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Issue 14, 2010
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Enantioselective total synthesis of plakotenin, a cytotoxic metabolite from Plakortis sp

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Abstract

The first total enantioselective synthesis of plakotenin is described. This marine natural product was isolated from an Okinawan sponge of the genus Plakortis and shows potent biological activity against several cancerous cell lines. A biomimetic intramolecular Diels–Alder reaction served as a key step in the total synthesis. The synthesis proves the relative and absolute stereochemistry of natural plakotenin.

Graphical abstract: Enantioselective total synthesis of plakotenin, a cytotoxic metabolite from Plakortis sp

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Publication details

The article was received on 16 Mar 2010, accepted on 13 May 2010 and first published on 02 Jun 2010


Article type: Paper
DOI: 10.1039/C004199H
Org. Biomol. Chem., 2010,8, 3300-3306

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    Enantioselective total synthesis of plakotenin, a cytotoxic metabolite from Plakortis sp

    S. Arzt, E. Bourcet, T. Muller and S. Bräse, Org. Biomol. Chem., 2010, 8, 3300
    DOI: 10.1039/C004199H

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