Synthesis, Antimicrobial Activity, and Molecular Docking of Benzoic Hydrazide or Amide Derivatives Containing a 1,2,3-Triazole Group as Potential SDH Inhibitors  

作　　者：Yue Ding Ling Zhang Song Yang Zhong Li Pei-Yi Wang 

机构地区：[1]State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering,Key Laboratory of Green Pesticide and Agricultural Bioengineering,Ministry of Education,Center for R&D of Fine Chemicals of Guizhou University,Guiyong,Guizhou 550025,China [2]College of Pharmacy,East China University of Science&Technology,Shanghai 200237,China

出　　处：《Chinese Journal of Chemistry》2021年第5期1319-1330,共12页中国化学（英文版）

基　　金：the National Natural Science Foundation of China(21662009,21702037,31860516,21877021);Guizhou Provincial S&T Program([2017]5788);Frontiers Science Center for Asymmetric Synthesis and Medicinal Molecules,Department of Education,Guizhou Province[Qianjiaohe KY number(2020)004];Key Technologies R&D Program(2014BAD23B01);Program of Introducing Talents of Discipline to Universities of China(111 Program,D20023).

摘　　要：The present study was carried out in an attempt to synthesize a new class of antimicrobial agents containing a 1,2,3-triazole motif formed by classical copper catalyzed click chemistry.Antifungal bioassay results showed that five compounds 5a;5e,5h,5j,and 5k possessed a remarkable growth inhibitory activity against Botryosphaeria dothidea,Rhizoctonia solani and Gibberella zeae with EC_(50) values within 10.0-0.306μg/mL.The in vitro efficacy was better than those of the commercial agrochemicals Azoxystrobin,Boscalid,and Fluxapyroxad.In vivo trials showed that compound 51 was effective for the control of rice sheath blight and wheat scab with the effects of 75% and 95%,respectively.Antifungal mechanism studies suggested that target compounds were potential succinate dehydrogenase inhibitors(SDHIs),which were proposed by the agreeable molecular docking study and restrained SDH activity(IC_(50)=3.95 μg/mL,51).Interestingly,compounds 5r and 5s displayed good antibacterial activity against phytopathogens.In vivo screening of 5r and 5s against rice bacterial blight afforded a superior control effect(up to 51%)than those of commercial agents Bismerthiazol and Thiodiazole copper.The current studies could support some title compounds to be the lead compounds for exploring highly bioactive antimicrobial substrates,particularly the potential SDHIs.

关 键 词：HYDRAZIDE AMIDE 1 2 3-TRIAZOLE Molecular docking SDH inhibitory activity 

分 类 号：O62[理学—有机化学]