用1,4-二氢吡啶环固定顺式构型的烯啶虫胺类似物:合成、杀虫活性和分子对接研究  

Nitenpyram analogues with 1,4 - dihydropyridine fixed cis-configuration: synthesis,insecticidal activities and molecular docking studies

作　　者：薛思佳[1] 庞春成[1] 陈艳霞[1] 刘天雁[1] 

机构地区：[1]上海师范大学生命与环境科学学院,上海200234

出　　处：《上海师范大学学报（自然科学版）》2013年第4期360-367,共8页Journal of Shanghai Normal University(Natural Sciences)

基　　金：supported by the Key Scientific"Twelfth Five-Year"National Technology Support Program(2011BAE06B01-17);the Innovation Project of Shanghai Education Commission(12YZ078);the National Natural Science Foundation of China(21102092);the Leading Academic Discipline Project of Shanghai Normal University(DXL123);Shanghai Key Laboratory of Rare Earth Functional Materials,and Shanghai NormalUniversity(07dz22303)

摘　　要：合成了一系列未见文献报道的用1,4-二氢吡啶环固定顺式构型的烯啶虫胺类似物(Ia-Ij).初步的杀虫活性测试结果表明:大多数目标化合物在500 mg/L和100 mg/L的浓度下,对苜蓿蚜和褐飞虱有高效杀虫活性,其中类似物Ij在4 mg/L时对苜蓿蚜和褐飞虱的致死率都达到100%.分子对接模拟结果显示,标题类似物具有独特的与靶标的结合模式,并初步解释了构效关系.A novel series of Nitenpyram analogues（Ia-Ij） with 1,4-dihydropyridine fixed cis-configuration were designed and synthesized.Preliminary bioassays showed that most of them exhibited good insecticidal activities against Aphis medicagini and Brown rice planthopper at 500 mg/L and 100 mg/L.The analogue Ij afforded the best activity in vitro,that had 100% mortality at 4 mg/L against Brown rice planthopper and Aphis medicagin.In addition,the molecular docking simulations revealed that the structural uniqueness of these analogues may lead to a unique molecular recognition and binding mode,and the results explained the SARs observed in vitro, which shed light on the novel insecticidal mechanism of these novel nitenpyam analogues.

关 键 词：顺式烯啶虫胺类似物 1 4-二氢吡啶 合成 杀虫活性 分子对接模拟 

分 类 号：O741.6[理学—晶体学]