喹唑啉酮肟醚衍生物的设计、合成、杀菌活性及其与琥珀酸脱氢酶受体的结合模式  

Design,synthesis,antifungal activities and binding mode with succinate dehydrogenase receptor of quinazolinone oxime ether derivatives

作　　者：王金玲 李忠[1] WANG Jinling;LI Zhong(Shanghai Key Laboratory of Chemical Biology,School of Pharmacy,East China University of Science and Technology,Shanghai 200237,China)

机构地区：[1]华东理工大学药学院,上海市化学生物学(芳香杂环)重点实验室,上海200237

出　　处：《农药学学报》2022年第5期1162-1170,共9页Chinese Journal of Pesticide Science

基　　金：国家重点研发计划(2017YFD0200505).

摘　　要：为寻找高活性杀菌化合物,以氟吡菌酰胺为对照,在前期发现的新型硝基甲基喹唑啉酮骨架的基础上,通过中间体衍生化法和活性亚结构拼接等手段,设计、合成了25个未见文献报道的喹唑啉酮肟醚衍生物,所有化合物的结构均通过核磁共振氢谱(^(1)H NMR)、碳谱(^(13)C NMR)及高分辨质谱(HR-EI-MS)确证。活体杀菌活性测试表明,目标化合物A19和A25在500 mg/L下对小麦赤霉病菌Fusarium graminearum的防效分别为43.74%和42.46%,活性远低于氟吡菌酰胺。初步分析,其理化性质以及其与琥珀酸脱氢酶(SDH)受体结合模式方面的差异可能是导致这些化合物活性比氟吡菌酰胺低的主要原因。In order to discover novel compounds with high fungicidal activities,fluopyram was used as a control,based on the previous discovery of a novel nitromethylquinazolinone skeleton,25 novel quinazolinone oxime ether derivatives were designed and synthesized by intermediate derivatization and sub-structural combination methods.Their structures were characterized by ^(1)H NMR,^(13)C NMR and HR-EI-MS spectral data.The preliminary in vivo antifungal evaluation results showed that compounds A19 and A25 were 43.74%and 42.46%control Fusarium graminearum at a concentration of 500 mg/L,respectively.However,the antifungal activities were much lower than that of fluopyram.The differences in physicochemical properties and binding mode with succinate dehydrogenase(SDH)receptor between these compounds and fluopyram may be the major factor which reduced the antifungal activities.

关 键 词：喹唑啉酮 肟醚 中间体衍生化法 杀菌活性 琥珀酸脱氢酶受体 结合模式 

分 类 号：O624.6[理学—有机化学] O623.626[理学—化学] TQ450.11[化学工程—农药化工]