Synthesis and antifungal activity of 1,2,3-triazole phenylhydrazone derivativesCCDC 976935. For crystallographic data in CIF or other electronic format see DOI: 10.1039/c4ob01758g

• Main Authors: Dai, Zhi-Cheng, Chen, Yong-Fei, Zhang, Mao, Li, Sheng-Kun, Yang, Ting-Ting, Shen, Li, Wang, Jian-Xin, Qian, Shao-Song, Zhu, Hai-Liang, Ye, Yong-Hao
• Format: Journal Article
• Language: English
• Published: 09.12.2014
• ISSN: 1477-0520; 1477-0539
• DOI: 10.1039/c4ob01758g

A series of 1,2,3-triazole phenylhydrazone derivatives were designed and synthesized as antifungal agents. Their structures were determined based on 1 H-NMR spectroscopy, MS, elemental analysis and X-ray single-crystal diffraction. The antifungal activities were evaluated against four phytopathogenic fungi including Rhizoctonia solani , Sclerotinia sclerotiorum , Fusarium graminearum and Phytophthora capsici , by the mycelium growth inhibition method in vitro . Compound 5p exhibited significant anti-phytopathogenic activity, with the EC 50 values of 0.18, 2.28, 1.01, and 1.85 μg mL −1 , respectively. In vivo testing demonstrated that 5p was effective in the control of rice sheath blight, rape sclerotinia rot and fusarium head blight. A 3D-QSAR model was built for a systematic SAR profile to explore more potent 1,2,3-triazole phenylhydrazone analogs as novel fungicides. A series of 1,2,3-triazole phenylhydrazone derivatives were designed and synthesized as antifungal agents.