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Stomopnolides A-B from echinoidea sea urchin Stomopneustes variolaris: prospective natural anti-inflammatory leads attenuate pro-inflammatory 5-lipoxygenase

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Relation http://eprints.cmfri.org.in/15395/
https://www.tandfonline.com/doi/abs/10.1080/14786419.2019.1696332?journalCode=gnpl20
10.1080/14786419.2019.1696332
 
Title Stomopnolides A-B from echinoidea sea urchin
Stomopneustes variolaris: prospective natural
anti-inflammatory leads attenuate pro-inflammatory
5-lipoxygenase
 
Creator Francis, Prima
Chakraborty, Kajal
 
Subject Bioactive compounds
Biochemical composition
Biochemistry
 
Description Two fourteen-membered macrocyclic pyrone derivatives named
as stomopnolides were identified from the organic extract of
echinoidea sea urchin Stomopneustes variolaris by extensive
chromatographic purification, and were characterised as methyl
10-butyl-4a-methyl-2-oxo-octahydro-2H-cyclodeca[b]pyran-8-
carboxylate (stomopnolide A) and methyl 82

-(4a-methyl-10-(102
-
methylbutyl)-2-oxo-octahydro-2H-cyclodeca[b]pyran-8-yl)acetate
(stomopnolide B) by spectroscopic methods. The macrocyclic

pyrone derivative bearing pyran-8-carboxylate moiety (stomopno-
lide A) exhibited significantly greater antioxidant properties

against 2,2-diphenyl-1-picrylhydrazyl (IC50DPPH 1.43 mM) and
2,20
-azino-bis(3-ethylbenzothiazoline-6-sulphonic acid) (IC50ABTSþ
1.63 mM) free radicals than stomopnolide B (IC50 > 1.85 mM) and
the commercial standard a-tocopherol (IC50 1.51 mM).
Stomopnolide A exhibited potential attenuation property against
pro-inflammatory 5-lipoxygenase (IC50 2.78 mM) than those
exhibited by stomopnolide B (IC50 3.09 mM) and non-steroidal
anti-inflammatory drug, ibuprofen (IC50 4.50 mM, p < 0.05), which
signified the prospective anti-inflammatory activity of the former.
The greater electronic parameters of stomopnolide A, along with
greater number of hydrogen bonds and docking score obtained

from the molecular docking studies attributed its potential anti-
inflammatory activity.
 
Publisher Taylor and Francis
 
Date 2019
 
Type Article
PeerReviewed
 
Format text
 
Language en
 
Identifier http://eprints.cmfri.org.in/15395/1/Natural%20product%20research_2019_Kajal%20Chakraborty.pdf
Francis, Prima and Chakraborty, Kajal (2019) Stomopnolides A-B from echinoidea sea urchin Stomopneustes variolaris: prospective natural anti-inflammatory leads attenuate pro-inflammatory 5-lipoxygenase. Natural Product Research. pp. 1-13.