Synthesis of Bengazole A

J. A. Bull; E. P. Balskus; R. A. J. Horan; M. Langner; S. V. Ley

doi:10.1055/s-2007-968283

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Synfacts 2007(4): 0351-0351
DOI: 10.1055/s-2007-968283

Synthesis of Natural Products and Potential Drugs

Synthesis of Bengazole A

Contributor(s): Philip Kocienski
J. A. Bull, E. P. Balskus, R. A. J. Horan, M. Langner, S. V. Ley*
Cambridge University, UK

Further Information

Publication History

Publication Date:
23 March 2007 (online)

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Significance

Bengazole A is isolated from a Jaspis sponge. Its antifungal activity is comparable to that of amphotericin against Candida albicans and it is active against fluconazole-resistant Candida strains. The butane-2,3-diacetal protecting group (structures A and H) plays an important strategic role in the synthesis. For a previous synthesis of bengazole A, see: R. J. Mulder et al. J. Org. Chem. 1999, 64, 4995-4998.