Bioactive-guided structural optimization of 1,2,3-triazole phenylhydrazones as potential fungicides against Fusarium graminearum.

The phytopathogenic fungus Fusarium graminearum is the major causal agent of fusarium head blight (FHB), which is one of the most serious diseases in wheat. Based on our previous work, the 1,2,3-triazole phenylhydrazone scaffold was further optimized at three modification sites to improve its antifungal activity against F. graminearum. The optimization yielded compound 8d was discovered to be a potent fungicidal agent with an EC50 value of 0.28 μg/mL against F. graminearum, which is 3.6 times lower than previously reported. In addition, 8d also exhibited good inhibitory activities against Rhizoctonia solani and Sclerotinia sclerotiorum with EC50 values of 0.86 and 1.66 μg/mL, respectively. In vivo testing demonstrated that 8d could effectively suppress the disease development of FHB at 200 μg/mL with a protection efficacy of 80.6%. Scanning electron micrographs and transmission electron micrographs showed that the external morphology and internal contents of F. graminearum hyphae were abnormal after 24 h of 8d treatment. Therefore, compound 8d was a promising fungicide candidate for further development.