Issue 8, 2004

Two new bicyclic cembranolides from a new Sarcophyton species and determination of the absolute configuration of sarcoglaucol-16-one

Abstract

During the chemical investigation of a new species of soft coral belonging to the genus Sarcophyton, two novel cembranoid compounds with a 12Z double bond (1 and 2) were obtained. Determination of the double bond configurations was done using NMR spectroscopic data and the results of molecular modeling studies. Compound 3, one of several known compounds (3–5), was found to be cytotoxic toward an MCF7 tumor cell line.

Additionally, we report the absolute stereochemistry of the cembrane sarcoglaucol-16-one (6), which was determined using the modified Mosher′s method.

Graphical abstract: Two new bicyclic cembranolides from a new Sarcophyton species and determination of the absolute configuration of sarcoglaucol-16-one

Supplementary files

Article information

Article type
Paper
Submitted
11 Nov 2003
Accepted
18 Feb 2004
First published
17 Mar 2004

Org. Biomol. Chem., 2004,2, 1133-1138

Two new bicyclic cembranolides from a new Sarcophyton species and determination of the absolute configuration of sarcoglaucol-16-one

H. Gross, A. D. Wright, W. Beil and G. M. König, Org. Biomol. Chem., 2004, 2, 1133 DOI: 10.1039/B314332E

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