Cytotoxic oxylipins from a marine sponge Topsentia sp

Journal of Natural Products
Xuan LuoJee H Jung

Abstract

By a bioactivity-guided fractionation, seven new oxylipins, topsentolides A(1)-C(2) (1-7), were isolated from the MeOH extract of a marine sponge Topsentia sp. Detailed NMR and MS analyses established the planar structures of these structurally related oxylipins, which are proposed to be biosynthesized by lipoxygenation followed by cyclization of unsaturated fatty acids. Acetonide derivatives and MTPA esters were prepared to elucidate the stereochemistry of topsentolides B(1) (3), B(2) (4), and C(2) (7). All compounds were tested against a panel of five human solid tumor cell lines and displayed moderate cytotoxicity.

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Citations

Sep 26, 2009·Journal of Natural Products·Malcolm W B McCullochChris M Ireland
Feb 6, 2008·Natural Product Reports·John W BluntMichèle R Prinsep
Feb 4, 2016·Natural Product Reports·John W BluntMichèle R Prinsep
Jan 27, 2015·Natural Product Reports·John W BluntMichèle R Prinsep
Dec 24, 2011·Natural Product Reports·John W BluntMichèle R Prinsep
Dec 25, 2012·Natural Product Reports·John W BluntMichèle R Prinsep
Aug 25, 2017·Journal of Natural Products·Hong-Bing LiuCarole A Bewley

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