Triazole antifungals. II. Synthesis and antifungal activities of 3-acyl-4-methyloxazolidine derivatives.
- 1 January 1990
- journal article
- research article
- Published by Pharmaceutical Society of Japan in CHEMICAL & PHARMACEUTICAL BULLETIN
- Vol. 38 (9) , 2476-2486
- https://doi.org/10.1248/cpb.38.2476
Abstract
Triazole compounds with an oxazolidine ring were designed and synthesized as a potential inhibitor of the fungal cytochrome P450 14.alpha.-demethylase. In testing for antifungal activity against a mouse systemic Candida albicans infection, (4R,5R)-3-acyl-4-methyloxazolidine derivatives 4 exhibited remarkably high efficacy after oral or parenteral dosing. The potent activity of 4 is hypothesized to be a structural similarity between 4 and lanosterol, a target molecule of the cytochrome P450 14.alpha.-demethylase. Highly stereoselective synthesis of these oxazolidines is also described.This publication has 5 references indexed in Scilit:
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