Design, Synthesis, and Evaluation of Antifungal Bioactivity of Novel Pyrazole Carboxamide Thiazole Derivatives as SDH Inhibitors

• DOI: 10.1021/acs.jafc.3c02671
• Publication Date: 2023-07-18T21:05:21Z
• Authors: Meng Li; Weiwei Wang; Xiang Cheng; Yunxiao Wang; Yao Chen; Jiexiu Gong; Xihao Chang; Xianhai Lv
• Keywords: Thiazole; Pyrazole; EC50; Carboxamide; IC50

Agricultural production is seriously threatened by plant pathogens. The development of new fungicides with high efficacy and low toxicity urgently needed. In this study, a series pyrazole carboxamide thiazole derivatives were designed, synthesized, evaluated for their antifungal activities against nine pathogens in vitro. Bioassay results showed that most compounds (3i, 5i, 6i, 7i, 9i, 12i, 16i, 19i, 23i) exhibited good Valsa mali. particular, 6i 19i better mali EC50 values 1.77 1.97 mg/L, respectively, than the control drug boscalid (EC50 = 9.19 mg/L). Additionally, compound 23i excellent inhibitory activity Rhizoctonia solani, an value 3.79 mg/L. Compound at 40 mg/L satisfactory vivo protective effect Scanning electron microscopy analyses revealed could significantly damage surface morphology to interfere growth molecular docking, interacts TRP O: 173, SER P: 39, TYR Q: 58, ARG 43 succinate dehydrogenase (SDH) through hydrogen bonding σ-π interaction, its binding mode similar SDH. enzyme experiment also further verified action mode. Our studies suggested derivative provided valuable reference inhibitors.