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Antimicrobial polyketide furanoterpenoids from seaweed-associated heterotrophic bacterium Bacillus subtilis MTCC 10403

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Relation http://eprints.cmfri.org.in/11992/
http://www.sciencedirect.com/science/article/pii/S0031942217302492
 
Title Antimicrobial polyketide furanoterpenoids from seaweed-associated
heterotrophic bacterium Bacillus subtilis MTCC 10403
 
Creator Chakraborty, Kajal
Thilakan, Bini
Raola, Vamshi Krishna
 
Subject Bioactive compound
Seaweed
 
Description Brown seaweed Anthophycus longifolius (Turner) Kützing (family Sargassaceae) associated heterotrophic
bacterium Bacillus subtilis MTCC 10403 was found to be a potent isolate with broad range of antibacterial
activity against important perceptive food pathogens Vibrio parahaemolyticus, V. vulnificus, and Aeromonas
hydrophila. This bacterium was positive for polyketide synthetase gene (KC589397), and therefore,
was selected to bioprospect specialized metabolites bearing polyketide backbone. Bioactivity-guided
chromatographic fractionation of the ethyl acetate extract of the seaweed-associated bacterium segregated
four homologous polyketide furanoterpenoids with potential antibacterial activities against clinically
important pathogens. The minimum inhibitory concentration (MIC) assay showed that the referral
antibiotics tetracycline and ampicillin were active at 25 mg/mL against the test pathogens, whereas the
previously undescribed (4E)-methyl 13-((16-(furan-2-yl) ethyl)-octahydro-7-hydroxy-4-((E)-23-
methylbut-21-enyl)-2H-chromen-6-yl)-4-methylpent-4-enoate (compound 1) and methyl 3-(hexahydro-
9-((E)-3-methylpent-1-enyl)-4H-furo[3,2-g]isochromen-6-yl) propanoate (compound 3) displayed
antibacterial activities against the test pathogens at a lesser concentration (MIC < 7 mg/mL). The title
compounds were characterized by comprehensive nuclear magnetic resonance and mass spectroscopic
experiments. Polyketide synthase catalyzed putative biosynthetic mechanism additionally corroborated
the structural ascriptions of the hitherto undescribed furanoterpenoids from seaweed-associated bacterial
symbiont. The electronic and hydrophobic parameters appeared to hold a conspicuous part in
directing the antibacterial properties of the compounds. Seaweed-associated B. subtilis MTCC 10403
demonstrated to represent a potential source of antimicrobial polyketides for pharmaceutical
applications.
 
Date 2017
 
Type Article
PeerReviewed
 
Format text
 
Language en
 
Identifier http://eprints.cmfri.org.in/11992/1/Kajal%20Chakraborty_2017_Phytochemistry_Antimicrobial%20polyketide%20furanoterpenoids%20from%20seaweed-associated%20heterotrophic%20bacterium.pdf
Chakraborty, Kajal and Thilakan, Bini and Raola, Vamshi Krishna (2017) Antimicrobial polyketide furanoterpenoids from seaweed-associated heterotrophic bacterium Bacillus subtilis MTCC 10403. Phytochemistry, 142. pp. 112-125.