Isolation and Structural Determination of Enfumafungin, a Triterpene Glycoside Antifungal Agent That Is a Specific Inhibitor of Glucan Synthesis

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• 作者：Robert E. Schwartz ; Scott K. Smith ; Janet C. Onishi ; Maria Meinz ; Myra Kurtz ; Robert A. Giacobbe ; Kenneth E. Wilson ; Jerrold Liesch ; Deborah Zink ; Wendy Horn ; Sandra Morris ; Angeles Cabello ; and Franc
• 刊名：Journal of the American Chemical Society
• 出版年：2000
• 出版时间：May 24, 2000
• 年：2000
• 卷：122
• 期：20
• 页码：4882 - 4886
• 全文大小：77K
• 年卷期：v.122,no.20(May 24, 2000)
• ISSN：1520-5126

文摘

Enfumafungin (1) is a hemiacetal, triterpene glycoside that was isolated from a fermentation ofHormonema sp. as a mixture of two interconverting forms. The primary structure of the major component ofthe mixture was determined as part of the mixture, mainly via NMR and comparison with hyalodendroside A(2), a related hemiacetal, triterpene glycoside that exists in a single form. The primary structure was confirmed,and the relative stereochemistry determined, based on a pair of methylacetal derivatives (3 and 4). Enfumafunginis an antifungal agent that acts as a specific inhibitor of glucan synthesis in cells and in vitro, and leads tomorphological changes in yeasts and molds.