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Biogenic antioxidative and anti-inflammatory aryl polyketides from the venerid bivalve clam Paphia malabarica

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Relation http://eprints.cmfri.org.in/11874/
 
Title Biogenic antioxidative and anti-inflammatory aryl polyketides from the
venerid bivalve clam Paphia malabarica
 
Creator Joy, Minju
Chakraborty, Kajal
 
Subject Clam
Biochemical composition
 
Description Chemical investigation of ethyl acetate-methanol extract of the venerid bivalve clam Paphia malabarica
led to isolation of three unprecedented aryl polyketide derivatives, characterized as (E)-12-(17-ethyl-tet
rahydro-16-hydroxy-15-(methyl pentanoate)-14-oxo-2H-pyran-13-yl)-9-methyl-but-11-enyl benzoate
(1), isobutyl-13-(6-(benzoyloxy)-10-methylpentyl)-tetrahydro-13-methyl-2H-pyran-17-carboxylate (2)
and (13-(methoxycarbonyl)-11-((E)-18-ethylhexa-16,19-dienyl)-12-propyl-cyclohex-10-enyl)-methyl-3
-hydroxy benzoate (3). The structures of the polyketides were assigned by extensive spectroscopic experiments.
Compound 1 displayed comparatively greater 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical
quenching potential (50% inhibitory concentration, IC50 �0.59 mg/mL) than commercially available atocopherol
(IC50 0.63 mg/mL). Potential pro-inflammatory 5-lipoxygenase (5-LOX) inhibition potential
(IC50 0.76–0.92 mg/mL) of the polyketides in consonant with significantly greater anti-inflammatory
selectivity indices (anti-cyclooxygense-1IC50/anti-cyclooxygense-2IC50 > 1) than non-steroidal antiinflammatory
agent ibuprofen (0.44) described the safety profile of the title compounds. Putative biosynthetic
route by means of polyketide synthatase biocatalyzed pathways unambiguously established the
structural assignments of the previously undescribed polyketide analogues. The potential of hitherto
undescribed polyketides from P. malabarica as natural antioxidative and anti-inflammatory functional
food ingredients was demonstrated in the present study.
 
Publisher Elsevier
 
Date 2017
 
Type Article
PeerReviewed
 
Format text
 
Language en
 
Identifier http://eprints.cmfri.org.in/11874/1/Food%20Chemistry_2017_Kajal%20Chakraborty_Biogenic%20antioxidative%20and%20anti-inflammatory%20aryl%20polyketides%20from%20the%20venerid%20bivalve%20clam%20Paphia%20malabarica.pdf
Joy, Minju and Chakraborty, Kajal (2017) Biogenic antioxidative and anti-inflammatory aryl polyketides from the venerid bivalve clam Paphia malabarica. Food Chemistry, 237. pp. 169-180.