Novel quinazolinones and enniatins from Fusarium lateritium Nees

Canadian Journal of Chemistry
1993.0

Abstract

<jats:p> Fusarium lateritium Nees is a natural antagonist of the plant pathogen Eutypa armeniacae. In an effort to show that this biological phenomenon is chemically mediated, the bioactive metabolites of F. lateritium were investigated. The cytotoxic alkaloids 2-(1-hydroxyethyl)-4(3H)quinazolinone (1) and 2-acetyl-4(3H)quinazolinone (2), and the three cyclohexadepsipeptides, enniatins B (3), B<jats:sub>1</jats:sub> (4), and A<jats:sub>1</jats:sub> (5), were isolated and characterized. Metabolites 3, 4, and 5 were found to exhibit strong antifungal activity against E. armeniacae. The structures of the novel metabolites 1 and 2 were elucidated by spectroscopic analysis and that of 2 was confirmed by X-ray crystallography. The absolute stereochemistry of 1 was investigated by <jats:sup>1</jats:sup>H and <jats:sup>I9</jats:sup>F NMR analysis of its Mosher ester derivative.

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