文献类型：期刊文献

英文题名：Design, Synthesis, and Synergistic Activity of Eight-Membered Oxabridge Neonicotinoid Analogues

作者：Zhang, Xiao[1];Wang, Yiping[1];Xu, Zhiping[1];Shao, Xusheng[1];Liu, Zewen[2];Xu, Xiaoyong[1];Maienfisch, Peter[1,3];Li, Zhong[1]

机构：[1]East China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab Chem Biol, Shanghai 200237, Peoples R China;[2]Nanjing Agr Univ, Coll Plant Protect, Minist Educ, Key Lab Integrated Management Crop Dis & Pests, Nanjing 210095, Jiangsu, Peoples R China;[3]Syngenta Crop Protect AG, Insecticides & Seedcare, CH-4002 Basel, Switzerland

年份：2021

卷号：69

期号：10

起止页码：3005

外文期刊名：JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY

收录：;EI(收录号：20211410180826);WOS:【SCI-EXPANDED(收录号:WOS:000630324200006)】；

基金：This work was financial supported by National Key Research and Development Program of China (2017YFD0200500) and Innovation Program of Shanghai Municipal Education Commission (2017-01-07-00-02-E00037).

语种：英文

外文关键词：neonicotinoid; insecticide synergist; imidacloprid; selectivity

摘要：Insecticide synergists are sought-after due to their potential in improving the pesticide control efficacy with a reduced dose of an active ingredient. We previously reported that a cis-configuration neonicotinoid (IPPA08) exhibited specific synergistic activity toward neonicotinoid insecticides. In this study, we synthesized a series of structural analogues of IPPA08 by converting the pyridyl moiety of IPPA08 into phenyl groups, via facile double-Mannich condensation reactions between nitromethylene compounds and glutaraldehyde. All of the oxabridged neonicotinoid compounds were found to increase the toxicity of imidacloprid against Aphis craccivora. Notably, compound 25 at 0.75 mg/L lowered the LC50 value of imidacloprid against A. craccivora by 6.54-fold, while a 3.50-fold reduction of the LC50 value was observed for IPPA08. The results of bee toxicity test showed that compound 25 display selectivity in its effects on imidacloprid toxicity against the honey bee (Apis mellifera L.). In summary, replacing the pyridyl ring with a phenyl ring was a viable approach to obtain a novel synergist with oxabridged moiety for neonicotinoid insecticides.