Sordarin oxazepine derivatives as potent antifungal agents.

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Michael H Serrano-Wu, Denis R St Laurent, Yijun Chen, Stella Huang, Kin-Ray Lam, James A Matson, Charles E Mazzucco, Terry M Stickle, Thomas P Tully, Henry S Wong, Dolatrai M Vyas, Balu N Balasubramanian

Author Information

Michael H Serrano-Wu: Bristol-Myers Squibb Pharmaceutical Research Institute, Wallingford, CT 06492, USA. michael.serrano-wu@bms.com

PMID: 12217370 DOI: 10.1016/s0960-894x(02)00529-2

The synthesis and biological activity of sordarin oxazepine derivatives are described. The key step features a regioselective oxidation of an unprotected triol followed by double reductive amination to afford the ring-closed products. The spectrum of antifungal activity for these novel derivatives includes coverage of Candida albicans, Candida glabrata, and Cryptococcus neoformans.

Antifungal Agents

Candida albicans

Candida glabrata

Cryptococcus neoformans

Fungi

Hydrogen Bonding

Indenes

Microbial Sensitivity Tests

Oxazepines

Structure-Activity Relationship

Antifungal Agents

Indenes

Oxazepines

sordarin

Journal Article

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