含苯并2,2-二氧噻二唑结构的吡唑类HPPD抑制剂的设计、合成及其生物活性研究  

Design, synthesis and bio-evaluation of benzothiadiazole-containing pyrazoles as novel HPPD inhibitors

作　　者：杨文超[1] 徐玉玲[1] 林红艳[1] 武园 杨光富 

机构地区：[1]农药与化学生物学教育部重点实验室,华中师范大学化学学院,武汉430079 [2]化学化工协同创新中心(天津),天津300071

出　　处：《中国科学：化学》2016年第11期1180-1187,共8页SCIENTIA SINICA Chimica

基　　金：国家公益性行业(农业)科研专项(编号:201203022);国家自然科学基金(编号:21372094;21672079);中央高校基本科研业务费专项资金(CCNU15A02011)资助项目

摘　　要：对羟基苯基丙酮酸双加氧酶是一种重要的除草剂靶标.本文基于活性亚结构拼接的策略设计合成了一系列含有苯并2,2-二氧噻二唑的吡唑类新型对羟基苯基丙酮酸双加氧酶(HPPD)抑制剂.随后分别从酶水平和活体植株水平研究了它们的生物活性,总结了其结构与活性关系.部分化合物表现出很高的HPPD酶抑制活性和活体除草活性,化合物6d和6j对冬季阔叶杂草表现出良好的防治效果,且其作物安全性也明显优于对照药剂硝磺草酮,展示出良好的应用潜力.p-Hydroxyphenylpyruvate dioxygenase（HPPD） is one of the most important targets for herbicide discovery. In this work, a series of benzothiadiazole-containing pyrazoles were designed as novel HPPD inhibitors by scaffold hopping strategy. Their biological activity was evaluated at both enzyme as well as crops level. The structure-activity relationships were also analyzed. The results showed that most of the target compounds have potent inhibitory activity against recombinant HPPD and some of them display good herbicidal activity, especially compounds 6d and 6j, which exhibited promising efficacy in controlling winter broadleaf weeds. The better crop safety than that of mesotrione also makes it a potential commercial herbicide with wide application.

关 键 词：除草剂 对羟基苯基丙酮酸双加氧酶 抑制活性 硝磺草酮 

分 类 号：TQ457.2[化学工程—农药化工]