偶氮苯-阿维菌素B1a衍生物的合成及活性调控研究  

Synthesis of Azobenzene-avermectin B Derivatives and Their Applications to the Optical Modulation of Activity

作　　者：杜瑶瑶 邵旭升[1] DU Yao-yao;SHAO Xu-sheng(Shanghai Key Lab of Chemical Biology,East China University of Science and Technology,Shanghai 200237,China)

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

出　　处：《农药》2021年第2期95-100,106,共7页Agrochemicals

基　　金：国家重点研发计划(2018YFD0200100);国家自然科学基金(21877039)。

摘　　要：[目的]为将光药理学方法应用于农药学研究。[方法]在阿维菌素B1a分子的C5-OH引入光致异构基团偶氮苯。[结果]合成了3个偶氮苯-阿维菌素衍生物,测试了光物理化学性质和生物活性。这些衍生物光致异构反应的转化率为42%~47%,具有良好的抗疲劳性和热稳定性。化合物3a对蚊幼虫和黏虫、3c对蚊幼虫的活性较好,但光照前后活性差异较小。[结论]偶氮苯-阿维菌素衍生物的顺反异构变化可以被光可逆控制,具有成为新型光控活性分子的潜能。[Aims] The paper aims to apply photopharmacology to pesticide research. [Methods] Azobenzene photoswitches were introduced to avermectin BB1a at C5 site. [Results] Three avermectin-azobenzene derivatives were synthesized, and their photochromic properties as well as insecticidal activities were evaluated. The photoisomerization ratios of the compounds were 42-47%. They all had excellent fatigue resistance and thermostability. Compound 3 a possessed good activities against Culex pipiens pallens and Mythimna separate, as well as 3 c had good activities against C. pipiens pallens. However, all derivatives did not exhibit obvious activity difference before and after irradiation.[Conclusions] Avermectin-azobenzene derivatives can be reversibly switched between trans and cis form by UV/blue light, indicating their potential of novel light-controlled pesticide.

关 键 词：光致异构 偶氮苯 阿维菌素B1a 杀虫活性 

分 类 号：TQ460.3[化学工程—制药化工]