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• Thomas, OP.
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• Thomas, OP.
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• Thomas, OP.

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Metabolites 2013, 3(1), 24-32; doi:10.3390/metabo3010024

Article

Absolute Configuration of the New 3-epi-cladocroic Acid from the Mediterranean Sponge Haliclona fulva

Grégory Genta-Jouve and Olivier P. Thomas*

Nice Institute of Chemistry UMR 7272 CNRS-PCRE, University of Nice-Sophia Antipolis, Parc Valrose, 06108 Nice, France

* Author to whom correspondence should be addressed.

Received: 26 November 2012; in revised form: 16 December 2012 / Accepted: 31 December 2012 / Published: 14 January 2013

Download PDF Full-Text [121 KB, uploaded 14 January 2013 16:00 CET]

Abstract: The marine sponge Haliclona fulva (previously described as Reniera fulva) is widespread in the Mediterranean Sea. The chemical study of the sponge led to the isolation and identification of a new compound: 3-epi-cladocroic acid (1) alongside the previously reported cladocroic acid (2) and some other known compounds previously isolated. The structure was fully determined on the basis of extensive analysis by 1D and 2D NMR, as well as GC-MS/MS. The absolute configuration was determined by comparison of the experimental electronic circular dichroism (ECD) spectra with theoretically calculated spectra; these results may be extended to other asymetric cyclopropane carboxylic acids.

Keywords: natural products; electronic circular dichroism; mass spectroscopy; cladocroic acid; sponge

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