.; Aisa, H. A. Bioorg. Med. Chem. Lett. 2012, 22, 2321-2325.
4. Yong, J. P.; Aisa, H. A. Bull. Korean Chem. Soc. 2011, 32(4): 1293-1297.
5. Yong, J. P.; Lv, Q. Y. and. Aisa, H. A. Bull. Korean Chem. Soc. 2009, 30(2): 435-440.
271
PP-202 Pinus mugo Turra. essential oil, its fractions and selective
antimicrobial drug combinations against resistant pathogens
Gamze Gger*, Merve Baysal, Sinem Ilgn, Betl Demirci, Fatih Demirci
Pinus mugo Turra. (Pinaceae) is known as dwarf mountain pine and grows in the mountainous regions of Central and
Southern Europe. P. mugo essential oil is used as antiseptic, antimicrobial, antiinflammatory, antiviral among other uses
(Reichling et al., 2011; Venditi et al., 2013).
In this present study, commercial Pharmacopeia (PhEur) grade dwarf pine oil (Pini pumilionis aetheroleum) and its
column chromatography fractions (n-hexane, diethly ether, dichloro methane, methanol) were combined with standard
antimicrobial agents such as ampicilline, cefuroxime, tetracycline, fluconazole and nystatine, respectively. The chemical
compositions of the essential oil and four fractions were determined both by GC/FID and GC/MS techniques. All
combinations were evaluated in vitro against pathogenic standart and clinical resistant Escherichia coli, Staphylococcus
aureus and Candida albicans by the CLSI microdilution and checkerboard methods. Resulting fractional inhibitory
concentrations were calculated and interpreted as synergy, additive or indifferent. To determine the selectivity of the
antimicrobial combinations the WS1 (human normal skin fibroblast) cell line were used for in vitro cytotoxicity testing.
Inhibition % was calculated for each concentration of test samples where IC50 values were calculated by non-linear
regression analysis.
-Pinene (18.4 %), -3-carene (18.4 %), -phallendrene (15.2 %), -pinene (10.5 %), limonene (9.0 %), mycene (6.7
%) and terpinolene (6.7 %) were the major identified compounds of the essential oil, respectivetly. P. mugo essential oil
and fractions in combination with ampicilline, cefuroxime, tetracycline resulted as synergistic and additive against S.
aureus rather than E. coli. Essential oil combination with fluconazole and nystatin resulted as indefferent particularly
against resistant clinical Candida isolates. In vitro cytotoxicity of essential oil, hexan fraction, diethyl ether fraction,
ampicilline, cefuroxime, tetracycline, fluconazole and nystatine IC50 values are 64.75, 116.73, 229.28, >500, 359.5,
383.64, > 500, 83.95, respectively.
Acknowledgments
This work is part of the PhD project of GG and was supported by the Anadolu University Research Funding (Project
no: BAP-1301S005).
References
1. Reichling, J., Schnitzler, P., Suschke, U., Saller, R., Essential oils of aromatic plants with antibacterial, antifungal, antiviral,
and cytotoxic properties-an overview, Forsch. Komplementmed, 16 (2), 79 (2009).
2. Venditti, A., Serrilli, A. M., Vittori, S., Papa, F., Maggi, F., Di Cecco, M., Ciaschetti, G., Bruno, M., Rosselli, S., Bianco, A.,
Secondary metabolites from Pinus mugo Turra subsp. mugo Growing in the Majella National Park (Central Apennines, Italy),
Chem. Biodivers., 10 (11), 2091-2100 (2013).
272
Introduction
Currently there is an increasing interest in research and isolation of new sources of natural antioxidant which may
provide safe antioxidant additives for food industry [Pokorni et al., 2001]. The antioxidant properties of plant extracts
have been attributed mainly to their polyphenol contents. Salvia species constitute important sources of phenolic
antioxidants [Harley et al., 2004]. We report the investigation of the polyphenolic contents of the extracts of Salvia
aegyptiaca collected in the South west of Algeria
Material and methods
In this study, the chloroform, ethyl acetate and n-butanol extracts of Salvia aegyptiaca were evaluated for their
free radical scavenging capacity by analytical methods : 2,-azino-di(3-ethyl-benzo thiazoline -6-sulfonic acid (ABTS.+) and
2,2- diphenyl-1-picrylhydrazyl (DPPH.) free scavenging capacity assays. On-line HPLC-ABTS+ [Koleva et al., 2000] and
subsequent fractionation followed by spectroscopic analysis (HRMS, UV, NMR: 1H, 13C, COSY, NOESY, HSQC and HMBC)
were applied to screen and identify free radical scavengers in the extracts.
Results and discussion
Ten compounds were identified, caffeic acid 1, vanilic acid 2, syringic acid 3, Luteolin 7-O glucoside 4, apigenin
7-O-glucoside 5, diosmin 6, rosmarinic acid 7, Luteolin 8, methyl rosmarinate 9 and apigenin 10. These compounds were
the dominant free radical scavengers in the species as expressed by their trolox equivalent antioxidant capacity (TEAC).
Rosmarinic acid, methyl rosmarinate, luteolin and caffeic acid were the most active components (TEAC: 32. 9, 26.2, 11.9
and 31.93 g/mL respectively), these results were validated by offline antioxidant DPPH assay . Compounds 2, 3, 6 and
9 are described for the first time in Salvia aegyptiaca .
Aknowledgement
This work was supported by DGRSDT and Tassili (Algeria-France cooperation) project ( 856/MDU/56).
References
1. Harley, R.M., Atkins, S., Budantsev, A.L., Cantino, P.D., Conn, B.J., Grayer, R., Harley, M.M., de Kok, R., Krestovskaja, T.,
Morales, R., Paton, A.J., Ryding, O., Upson,T., 2004. Labiatae. In: Kadereit, J.W. (Ed.), The Families and Genera of VascularPlants,
Lamiales, vol. VII. Springer, Berlin, pp. 167282.
2. Koleva, I.I., Niederlnder, H.A.G., and Van Beek, T.A., 2000. An on-line HPLC method for detection of radical scavenging
compounds in complex mixtures, Anal. Chem. 72 (10), 2323-2328.
3. Pokorni, J., Yanishlieva N., Gordon, M., Antioxidant in food practical applications, CRC Press, Woodhead publishing Ltd,
2001.
273
OH
COOH
COOH
OH
COOH
GluO
HO
OH
MeO
OMe
OH
OMe
OH
OH
OH
OH
OH
OH
OMe
RutO
OH
COOMe
OH
HO
10
8
OH
HO
9
HO
OH
OH
OH
HO
HO
OH
O
HO
OH
OH
COOH
O
GluO
274
OH
Introduction
Sickle Cell Anaemia (SCA) is characterised by non-covalent polymerisation of the haemoglobin under hypoxia
conditions and this promotes red blood cell sickling. Inhibition of sickle cell haemoglobin polymerization is one of the
areas of focus in the management of SCA. The present study is on the sickle cell haemoglobin polymerization of brown
and green leaves of Carica papaya. The brown leaves are usually richer in phenolic constituents than the green leaves
as the plant would have passed into the dying brown leaves certain unwanted metabolites which may be those required
for medicinal purposes [1].
Materials and methods
This study was aimed at comparing the antisickling properties of the crude aqueous extract, crude methanol extract
and fractions of dead brown and fresh green leaves of C. papaya using n-phenylalanine and normal saline as positive and
negative controls respectively. The method used was the sickle cell haemoglobin polymerization inhibition experiment
measured with the UV spectrophotometer [2].
Results and Discussion
The results obtained showed that crude aqueous extracts of both the green and brown leaves exhibited high level of
inhibition of HbS polymerization of 97.76%, 93.25% and 95.89%; 97.93%, 97.89% and 95.84% at all concentrations - 200mg/
ml, 100mg/ml, 50mg/ml respectively which compared favourably and significantly (p<0.05) with that of phenylalanine.
The crude aqueous methanol extract of the green leaves exhibited a high level of inhibition of HbS polymerization of
90.88% and 93.65% at 200mg/ml and 100mg/ml respectively while 50mg/ml of the butanol fraction exhibited high
level of inhibition- 93.08% which compared favourably and significantly (p<0.05) with that of phenylalanine. Only the
100mg/ml of the crude aqueous methanol extract of the brown leaves exhibited high level of inhibition- 91.25% which
compared significantly (p<0.05) with the positive control. None of the fractions of the brown leaves had antisickling
activity that compared significantly with the positive control.
The summary of the antisickling activity of the crude extracts and fractions of both the green leaves and brown
leaves of C. papaya is Crude aqueous>Crude aqueous methanol> Butanol>Chloroform>Ethyl acetate> water. The
results obtained in this study showed that the extracts exhibited the potential of inhibiting polymerization of sickle cell
haemoglobin thus they would be very beneficial in the management of sickle cell disease.
References
1. Sofowora A. (2008) Medicinal Plants and Traditional Medicine in Africa. Spectrum Book, Ibadan Nigeria Ltd. 3rd Edn. p.91.
2. Noguchi, C.T. and Schechter, A.N. (1985). Sickle haemoglobin polymerization in solution and in cells. Ann. Rev.
Biophyschem. 14: 239-246
275
JSC International research and production holding Phytochemistry, Republic of Kazakhstan, Karaganda,
[email protected]
Introduction
Among the most perspective directions of synthesis of nitrogen containing compounds on the basis of sesquiterpene
lactones is the amination with primary and secondary amines via the aza-Michael reaction, which proceeds regio- and
stereoselectively and only to the conjugate double bond of -lactone cycle. Sesquiterpene lactones containing a nitrogen
atom show an antitumor effect and antibacterial activity.
Materials and methods
Thin-layer chromatography, physicochemical methods (IR, UV, 1, 13 NMR, two-dimensional NMR 1-1, 13-1),
elemental and X-ray analyses.
Results and discussion
Due to the fact that the molecules of sesquiterpene lactones of arglabin 1 and grosheimin 2 have a highly-reactive
electrophilic center, exomethylene group in lactone cycle that is sensitive to the attack of nucleophiles, the amination
reaction with a secondary alicyclic amine, alkaloid cytisine 3 possessing a high pharmacological activity, was carried out.
As the result, new bimolecular derivatives 4, 5 on the basis of arglabin and grosheimin with good yields were obtained.
The structure of the molecules of new obtained compounds 4, 5 was determined on the basis of physicochemical
constants and spectral data. The stereochemistry of the crystalline structure 5 was studied by X-ray method (see figure
1).
OH
O
N
O
N
During the study of biological activity of obtained compounds it was revealed that the compound 4 has cytotoxic
activity against larvae of the marine crustacean Artemia salina (Leach) and weak antibacterial activity against grampositive strain of Staphylococcus aureus, and also shows toxicity on different types of cell cultures (lamb kidneys, vero
cells, lamb testicles). And the compound 5 shows moderately expressed antimicrobial activity against gram-positive
strains of Staphylococcus aureus and Bacillus subtilis, and shows weak anti-inflammatory effects on a model of acute
exudative reaction.
276
JSC International research and production holding Phytochemistry, Republic of Kazakhstan, Karaganda,
[email protected]
Introduction
The genus wormwood (Artemisia L.) prevails in all geographical and ecological zones and includes over 500 species.
From 82 species of wormwood growing on the territory of the Republic of Kazakhstan, there are some valuable
essential oil plants. In terms of searching for potential sources of biologically active compounds we studied the chemical
composition of essential oils and their biological activity of 14 species of the genus Artemisia in the last three years.
Materials and methods
Hydrodistillation, supercritical carbon dioxide and microwave extraction, gas-liquid chromatography-mass
spectrometry
Results and discussion
The chemical composition of essential oils isolated from aerial parts of 14 species of Artemisia from Kazakhstan
Artemisia abrotanum L., Artemisia aralensis Krasch., Artemisia arenaria DC, Artemisia ferganensis Krasch. ex. Poljak.,
Artemisia halophila Krasch., Artemisia heptopotamica Poljakov., Artemisia elleri Krasch., Artemisia marschalliana
Spreng., Artemisia nitrosa Weber., Artemisia saissanica (Krasch.) Poljak ex Filat., Artemisia serotina Bunge, Artemisia
terrae-albae Krasch., Artemisia turanica Krasch., Artemisia valida Krasch. et Poljak., was investigated by chromatographymass spectrometry.
A total of 140 components were identified accounting for 71.098.8% of the oil composition. High contents of
1,8-cineole (21.842.6%) were found in Artemisia turanica Krasch. and Artemisia terrae-albae Krasch. ils. High contents
of camphor (15.937.3%) were found in Artemisia ferganensis Krasch. ex. Poljak., Artemisia heptopotamica Poljakov,
Artemisia saissanica (Krasch.) Poljak ex Filat., Artemisia terrae-albae Krasch., Artemisia turanica Krasch., Artemisia valida
Krasch. et Poljak. oils. The contents of -thujone (18.1 90.2%) were found in Artemisia ferganensis Krasch. ex. Poljak.,
Artemisia abrotanum L.
The oil of Artemisia serotina Bunge was also characterized by a high content of oxygenated sesquiterpenes with a
5-ethenyltetrahydro-5-methyl-2-furanyl moiety, of which davanone (48.76%) was the main component identified.
Artemisia halophila Krasch yielded an oil rich in -mircene (10.7%) and 3-carene (19.0%). Artemisia aralensis Krasch
oil was characterized by high amounts of trans--bisabolene (40.4%) Artemisia elleri Krasch. oil was characterized by
high amounts of (Z)- -ocimene (15.2%) and -humulene (15.8%).
Conclusion
Furthermore biological screening of obtained essential oils, basic components and its derivatives was conducted
in regard of antibacterial, anti-inflammatory, phagocytosis stimulating, analgesic, antiviral, cytotoxic activity. It was
established that studied essential oils and its components have certain biological activity. Artemisia oils had inhibitory
effects on the growth of bacteria (Escherichia coli, Staphylococcus aureus, and Staphylococcus epidermidis), yeast
(Candida albicans), dermatophytes (Trichophyton rubrum, Microsporum canis) and Aspergillus niger.
277
ADDENDUM
Instituto de Cincias Biomdicas Abel Salazar and CIIMAR, Universidade do Porto, Rua de Jorge Viterbo Ferreira 228, 4050-313
Porto, Portugal; E-mail: [email protected]
Higher fungi have been used not only as an alternative medicine remedy to promote health and longevity for people
in many parts of the world since ancient times [1] but also as sources of antibiotics, immunosuppressive and antilipidemic
drugs in modern medicine [2]. Nowadays there is an increasing public interest in the secondary metabolites of higher
fungi for discovering new drugs or lead compounds. Besides traditional terrestrial fungi, scientists are now paying more
attention to marine-derived fungi as sources of interesting bioactive compounds for pharmaceutical, neutraceutical
and agricultural applications. So far, more than one thousand unique molecular structures have been discovered from
marine-derived fungi. Several reviews on marine fungi have shown that a variety of secondary metabolites isolated
from marine-derived fungi had not been found in terrestrial fungi, and these metabolites possibly act as a chemical
defense, enabling marine-derived fungi to survive competition with native microorganisms. Thus, marine-derived fungi,
which successfully fostered their armamentarium against bacterial competitors for millions of years, can be considered
as a potential source of antibiotics [3]. One of the interesting fungal genera is Neosartorya which produces a variety of
bioactive secondary metabolites. For these reasons we have investigated the secondary metabolites from the cultures
of several species of the soil and marine-derived fungi of this genus in order to compare their chemical profiles as well
as to evaluate their biological activities. Now we report the results of our chemical investigation of the culture of the
soil-derived N. glabra, N. pseudofischeri [4], N. siamensis [5], N. fischeri, and the marine-derived N. paulistensis, N.
laciniosa and N. tsunodae [6], well as the in vitro antitumor activity on human tumor cell lines, and the antibacterial
and antibiofilm activities against the multi-drug resistant strains of the secondary metabolites isolated from these fungi.
ACKNOWLEDGEMENTS
This work was partially supported by the Project MARBIOTECH (reference NORTE-07-0124-FEDER-000047) within
the SR&TD Integrated Program MARVALOR - Building research and innovation capacity for improved management and
valorization of marine resources, supported by the Programa Operacional Regional do Norte (ON.2 O Novo Norte).
REFERENCES
1. Zhong JJ, Xiao JH. Adv Biochem Eng Biotechnol 2003; 113: 79-150.
2. Aly AH, Debbab A, Proksch P. Fungal Diversity 2001; 50: 3-19.
3. Fenical W, Jensen PR. Marine microorganisms: a new biomedical resource. In Marine Biotechnology; Attaway, D. H.; Zaborsky,
O. R.; Eds.; Plenum Press, New York, 1993, Vol 1, pp 2419-2457.
4. Eamvijarn A, Kijjoa A, Bruyre C, Mathieu V, Manoch L, Lefranc F, Silva A, Kiss R, Herz W. Planta Medica 2012, 78: 1767-1776.
5. Buttachon S, Chandrapatya A, Manoch L, Silva A, Gales L, Bruyre C, Kiss R, Kijjoa A. Tetrahedron 2012, 68: 3253-3262.
6. Eamvijarn A, Gomes NM, Dethoup T, Buaraung J, Manoch L, Silva A, Pedro M, Marini I, Roussis V, Kijjoa A. Tetrahedron 2013,
69: 8583-8591.
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AUTHOR INDEX
Abbaskhan T. . . . . . . . . . . . . . . . 205,207,209
Abdellaoui K. . . . . . . . . . . . . . . . . . . . . . . 181
Boulanouar A. . . . . . . . . . . . . . . . . . . . . . 269
Abdukhomidova F. . . . . . . . . . . . . . . . . . 152
Bounar R. . . . . . . . . . . . . . . . . . . . . . . . . . 103
Bulut F. . . . . . . . . . . . . . . . . 217,218,219,220
Cathrine L. . . . . . . . . . . . . . . . . . . . . . . . . 257
Celik A. . . . . . . . . . . . . . . . . . . . . . . . . . . . 172
Abdullaeva R.Kh. . . . . . . . . . . . . . . . . . . . . 83
Atl . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 266
Chavasiri W. . . . . . . . . . . . . . . . . . . 98,99,186
Chelghoum M.. . . . . . . . . . . . . . . . . . . . . . 94
Ayibieke A.. . . . . . . . . . . . . . . . . . . . . . . . . 87
Chen Q . . . . . . . . . . . . . . . . . . . . . . . . . . . 240
Abeuova S.B. . . . . . . . . . . . . . . . . . . . . . . . 78
Ablajan T. . . . . . . . . . . . . . . . . . . . . . . . . . 225
Chenafa A. . . . . . . . . . . . . . . . . . . . . . . . . . 94
Chun W. . . . . . . . . . . . . . . . . . . . . . . . . . . 161
elik M.. . . . . . . . . . . . . . . . . . . . . . . . . . . . 97
Azimova N.A. . . . . . . . . . . . . . . . . . . . . . . . 82
Abudurexiti A. . . . . . . . . . . . . . . . . . . . . . 252
Abudureyimu M. . . . . . . . . . . . . . . . . . . . 222
Abula A. . . . . . . . . . . . . . . . . . . . . . . . . . . 260
Acheuk F. . . . . . . . . . . . . . . . . . . . 74,181,253
Bachtiar A. . . . . . . . . . . . . . . . . . . . . . . . . 119
Adaramoye O. . . . . . . . . . . . . . . . . . . . . . 183
Baser K.H.C..4,16,22,23,59,83,90,91,92,93,96,97,104,147
Demirci B..16,73,80,97,154,177,221,238,246,250,251,262,272
Adegun A. A. . . . . . . . . . . . . . . . . . . . . . . 148
Baysal M. . . . . . . . . . . . . . . . . . . . . . . . . . 272
Demirci F. . . . . . . . . . . . . . . . 59,250,266,272
Bazylak G.. . . . . . . . . . . . . . . . . . . . . . . . . . 72
Demirtas I. . . . . . . . . . 101,217,218,219,220
Adesegun, S. A. . . . . . . . . . . . . . . . . . . . . 148
Denisenko V.A.. . . . . . . . . . . . . . . . . . . . . . 81
De-Qiang D. . . . . . . . . . . . . . . . . . . . . . 42,105
Bekri M. . . . . . . . . . . . . . . . . . . . . . . . 162,226
Belkassam A. . . . . . . . . . . . . . . . . . . . . . . 103
Djouahra-Fahem D.. . . . . . . . . . . . . . . . . . 74
Aibai S. . . . . . . . . . . . . . . . . . . . . . . . . 188,260
Aini M. . . . . . . . . . . . . . . . . . . . . . . . . . . . 228
Benayache S. . . . . . . . . . . . 100,102,185,273
Benaziza D. . . . . . . . . . . . . . . . . . . . . . . . 253
Ali Z. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 206
Edirs S. . . . . . . . . . . . . . . . . . . . . . . . . . . . 225
Ameddah S. . . . . . . . . . . . . . . . . . . . . . . . 185
Bensisaid H. . . . . . . . . . . . . . . . . . . . . . . . 261
Amel M. . . . . . . . . . . . . . . . . . . . . . . . . . . 108
Elgoutni D. . . . . . . . . . . . . . . . . . . . . . . . . . 94
Elmuradov B.Zh.. . . . . . . . . . . 10,18,125,132
Bielinska I.. . . . . . . . . . . . . . . . . . . . . . . . . . 72
Ergasheva M.J.. . . . . . . . . . . . . . . . . . . . . . 82
280
Fazouane F.. . . . . . . . . . . . . . . . . . . . . . . . . 74
Klochkov V.V.. . . . . . . . . . . . . . . . . . . . . . . . 79
Fu Y.. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 85
Kotukhov Y.. . . . . . . . . . . . . . . . . . . . . . . . . 90
Jiang-yang G. . . . . . . . . . . . . . . . . . . . . . . 222
Galstyan A.S.. . . . . . . . . . . . . . . . . . . . . . . . 79
Kubmarawa D. . . . . . . . . . . . . . . . . . . . . . . 76
Gao J. . . . . . . . . . . . . . . . . . . . . . . . . . . . . 240
Kaci K.A. . . . . . . . . . . . . . . . . . . . . . . . . . . . 74
Gao Y. . . . . . . . . . . . . . . . . . . . . . . . . . . . . 255
Kamel M. . . . . . . . . . . . . . . . . . . . . . . . . . 101
Go A.. . . . . . . . . . . . . . . . . . . . . . . . . . . . . 275
Kushnarenko S. . . . . . . . . . . . . . . . . . . . . . 90
Kara I. . . . . . . . . . . . . . . . . . . . . . . . . . . . . 104
Kustova T.. . . . . . . . . . . . . . . . . . . . . . . . . . 89
Kk S. . . . . . . . . . . . . . . . . . . . . . . . . . . . 80
Karasholakova L.. . . . . . . . . . . . . . . . . . . . . 90
Karimov R.K.. . . . . . . . . . . . . . . . . . . . . . . . 62
Karpenyuk T.. . . . . . . . . . . . . . . . . . . . . . . . 89
Gnbatan T. . . . . . . . . . . . . . . . . . . . . . . . 246
Lardjam A. . . . . . . . . . . . . . . . . . . . . . . . . 267
Kaya A. . . . . . . . . . . . . . . . . . . . . . . . . . . . 251
Leshchenko E.V. . . . . . . . . . . . . . . . . . . . . . 81
Hafdi S.. . . . . . . . . . . . . . . . . . . . . . . . . . . . 94
Hairani R. . . . . . . . . . . . . . . . . . . . . . . . . . 186
Li G.. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 271
Halilolu Y. . . . . . . . . . . . . . . . . . . . . . . . . . 96
Li X.. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 239
Li Y. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 231
Han C.. . . . . . . . . . . . . . . . . . . . . . . . . . . . . 85
Liu Y. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 225
Lodochnikova O.A.. . . . . . . . . . . . . . . . . . . 79
Lynda G. . . . . . . . . . . . . . . . . . . . . . . . . . . 243
Ma H. . . . . . . . . . . . . . . . . . . . . . . . . . . . . 234
Khitri W. . . . . . . . . . . . . . . . . . . . . . . . . . . 267
Ma L.. . . . . . . . . . . . . . . . . . . . . . . . . . . . . 239
Huang Y. . . . . . . . . . . . . . . . . . . . . . . . . . . 239
Kl C.S.. . . . . . . . . . . . . . . . . . . . . . . . . . . 250
Magiatis P. . . . . . . . . . . . . . . . . . . . . . . . . 155
Mahfouf N.. . . . . . . . . . . . . . . . . . . . . . . . 215
Ibtissem B. . . . . . . . . . . . . . . . . . . . . . . . . 101
Mahkamov H.M. . . . . . . . . . . . . . . . . . . . . 43
Kidah M. I. . . . . . . . . . . . . . . . . . . . . . . . . . 76
281
Malik A.. . . . . . . . . . . . . . . . . . . . . . . . . . . . 87
Malyer H. . . . . . . . . . . . . . . . . . . . . . . . . . 147
Sarri D. . . . . . . . . . . . . . . . . . . . . . . . . . . . 185
Omarova A.T. . . . . . . . . . . . . . . . . . . . . . . . 78
Mann A. . . . . . . . . . . . . . . . . . . . . . . . 178,179
Shagal M.H. . . . . . . . . . . . . . . . . . . . . . . . . 76
Mansur S. . . . . . . . . . . . . . . . . . . 227,237,255
Ouibrahim A. . . . . . . . . . . . . . . . . . . . 108,215
Marczak L.. . . . . . . . . . . . . . . . . . . . . . . . . . 72
Masoodi M. . . . . . . . . . . . . . . . . . . . . . . . 206
zen .. . . . . . . . . . . . . . . . . . . . . . . . . . 266
ztrk G.. . . . . . . . . . . . . . . . . . . . . . . . . . . 97
ztrk N. . . . . . . . . . . . . . . . . . . . . . . . . . 245
Menad A. . . . . . . . . . . . . . . . . . . . . . . . . . 185
Soltani-Mazouni N. . . . . . . . . . . . . . . . . . 254
Merkhatuly N. . . . . . . . . . . . . . . . . . . . . . . 78
Song X. . . . . . . . . . . . . . . . . . . . . . . . . . . 85,86
Mikhailov S. . . . . . . . . . . . . . . . . . . . . . . . 205
Pislyagin E.A. . . . . . . . . . . . . . . . . . . . . . . . 81
Startseva V.A. . . . . . . . . . . . . . . . . . . . . . . 79
Mohamadi S. . . . . . . . . . . . . . . . . . . . . . . 273
Mohamed D. . . . . . . . . . . . . . . . . . . . . . . 265
Mohammed B. . . . . . . . . . . . . . . . . . 243,257
Susilawati Y. . . . . . . . . . . . . . . . . . . . . . . . 119
Movsumov I.S.. . . . . . . . . . . . . . . . . . . . . . 75
Ran X. . . . . . . . . . . . . . . . . . . . . . . . . . . 42,105
en A.. . . . . . . . . . . . . . . . . . . . . . . . . . 22,224
Tadeja A.. . . . . . . . . . . . . . . . . . . . . . . . . . . 72
Rebbas K. . . . . . . . . . . . . . . . . . . . . . . 102,103
Tamsampaoloet K.. . . . . . . . . . . . . . . . . . . 99
Renda G. . . . . . . . . . . . . . . . . . . . . . . . . . 249
Mukhamedov I. . . . . . . . . . . . . . . . . . . . . 207
Ross S.. . . . . . . . . . . . . . . . . . . . . . . . . . . . . 89
Tan S.B.. . . . . . . . . . . . . . . . . . . . . . . . . . . . 22
Tarfaya B. . . . . . . . . . . . . . . . . . . . . . . . . . 269
Musin R.Z.. . . . . . . . . . . . . . . . . . . . . . . . . . 79
Sadikov T. . . . . . . . . . . . . . . 157,158,159,160
Tashkhodzhaev B. . 64,121,122,139,167,189
Tazir A. . . . . . . . . . . . . . . . . . . . . . . . . . . . 254
Sagdiev N.J.. . . . . . . . . . . . . . . . . . . . . . . . . 88
Tekin M. . . . . . . . . . . . . . . . . . . . . . . . . . 83,96
Nebieridze V. . . . . . . . . . . . . . . . . . . . . . . 187
Sagdullaev Sh.Sh.. . . . . . . . . . . . . . . . . . . . . .
erenteva ... . . . . . . . . . . . . . . . . . . . . . 15
2,23,24,26,52,62,91,92,135,136,138,143,145,157,158,159,160,263
282
Zemmour L. . . . . . . . . . . . . . . . . . . . . . . . 267
Turgunov Ye.T.. . . . . . . . . . . . . . . . . . . . . . . 78
Zhang C. . . . . . . . . . . . . . . . . . . . . . . . . . . 244
Zhao B. . . . . . . . . . . . . . . . . . . . . . . . . 235,236
Zheng C. . . . . . . . . . . . . . . . . . . . . . . . . . . . 84
Usman A. . . . . . . . . . . . . . . . . . . . . . . . . . 148
Zhou J.. . . . . . . . . . . . . . . . . . . . . . . . . . . . . 87
Utegenova G.. . . . . . . . . . . . . . . . . . . . . . . 90
Zhou Q.. . . . . . . . . . . . . . . . . . . . . . . . . . . . 86
Zhou X.. . . . . . . . . . . . . . . . . . . . . . . . . . . . 84
283