4.5 Article

Identification of the eight-membered heterocycles hicksoanes A-C from the Gorgonian subergorgia hicksoni

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2008, Issue 7, Pages 1265-1270

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200700645

Keywords

gorgonians; nitrogen heterocycles; hicksoanes A-C; natural products

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Novel eight-membered heterocycles, named hicksoanes AC, were isolated from the gorgonian Subergorgia hicksoni. Their structures, including the absolute configuration of all three stereocenters, were determined by means of extensive spectroscopic data, Hicksoanes have a unique structure containing a triazocane cycle, which is substituted by isoleucine and tryptophan moieties. Hicksoanes A-C showed antifeeding activity against goldfish at natural concentration (10 mu gmL(-1)).

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