新型不对称草酰二胺类化合物的设计、合成及生物活性  

Design,Synthesis and Biological Activities of Novel Ortho-dicarboxyamides

作　　者：闫涛[1] 刘鹏飞[1] 张吉凤[1] 于淑晶[1] 熊丽霞[1] 李正名[1] 

机构地区：[1]南开大学元素有机化学国家重点实验室元素有机化学研究所,天津300071

出　　处：《高等学校化学学报》2012年第8期1745-1750,共6页Chemical Journal of Chinese Universities

基　　金：国家"九七三"计划项目(批准号:2010CB126106);国家自然科学基金(批准号:20872069)资助

摘　　要：以氯虫酰胺和氟虫腈骨架结构为基础,依据生物合理设计思想引入酰胺键活性基团,设计合成了一系列新型不对称草酰二胺类化合物,通过核磁共振氢谱和高分辨质谱对合成的化合物进行了结构表征.初步生物活性测试结果表明,在浓度为200 mg/L时,目标化合物未表现出良好的杀粘虫活性,但具有一定的抑菌活性;在浓度为50 mg/L时,化合物6e和6f对番茄早疫病菌的抑菌率为45.0%,高于其它化合物,表明含有2,4,6-三氯苯环的该系列化合物对番茄早疫病菌具有良好的抑菌活性;化合物6g对苹果轮纹病菌的抑菌率为51.9%,高于其它化合物,表明含有较大空间位阻的该系列化合物对苹果轮纹病菌具有良好的抑菌活性.In order to look for novel potential active pesticides, a series of ortho-dicarboxyamides developed from structures of chlorantraniliprole and fipronil, were designed and synthesized according to the bio-rational design principle. Their structures were characterized by 1H NMR and HRMS. The preliminary results of bio- logical experiments indicated that the title compounds exhibited unsatisfactory insecticidal activities against gythimna separata Walker at 200 mg/L, however, at 50 mg/L, compounds 6e and 6f exhibited a fungicidal activity of 45.0% against Alternaria solani which is higher than the other compounds. The results indicated that the compounds contained 2,4,6-trichlorobenzene group showed the best fungicidal activities against Alternaria solani; compound 6g exhibited a fungicidal activity of 51.9% against Physalospora piricola which is better than the other compounds. The results indicated that the compounds contained the larger steric group showed the excellent fungicidal activities against Physalospora piricola.

关 键 词：氯虫酰胺 氟虫腈 草酰二胺 杀虫活性 抑菌活性 

分 类 号：O626.3[理学—有机化学]