文献类型：期刊文献

英文题名：Seven-Membered Azabridged Neonicotinoids: Synthesis, Crystal Structure, Insecticidal Assay, and Molecular Docking Studies

作者：Xu, Renbo[1];Luo, Ming[1];Xia, Rui[1];Meng, Xiaoqing[1];Xu, Xiaoyong[1,2];Xu, Zhiping[1];Cheng, Jiagao[1];Shao, Xusheng[1];Lo, Houju[1];Li, Zhong[1,2]

机构：[1]E China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab Chem Biol, Shanghai 200237, Peoples R China;[2]Shanghai Collaborat Innovat Ctr Biomfg Technol, Shanghai 200237, Peoples R China

年份：2014

卷号：62

期号：46

起止页码：11070

外文期刊名：JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY

收录：;EI(收录号：20144900291075);WOS:【SCI-EXPANDED(收录号:WOS:000345309100008)】；

基金：This work was financially supported by the National High Technology Research and Development Program of China (863 Program, 2011AA10A207) and the National Natural Science Foundation of China (21272071, 21172070, and 21472046). This work was also partly supported by the National Key Technology R&D Program of China (2011BAE06B01) and the Fundamental Research Funds for the Central Universities.

语种：英文

外文关键词：cycloxaprid; seven-membered azabridge; neonicotinoids; insecticide

摘要：To study the influence of the ring sizes, 37 novel seven-membered azabridged neonicotinoid analogues were synthesized by reactions of nitromethylene analogues, succinaldehyde, and aniline hydrochlorides. Most of the title compounds presented higher insecticidal activities than that of imidadoprid (IMI), cycloxaprid (CYC), and eight-membered compounds against cowpea aphid (Aphis craccivora), armyworm (Pseudaletia separata Walker), and brown planthopper (Nilaparvata lugens), which indicated that introducing the structure of a seven-membered azabridge could significantly improve the insecticidal activities of neonicotinoid analogues. Docking study and binding mode analysis also revealed that introducing methyl group into position 2 of phenyl ring could increase the hydrophobic interactions with receptor, which implied that position 2 might be the key site to get high insecticidal compounds.