Target-oriented inhibitors of the late stages of trichothecene biosynthesis. 1. Design, syntheses, and proof of structures of putative inhibitors

Abstract

Fusarium spp. produce several toxic secondary metabolites (zearalenone, moniliformins, fusarinins, trichotbecenes, etc.). Moldy corn toxicosis has been associated with trichothecenes. We have focused in this study on Fusarium colmorum, which produces the trichothecenes 3-acetyldeoxyynivalenol and sambucinol as major metabolites. We have designed and synthesized putative inhibitors based on the knowledge of the biosynthetic pathway of trichothecenes. A fluorine group was introduced at a strategic position on the trichothecene moiety, or the epoxide at C 12 -C 13 was eliminated