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Unprecedented antioxidative and anti-inflammatory aryl polyketides from the brown seaweed Sargassum wightii

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Title Unprecedented antioxidative and anti-inflammatory aryl polyketides from
the brown seaweed Sargassum wightii
Not Available
 
Creator Chakraborty,Kajal
Anusree,M
 
Subject Brown seaweedSargassum wightiiAryl polyketide lactones4-(8-ethyl-tetrahydro-7-oxo-2H-pyran-5-yl)-propyl-4′-methylbenzoateMethyl-2-(12-oxo-7-phenyl-8-vinyl-1-oxa-4, 9-cyclododecadien-3-yl)-acetateAnti-inflammatory activity
 
Description Not Available
Previously undescribed aryl polyketide lactones, 4-(8-ethyl-tetrahydro-7-oxo-2H-pyran-5-yl)-propyl-4′-methylbenzoate
(compound 1) and methyl-2-(12-oxo-7-phenyl-8-vinyl-1-oxa-4,9-cyclododecadien-3-yl)-acetate (compound
2) were purified from ethyl acetate-methanol fraction of the brown seaweed Sargassum wightii. The
structures were proposed based on their NMR and mass spectrometric data. The antioxidative activities of the
lactones were significantly greater (P < 0.05) (IC50 1,1-diphenyl-2-picrylhydrazyl radical scavenging
0.24–0.32 mg/mL) than α-tocopherol (IC50 0.63 mg/mL). The title compounds displayed considerably greater 5-
lipoxygenase inhibitory activity (IC50 0.56 and 0.29 mg/mL, respectively) in conjunction with higher selectivity
indices (anti-cycloxygense-1IC50/anti-cycloxygense-2IC50> 1) compared to non-steroidal anti-inflammatory
drugs (SIaspirin 0.03, SIibuprofen 0.43). Putative biosynthetic pathway of title polyketide products through polyketide
synthase enzyme cascade catalyzed reactions substantiated the structural attributions of the hitherto
unreported aryl polyketides. This is the first report of the occurrence and characterization of two rare skeletal
types, oxo-2H-pyranyl and oxa-cyclododecadienyl macrolactone featuring the aryl substituent from marine organisms
with potential antioxidative and anti-inflammatory activities.
Not Available
 
Date 2021-09-17T09:00:26Z
2021-09-17T09:00:26Z
2017
 
Type Article
 
Identifier Not Available
0963-9969
http://krishi.icar.gov.in/jspui/handle/123456789/63991
 
Language English
 
Relation Not Available
 
Publisher Not Available