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Structure determination and biosynthesis of a novel metabolite of Fusarium culmorum, apotrichodiol.

作者信息

Zamir L O, Devor K A, Nadeau Y, Sauriol F

机构信息

Université du Québec, Institut Armand-Frappier, Laval, Canada.

出版信息

J Biol Chem. 1987 Nov 15;262(32):15354-8.

PMID:3680200
Abstract

A novel dead-end metabolite of Fusarium culmorum was isolated and characterized (Zamir, L. O., and Devor, K. A. (1987) J. Biol. Chem. 15348-15353). This 3 alpha, 13-dihydroxy-apotrichothec-9-ene is herein given the trivial name of apotrichodiol to indicate its basic structure. The characterization of apotrichodiol was established through the application of spectroscopic techniques (ultraviolet, 1H-NMR, 13C-NMR, COSY, and DEPT experiments) on the natural product as well as on its diacetate derivative. The mode of folding of its precursor farnesyl pyrophosphate was derived from feeding experiments with 3,4-[13C2]mevalonolactone. 13C-NMR assignments were also made of 3-acetyldeoxynivalenol and sambucinol which were derived from these feedings with enriched mevalonolactone.

摘要

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