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Identification of the Eight‐Membered Heterocycles Hicksoanes A–C from the Gorgonian Subergorgia hicksoni
Author(s) -
Řezanka Tomáš,
Hanuš Lumír O.,
Dembitsky Valery M.,
Sigler Karel
Publication year - 2008
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200700645
Subject(s) - gorgonian , chemistry , stereocenter , stereochemistry , absolute configuration , organic chemistry , catalysis , enantioselective synthesis , ecology , coral , biology
Novel eight‐membered heterocycles, named hicksoanes A–C, 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 μg mL –1 ).(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)