Issue 2, 2015

Synthesis and antifungal activity of 1,2,3-triazole phenylhydrazone derivatives

Abstract

A series of 1,2,3-triazole phenylhydrazone derivatives were designed and synthesized as antifungal agents. Their structures were determined based on 1H-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 EC50 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.

Graphical abstract: Synthesis and antifungal activity of 1,2,3-triazole phenylhydrazone derivatives

Supplementary files

Article information

Article type
Paper
Submitted
17 Aug 2014
Accepted
17 Oct 2014
First published
20 Oct 2014

Org. Biomol. Chem., 2015,13, 477-486

Author version available

Synthesis and antifungal activity of 1,2,3-triazole phenylhydrazone derivatives

Z. Dai, Y. Chen, M. Zhang, S. Li, T. Yang, L. Shen, J. Wang, S. Qian, H. Zhu and Y. Ye, Org. Biomol. Chem., 2015, 13, 477 DOI: 10.1039/C4OB01758G

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