NOVEL QUINAZOLINONES AND ENNIATINS FROM FUSARIUM-LATERITIUM NEES

Fusarium lateritium Nees is a natural antagonist of the plant pathogen Eutypa armeniacae. In an effort to show that this biological phenomen on is chemically mediated, the bioactive metabolites of F. lateritium were investigated. The cytotoxic alkaloids 2-(1-hydroxyethyl)-4(3H)qui nazolinone (1) and 2-acetyl-4(3H)quinazolinone (2), and the three cycl ohexadepsipeptides, enniatins B (3), B1 (4), and A1 (5), were isolated and characterized. Metabolites 3, 4, and 5 were found to exhibit stro ng antifungal activity against E. armeniacae. The structures of the no vel metabolites 1 and 2 were elucidated by spectroscopic analysis and that of 2 was confirmed by X-ray crystallography. The absolute stereoc hemistry of 1 was investigated by H-1 and F-19 NMR analysis of its Mos her ester derivative.