Sarmentosamide Group4

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SARMENTOSAMIDE AN ANTI-AGING

COMPOUND FROM MARINE DERIVED


STREPTOMYCES SP. APMARINE042
GROUP 4 - BS BIOLOGY 4101

MAGDALES, EUGENIO
PANOTES, HAVEN ANTONY
TAPALES, LORENZ ALBERT
CASTILLO, KARLA CAMILLE
MACABIDANG, LIANNA MARIE
MARIN, GILLIAN
1. INTRODUCTION

2. EXTRACTION

3. ISOLATION
Table of Contents
4. STRUCTURE ELUCIDATION

5. CHARACTERIZATION

6. APPLICATION / USES
SARMENTOSAMIDE
WHAT IS THE BIOMOLECULE?

STREPTOMYCES SP. APMARINE042


NUCLEAR MAGNETIC RESONANCE (NMR) ANALYSES
SARMENTOSAMIDE
HEXADIENAMIDE MOIETY.

TWO RARE STRUCTURAL MOTIFS – THE 2Z,4E-UNSATURATED


ACYL CHAIN AND THE NITROGEN-CONTAINING RIGHT-HALF
PORTION
Compound from
Streptomyces sp. APmarine042

HIGH-PERFORMANCE LIQUID CHROMATOGRAPHY WITH


INCORPORATION OF ULTRAVIOLET SPECTROSCOPY (HPLC-
UV) AND BIOACTIVITY-GUIDED ISOLATION
STRUCTURE ELUCIDATION
SARMENTOSAMIDE CHEMICAL STRUCTURE

a. ELUCIDATION OF SARMENTOSAMIDE

SARMENTOSAMIDE IS PRODUCED UNDER THE SAME


CULTIVATION CONDITIONS WITH TWO KNOWN AND
STRUCTURALLY UNRELATED BIOACTIVE COMPOUNDS ---
SPECTINABILIN AND TRYPTOPHAN-DEHYDROBUTYRINE
DIKETOPIPERAZINE
STRUCTURE ELUCIDATION
SARMENTOSAMIDE CHEMICAL STRUCTURE

a. ELUCIDATION OF SARMENTOSAMIDE
THE PLANAR STRUCTURE OF SARMENTOSAMIDE WAS
ELUCIDATED AS N-(40 -CARBAMOYL-30 E-PENTEN-20 -
YL)HEXA-2Z,4E-DIENAMIDE
CHARACTERIZATION
CHEMICAL AND BIOLOGICAL ASSAY

a. CELL CULTURE AND VIABILITY ASSAY


NORMAL HUMAN DERMAL FIBROBLASTS-NEONATAL
(NHDFS) AND HUMAN FORESKIN FIBROBLAST CELL LINE
(HS68)
DULBECCO’S MODIFIED EAGLE’S MEDIUM (DMEM)
PRIMARY FIBROBLAST, SMOOTH MUSCLE AND NEURONS
PC-12 AND HELA
10% FETAL BOVINE SERUM (FBS)
100 U/ML POTASSIUM PENICILLIN
100 MG/ML STREPTOMYCIN SULFATE
37°C; HUMIDIFIED 5% CO INCUBATOR
CCK-8 REAGENT
CHARACTERIZATION
CHEMICAL AND BIOLOGICAL ASSAY

b. MMP-1 ELISA
(Enzyme-Linked Immunosorbent Assay)
SERUM-FREE DMEM MEDIA
18 HOURS
25 MJ/CM2 UVB
20 NG/ML OF TNFA
SARMENTOSAMIDE (2.5, 5, 10 UG/ML)
MMP-1 ELISA KIT
BCA PROTEIN
CHARACTERIZATION
CHEMICAL AND BIOLOGICAL ASSAY

c. Western Blot
ALIQUOTS OF THE CELL LYSTATES
MITOGEN-ACTIVATED PROTEIN KINASE (MAPK)
TRIS-BUFFERED SALINE (TBS)
5% BOVINE SERUM ALBUMIN (BSA)
0.1% TWEEN-20; 4°C
ROOM TEMPERATURE; 1 HOUR
PEROXIDASE-CONJUGATED SECONDARY ANTIBODIES
5% BSA
0.1% TWEEN-20
ENHANCE CHEMILUMINESCENCE (ECL) SUBSTRATE
CHEMILUMINESCENT SIGNALS
CHARACTERIZATION
CHEMICAL AND BIOLOGICAL ASSAY

d. DPPH Radical Scavenging Assay


2,2-DIPHENYL-1-PICRYLHYDRAZYL (DPPH)
100% ETHANOL-BASED DPPH SOLUTION
190 UL DPPH SOLUTION
10 UL OF THE VARIOUS DOSES OF SARMENTOSAMIDE
30 MINUTES; 37°C
ABSORBANCES: 517 NM
APPLICATION AND USES
SARMENTOSAMIDE

Anti-aging properties
SUPPRESSION OF MMP-1
REFERENCES
EUN-SON L. ET. AL (2020). SARMENTOSAMIDE, AN ANTI-
AGING COMPOUND FROM A MARINE-DERIVED
STREPTOMYCES SP. APMARINE042. RETRIEVED FROM
HTTPS://WWW.NCBI.NLM.NIH.GOV/PMC/ARTICLES/PMC75517
00/?FBCLID=IWAR0-
9P7YUCERXSYWFTKLOXKOXPEL8NL0K9XX2YTL_G9LG_UZUQ
8OFYNCBK4.
KITANI, S. ET. AL (2013). SARMENTOSAMIDE, A NOVEL
HEXADIENAMIDE FROM THAI SOIL ACTINOMYCETES.
RETRIEVED FROM HTTPS://SCI-
HUB.SE/10.1080/14786419.2012.671313?
FBCLID=IWAR2W2BGGFGTCYKL7AFGWELX0GZP1S4QA5IUVK
1RUQKNMT1ZMQASGIJGX_PK.
THANK YOU

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