Two New Sesquiterpene Isothiocyanates from the Marine Sponge Acanthella klethra

Journal of Natural Products
1992.0

Abstract

From the lipophilic extract of the marine sponge Acanthella kletha, two new sesquiterpene isothiocyanates have been isolated and characterized as (1R,5R,6R,8S) dec[4.4.0]ane-1,5dimethyl-8-(1'-methylethenyl)-5-isothiocyanate [1] and (1R,5R,6R,8R) dec[4.4.0]ane-1,5dimethyl-8-(1'-methylethenyl)-5-isothiocyanate [2]. The structures of 1 and 2 were deduced from X-ray and spectroscopic (nmr, ir, and ms) data. Sponges of the genus Acanthella have previously been shown to be rich sources of terpenes having various nitrogen-containing functionalities (1,2). On our recent collecting trip to the Great Barrier Reef, Australia, we were able to collect a species from this genus, the bright orange sponge Acanthella kletha Pulitzer-Finali (Axinellidae). The lipophilic extract of our sample of this sponge yielded two new sesquiterpenes 1 and 2 and three previously reported sesquiterpenes 3 (3), 4 (3), and 5 (4). Each of the compounds contained either an isonitrile or an isothiocyanate moiety.

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