alkaloidsin-foods
alkaloidsin-foods
alkaloidsin-foods
ISSN: 2249-9504
ALKALOIDS IN FOODS
Ranjitha D1* and K. Sudha2
1Food Processing Technology, Annamalai University, Chidambaram, Tamil Nadu, India.
2College of Food and Dairy Technology, Chennai-52, Tamil Nadu, India.
ABSTRACT
Food is one of the three basic requirements of mankind. It contains moisture, proteins, fat, Fibre,
carbohydrate, ash (Vitamins & Minerals), photochemical and etc. Food is the source of nutrients
and provides the energy required for all activities eg. growth, repaired of the damaged tissues,
reproduction and sustenance. Likewise food also contains alkaloids mainly plant type foods like
tea, coffee, cocoa and honey etc. They also act medicine for humans. Alkaloids constitute a very
large group of natural nitrogen containing compounds with diverse effects on the human organism.
A large variety of plant-produced alkaloids has strong pharmacological effects, and is used as
toxins, stimulants, pharmaceuticals or recreational drugs, including caffeine, atropine and cocaine.
This paper explains the alkaloids types, three classes of alkaloids and their occurrence, uses and
effects when taking higher doses.
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disappearance. A common but untrue belief is Chocolate derived from cocoa contains a small
that the smoking of cocaine chemically breaks amount of caffeine. Caffeine is the most common
down tooth enamel and causes tooth decay. purine alkaloid, but in a few plant species
including cacao and unique Chinese tea plants,
Addiction the main purine alkaloid is theobromine or
Cocaine dependence (or addiction) is physical methyluric acid (Ashihara and Suzuki, 2004).
and psychologicaldependency on the regular use Tea is another common source of caffeine. Tea
of cocaine. It can result inphysiological damage, leaves contain 2-5% caffeine (Takeda,
lethargy, psychosis, depression, or apotentially 1994;Ashihara et al., 1995). Although tea
fatal overdose. contains more caffeine than coffee, a typical
serving contains much less, as tea is normally
3. Purine Alkaloids brewed much weaker. Besides strength of the
Purine alkaloids are secondary metabolites brew, growing conditions, processing
derived from purine nucleotides (Zulak et al., techniques and other variables also affect
2006) that have been found in nearly 100 caffeine content (H. Ashihara et al., 2008).
species in 13 orders of plant kingdom (Ashihara Caffeine is added to soft drink as flavouring
and Crozier, 1999a). agent (Drewnowski, 2001). Caffeine is also a
common ingredient of soft drinks such as cola,
3.1 Caffeine originally prepared from kola nuts. Soft drinks
It is a bitter, white crystalline xanthine alkaloid typically contain about 10 to 50 milligrams of
that is a psychoactive stimulant drug. Caffeine caffeine per serving. In recent years various
was discovered by a German chemist, Friedrich manufacturers have begun putting caffeine into
Ferdinand Runge, in 1819. He coined the term shower products such as shampoo and soap,
kaffein, a chemical compound in coffee, which in claiming that caffeine can be absorbed through
English became caffeine. Caffeine is also part of the skin.
the chemical mixtures and insoluble complexes
guaraninefound in guarana, mateinefound in 3.1.2 Uses
mate, and theinefound in non - herbal tea; all of Caffeine is metabolized in the liver into three
which contain additional alkaloids such as the primary metabolites: paraxanthine (84 %),
cardiac stimulants theophylline and theobromine (12 %), and theophylline (4 %).
theobromine, and often other chemicals such as Paraxanthine: Has the effect of increasing
polyphenols which can form insoluble lipolysis, leading to elevated glycerol and free
complexes with caffeine. fatty acid levels in the blood plasma.
Theobromine: Dilates blood vessels and
3.1.1 Occurrence increases urine volume. Theobromine is also the
Caffeine is found in many plant species, where it principal alkaloid in cocoa, and therefore
acts as a naturalpesticide, with high caffeine chocolate.
levels being reported in seedlings thatare still Theophylline: Relaxes smooth muscles of the
developing foliages, but are lacking mechanical bronchi, and is used to treat asthma. The
protection;caffeine paralyzes and kills certain therapeutic dose of theophylline, however, is
insects feeding upon the plant.High caffeine many times greater than the levels attained
levels have also been found in the surrounding from caffeine metabolism (Hiroshi Ashihara et
soil ofcoffee bean seedlings. Purine nucleotides al., 1997).
are synthesized by de novo and salvage The precise amount of caffeine necessary to
pathways (Ashihara and Crozier, 1999a; Stasolla produce effects varies from person to person
et al., 2003; Zrenner et al., 2006). depending on body size and degree of tolerance
Caffeine is found in varying quantities in the to caffeine. It takes less than an hour for caffeine
beans, leaves, and fruit of some plants, where it to begin affecting the body and a mild dose
acts as a natural pesticide that paralyzes and wears off in three to four hours. Consumption of
kills certain insects feeding on the plants. Other caffeine does not eliminate the need for sleep
sources include yerba mate, guarana berries, (Hicks et al., 1983; Smith, 2002); it only
and the Yaupon Holly. temporarily reduces the sensation of being tired
The most commonly known sources of caffeine throughout the day. In general, 25 to 50
are coffee, cocoa beans, kola nuts and tea leaves. milligrams of caffeine is sufficient for most
(Barone and Roberts, 1996; Frary et al., people to report increased alertness and arousal
2005).Coffee plants contain two different kinds as well as subjectively lower levels of fatigue
of alkaloid delivered from nucleotides. One type (Rogers et al., 1989; Johnsonet al., 1990, 1991;
is purine alkaloids, such as caffeine and Nicholson et al., 1990; Zwyghuizen-Doorenbos
theobromine (Hiroshi Ashihara, 2006). et al.,1990).
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With these effects, caffeine is an ergogenic, on the cell that activate cAMP production).
increasing a person's capability for mental or cAMP acts as a " second messenger ," and
physical labour. Caffeine citrate has proven to be activates a large number of protein kinase A.
of short and long term benefit in treating the
breathing disorders of apnea of prematurity and Effects on children
bronchopulmonary dysplasia in premature It is a common myth that caffeine causes stunted
infants. growth inchildren. However, scientific studies
have contradicted that belief. Children
3.1.3 Overuse and Effects experience the same effects from caffeine as
In large amounts, and especially over extended adults. Energy drinks, most of which containing
periods of time, caffeine can lead to a condition high amounts of caffeine, have been banned in
known as caffeinism. Caffeinism usually many schools throughout the world.
combines caffeine dependency with a wide
range of unpleasant physical and mental Caffeine intake during pregnancy
conditions including nervousness, irritability, Despite its widespread use and the conventional
anxiety, tremulousness, and muscle twitching view that it is asafe substance, a 2008 study
(hyperreflexia), insomnia, headaches, suggested that pregnant women whoconsume
respiratory alkalosis, and heart palpitations 200 milligrams or more of caffeine per day have
(Nawrot, P et al., 2003). about twicethe miscarriage risk as women who
consume none (David Schardt, 2008). However,
Caffeine intoxication another2008 study found no correlation
An acute overdose of caffeine, usually in excess between miscarriage and caffeineconsumption.
of about 300milligrams, dependent on body
weight and level of caffeine tolerance,can result 4. Pyrolizidine alkaloids
in a state of central nervous system over- Pyrolizidine alkaloids are secondary metabolites
stimulation calledcaffeine intoxication or that are produced by certain plants. Some plant
"caffeine jitters". The symptoms of caffeine species produce these substances in order to
intoxication are not unlike overdoses of other ward off herbivores (Christina Kastl, 2013).
stimulants. It may include restlessness, There are more than 660 different pyrolizidine
nervousness, and excitement, insomnia, flushing alkaloids which are found in over 6,000 plant
of the face, increased urination, gastrointestinal species (P. P. Fu et al., 2010) that correspond
disturbance, muscle twitching, a rambling flow approximately to 3% of the world’s flowering
of thought and speech, irritability, irregular or plants and represent a convergent trait in the
rapid heartbeat, and psychomotor agitation. In plant kingdom (Langel, D et al., 2011).
cases of extreme overdose, death can result. PAs are largely on account of their biological
activities, which include acute hepatotoxic
Anxiety and sleep disorders (Mattocks, 1986; Schoental,R,1968), mutagenic
Two infrequently diagnosed caffeine-induced (Hirono et al., 1979), carcinogenic (Hirono et al.,
disorders that are recognized by the American 1978), teratogenic (Green and Christie, 1961),
Psychological Association (APA) are caffeine- anticancer properties (Kovach et al., 1979) and
induced sleep disorder and caffeine-induced neuroactive properties (Schmeller et al., 1997).
anxiety disorder, which can result from long- Plants and some insects which sequester PAs
term excessive caffeine intake above 300mg from their food plants constitute the only
(Lieberman, 1992). natural source of this group of alkaloids that
cause toxic reactions in man and animals
Effects on memory and learning (KaleabAsres et al., 2004). The pyrrolizidine
An array of studies found that caffeine could alkaloid-containing plants are mostly members
have nootropic effects, inducing certain changes of the composite plants (asteraceae), forget-me-
in memory and learning. However, the tests not or borage families (boraginaceae) as well as
performed contradict one another and the the legume family (fabaceae). Amongst plants
results have proven inconsistent and containing pyrrolizidine alkaloids native in
inconclusive. Germany tansy ragwort, common groundsel and
viper’s bugloss were found as examples.
Effects on the heart Chemically speaking, pyrrolizidine alkaloids are
Caffeine binds to receptors on the surface of esters composed of 1-
heart muscle cellswhich leads to an increase in hydroxymethylpyrrolizidin (necine base) and
the level of cAMP inside the cells (by blocking aliphatic mono or dicarbon acids (necine acids)
the enzyme that degrades cAMP), mimicking the (BfR FAQ, 2014).
effects of epinephrine (which binds to receptors
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called veno-occlusive disease (VOD) which can alkaloid has well for health. But some alkaloid
be seen as a characteristic histological sign for has only risk for health. E.g. cocaine has high
PA poisoning (Peterson JE, 1983; Huxtable RJ, effective for human health and it can lead breaks
1989). down tooth enamel and causes tooth decay.
Chronic effects: The typical toxic effects of PA Caffeine consumed high level leading to cancer
affect the liver and in some case the lungs. and miscarriage for pregnant women’s. In all
Animal experiments have demonstrated that countries have Food and Drug Adulteration Act.
certain pyrrolizidine alkaloids are genotoxic They have limitations for alkaloid to safe
carcinogens (Helmut Wiedenfeld, 2011). consume food. Alkaloids are naturally occurring
The classical symptoms and signs of human PA chemical compounds in foods. So they are not
toxicosis are abdominal pain and rapidly prevented. They are consuming with limitations.
developing ascites. Lassitude, anorexia, nausea,
vomiting, diarrhoea, oedema, emaciation, REFERENCES
hepatomegaly, splenomegaly and mild jaundice 1. AlirezaIranbakhsh, Mohammad Ali
also occur (Australia New Zealand Food Oshaghi and Ahmad Majd. Distribution
Authority, 2001). of Atropine and Scopolamine in
In high dosage, pyrrolizidine alkaloids (PA) can Different Organs and Stages of
lead to fatal liver failure. The clinical picture of Development in DaturaStramonium L.
PA poisoning in animals is known as Seneciosis (Solanaceae). Structure and
and is usually caused by groundsel found in Ultrastructure of Biosynthesizing Cells –
grazing lands. For example, beef cattle that have Botanica. 2006;48(1): 13–18.
eaten Alpine ragwort with hey and silage show 2. Ashihara H and Suzuki T. Distribution
increased rates of liver cirrhosis. Cases of and biosynthesis of caffeine in plants.
intoxication after uptake of high doses of PA Front. Biosci. 2004; 9:1864-1876.
have also been reported for humans. 3. Artur Adamczak, Bogna Opala,
Due to the ingestion of PA, she suffered serious Agnieszka Gryszczynska and Waldemar
hepatic dysfunction. Similarly, people in Buchwald. Content of pyrrolizidine
Pakistan, India and Afghanistan fall ill after they alkaloids in the leaves of coltsfoot
had eaten wheat contaminated with seeds from (Tussilagofarfara L) in Poland.
Heliotropium or Crotalaria species. In Jamaica, 2013;82(4):289–293 DOI:
cases of poisoning have occurred through so- 10.5586/asbp.2013.028.
called bush teas containing parts of the 4. Anon. Pyrrolizidine Alkaloids,
Crotalaria and ragwort plant. Environmental Health Criteria No. 80.
In order to minimise the potential health risk for WHO Geneva. 1988;275 – 337.
people consuming honey as well as herbal and 5. Assem El-Shazly and Michael Wink.
other teas in high quantities and especially for Diversity of Pyrrolizidine Alkaloids in
children, pregnant and breastfeeding women, the Boraginaceae Structures,
efforts should be made to reduce the PA Distribution and Biological Properties.
contents of contaminated foods. This includes 2014; Diversity 6, 188-282; doi:
sufficient controls of batches of herbal teas and 10.3390/d6020188.
other types of tea prior to marketing. In 6. Austin DF. Water spinach (Ipomoea
addition, food business operators should aquatica, Convolvulaceae): a food gone
conduct research on the cause of high PA wild. Ethnobotany Research and
contents. For example, a judicious selection of Applications. 2007;5:123-146.
raw honeys which are used for the manufacture 7. Ashihara H and Crozier A. Biosynthesis
of mixed finished products can contribute to a and catabolism of caffeine in low-
reduction of PA contents in ready-to-eat honeys. caffeine-containing species of Coffea. J
Taken great care when cultivating and Agric Food Chem. 1999a;47:3425-3431.
harvesting lettuces, vegetables and herbs can 8. Ashihara H, Shimizu H, Takeda Y, Suzuki
also enhance food safety (BfR FAQ, 2014). T, Gillies FM and Crozier A. Caffeine
metabolism in high and low caffeine
CONCLUSION containing cultivars of Camellia
This alkaloids having medicinal properties but sinensis. Z Naturforsch. 1995;50c:602-
they consume over dose they are leading to 607.
diseases like cancer, heart diseases and etc. It is 9. Borbala Boros, Agnes Farkas, Silvia
depend upon the types of alkaloids and their Jakabova, Ivett Bacskay, FerencKila and
level of presence. Alkaloids have six classes. Attila Felinger. LC-MS Quantitative
Each class have different alkaloids and they Determination of Atropine and
having different characteristic. Mostly some Scopolamine in the Floral Nectar of
902
IJPCBS 2015, 5(4), 896-906 Ranjitha et al. ISSN: 2249-9504
903
IJPCBS 2015, 5(4), 896-906 Ranjitha et al. ISSN: 2249-9504
function and genetic engineering. 48. Jones RT, Drummond GR and Chatham
Phytochemistry. 2008;69:841–856. RD. Heliotropiumeuropaeum poisoning
36. Hiroshi Ashihara. Metabolism of of pigs. Australian Veterinary Journal.
alkaloids in coffee plants -Braz. J Plant 1981;57:396.
Physiol. 2006;18(1):1-8. 49. Kovach JS, Moertel CG and Hahn RG. A
37. Hiroshi Ashihara, Fiona M Gillies and phase 1 study of indicine N-oxide. Proc
Alan Crozier. Metabolism of Caffeine Am Assoc Cancer Res. 1979;20:357–
and Related Purine Alkaloids in Leaves 362.
of Tea - Plant Cell Physiol. 50. Kaleab Asres, Frank Sporer and Michael
1997;38(4):413-419. Wink. Patterns of pyrrolizidine
38. Hicks RA, Hicks GJ, Reyes JR and Cheers alkaloids in 12 Ethiopian Crotalaria
Y. Daily caffeine use and the sleepof species. Biochemical Systematics and
college students. Bulletin of the Ecology. 2004;32:915–930.
Psychonomic Society. 1983;21:24–25. 51. Khalsa ME, Tashkin DP and Perrochet
39. Huxtable RJ. Human health implications B. Smoked cocaine: patterns of use and
of pyrrolizidine alkaloids and herbs pulmonary consequences. Journal of
containing them. In: Cheeke PR, ed. Psychoactive Drugs. 1992;24(3):265-
Toxicants of Plant Origin. 1989;1:42-86. 271.
40. Helmut Wiedenfeld. Toxicity of 52. Langel D Ober and Pelser PB.
Pyrrolizidine Alkaloids. A Serious Phytochem Rev. 2011;10:3-74.
Health Problem, MUSBED. 53. Lieberman HR. Caffeine. In: Smith AP
2011;1(2):79-87. and Jones DM. (Eds.), Handbook of
41. Hooper PT and Scanlan WA. Crotalaria Human Performance, vol. 2. Academic
retusa poisoning of pigs and poultry. Press, London. 1992;49–72.
Australian Veterinary Journal. 54. Mitra Mehrabani, Alireza Ghannadi,
1977;53:109-114. Ebrahim Sajjadi, Nasrolah Ghassemi
42. Hirono, I, Mori, H and Haga M. and Mohammadreza Shams-Ardakani.
Carcinogenic activity of Toxic Pyrrolizidine Alkaloids
Symphytumofficinale. J Natl Cancer Inst. OfEchiumAmoenumFisch & Mey.
1978;61:865–869. 2006;14(3). DARU.
43. Hirono I, Mori H, Haga M, Fujii M, 55. Mattocks AR. Chemistry and Toxicology
Yamada K, Takanashi H, Uchida E, of Pyrrolizidine Alkaloids. Academic
Hosaka S, Ueno I, Matsushima I, Press, London, New York. 1986.
Umezava K and Shirai A. Edible plants 56. Massal E and Barrau J. Food plants of
containing pyrrolizidine alkaloids in the South Sea Islands. South Pacific
Japan. In: Miller, B.C. (Ed.), Naturally Commission Technical Paper.
Occurring Carcinogens, Mutagens, and 1956;94:51..
Modulators of Carcinogenesis. 57. Mazen A El-Sakka. Phytochemistry (3)
University Park Press, Baltimore, MD, Alkaloids. Al Azhar University, Faculty
USA. 1979;79–87. of Pharmacy, Department of
44. http://chemweb.ucc.ie/courses/PF100 Pharmacognosy. 2010; Third edition.
1/CM3101%20Alkaloids%20I.pdf\ 58. NIDA Capsules. National Clearinghouse
45. International Programme on Chemical for Alcohol and Drug Information.
Safety (IPCS). Pyrrolizidine Alkaloids Rockville, Md. 1986.
Health and Safety Guide. Health and 59. Nicholson AN, Pascoe PA and Stone BM.
Safety Guide No. 26. Geneva: WHO, The sleep-wakefulness continuum:
1989. interactions with drugs which increase
46. Johnson LC, Freeman CR, Spinweber CL wakefulness and enhance alertness.
and Gomez SA. Subjective and objective International symposium: fatigue, sleep
measures of sleepiness: effect of deprivation, circadian rhythms and
benzodiazepine and caffeine on their their interactions with alcohol and
relationship. Psychophysiology. 1991; other drugs (1989, Santa Monica,
28:65–71. California). Alcohol, Drugs and Driving.
47. Johnson LC, Spinweber GL and Gomez 1990; 5:287–301.
SZ. Benzodiazepines and caffeine: effect 60. Orlando Munozaand John F Casale.
on daytime sleepiness, performance, Tropane Alkaloids from Latuapubiflora.
and mood. Psychopharmacology. 2003;58c:626-628.
1990;101:160–167. 61. Plowman T, Gyllenhaal LO and Lindgren
JE. Latuapubiflora magic plant from
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