Issue 20, 2008

Synthetic and biological studies on the spiro-mamakone system

Abstract

An exploration of the chemistry of the spiro-mamakone system, exemplified by the cytotoxic, fungal metabolitespiro-mamakone A, is presented. The first reported synthesis of the spiro-mamakone carbon skeleton was achieved, as well as the synthesis of a variety of closely related analogues of the natural product. Biological testing of the synthetic analogues generated a structure–activity profile for the natural product, establishing the importance of the enedione moiety to biological activity.

Graphical abstract: Synthetic and biological studies on the spiro-mamakone system

Supplementary files

Article information

Article type
Paper
Submitted
17 Jul 2008
Accepted
05 Aug 2008
First published
03 Sep 2008

Org. Biomol. Chem., 2008,6, 3854-3862

Synthetic and biological studies on the spiro-mamakone system

A. C. Murphy, S. R. A. Devenish, A. C. Muscroft-Taylor, J. W. Blunt and M. H. G. Munro, Org. Biomol. Chem., 2008, 6, 3854 DOI: 10.1039/B812263F

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