Synthesis and antifungal activity of trichodermin derivatives

A series of derivatives were synthesized from trichodermin (1) which was an antifungal metabolite produced by Trichoderma taxi sp. Nov. Their structures were confirmed by 1H NMR, MS spectrum. Their antifungal activities were evaluated in vitro. The preliminary structure activity relationships (SAR) results indicated that the double bond, epoxide moiety and ester group were main pharmacophore elements, the stereochemistry of C4 position played a key role as well, and the compounds 1e-1g displayed stronger antifungal activity against Magnaporthe grisea than 1.