Synthesis, antifungal activity, and QSAR study of novel trichodermin derivatives

Abstract

In an attempt to discover more potential antifungal agents, in this study, 21 novel trichodermin derivatives containing conjugated oxime ester (5a–5u) were designed and synthesized and were screened for in vitro antifungal activity. The bioassay tests showed that some of them exhibited good inhibitory activity against the tested pathogenic fungi. Compound 5a exhibited better activity against Pyricularia oryzae and Sclerotonia sclerotiorum than trichodermin, and compound 5j showed particular activity against P.oryzae and Botrytis cinerea. The quantitative structure–activity relationship (QSAR) indicated that log P and hardness were two critical parameters for the biological activities. The result suggested that these would be potential lead compounds for the development of fungicides with further structure modification.

Keywords::

• trichodermin derivatives
• conjugated oxime ester
• antifungal activity
• QSAR

Acknowledgment

This work was financially supported by the National Key Technology R&D Program of China under Grant [2011BAE06B04-10].