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Anti-inflammatory salmachroman from the sea urchin Salmacis bicolor: a prospective duel inhibitor of cyclooxygenase-2 and 5-lipoxygenase

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Relation http://eprints.cmfri.org.in/15393/
https://www.tandfonline.com/doi/abs/10.1080/14786419.2020.1781115?journalCode=gnpl20
10.1080/14786419.2020.1781115
 
Title Anti-inflammatory salmachroman from the sea urchin
Salmacis bicolor: a prospective duel inhibitor of
cyclooxygenase-2 and 5-lipoxygenase
 
Creator Francis, Prima
Chakraborty, Kajal
 
Subject Bioactive compounds
Biochemical composition
Biochemistry
 
Description An isochroman derived polyketide, salmachroman characterized
as methyl 153
(11-(10-hydroxy-12-oxo-6-pent-63
-en-61
-yl)isochroman-10-yl)-13-oxotetrahydrofuran-15-yl was isolated from the
organic extract of the Echinodermata sea urchin Salmacis bicolor
(family Temnopleuridae) through chromatographic fractionation.
The structure of the compound was identified by detailed spectroscopic techniques. Salmachroman demonstrated significant
duel inhibition potential against pro-inflammatory enzymes, cyclooxygense-2 (IC50 1.29 mM) and 5-lipoxygenase (IC50 1.39 mM). The
compound exhibited significantly greater anti-inflammatory selectivity index (1.03) than that displayed by the anti-inflammatory
agent ibuprofen (0.43). The isochroman analogue exhibited
greater antioxidant activities against 2,2’-azino-bis(3-ethylbenzothiazoline-6-sulphonic acid) (IC50 1.19 mM) and 2,2-diphenyl-1-picrylhydrazyl (IC50 1.24 mM) than the standard antioxidative agent
a-tocopherol (IC50 > 1.50 mM). The binding properties of the
compound with the active site of cyclooxygense-2 and 5-lipoxygenase enzymes, combined with its higher electronic parameters
as attributed by the structure-activity relationship accounted for
its significant anti-inflammatory properties.
 
Publisher Taylor and Francis
 
Date 2020
 
Type Article
PeerReviewed
 
Format text
 
Language en
 
Identifier http://eprints.cmfri.org.in/15393/1/Natural%20product%20research_2020_Kajal%20Chakraborty.pdf
Francis, Prima and Chakraborty, Kajal (2020) Anti-inflammatory salmachroman from the sea urchin Salmacis bicolor: a prospective duel inhibitor of cyclooxygenase-2 and 5-lipoxygenase. Natural Product Research. pp. 1-10.