文献类型：期刊文献

英文题名：Design, Synthesis, and Insecticidal Evaluation of N-Pyridylpyrazole Amide Derivatives Containing 4,5-Dihydroisoxazole Amide as Potential Ryanodine Receptor Activators

作者：Pang, Xiwen[1];Han, Li[1];Zhou, Cong[1];Li, Yuxin[2];Xu, Xiaoyong[1];Shao, Xusheng[1];Li, Zhong[1]

机构：[1]East China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab Chem Biol, Shanghai 200237, Peoples R China;[2]Nankai Univ, Coll Chem, State Key Lab Elemento Organ Chem, Tianjin 300071, Peoples R China

年份：2023

卷号：71

期号：37

起止页码：13688

外文期刊名：JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY

收录：;EI(收录号：20234014825091);WOS:【SCI-EXPANDED(收录号:WOS:001063073900001)】；

基金：This work was financially supported by the Innovation Program of Shanghai Municipal Education Commission ( 201701070002E00037) and the National Key Research Program of China (2017YFD0200505). The authors thank Juncheng Xiang of Shanghai GreenTech Laboratory Co., Ltd., for the help in insecticidal bioassays.

语种：英文

外文关键词：anthranilic diamides; 4,5-dihydroisoxazol; insecticidal activity; ryanodine receptor

摘要：Using the 4,5-dihydroisoxazol amide structure to expand the aliphatic amide moiety of chlorantraniliprole, a series of 28 novel N-pyridylpyrazolecarboxamide derivatives containing 4,5-dihydroisoxazol amide fragment were designed and synthesized. All target compounds had been properly characterized and confirmed by H-1 NMR, C-13 NMR, and HRMS, and the effects were evaluated against Mythimna separata (M. separata) and Plutella xylostella (P. xylostella). The bioassay results indicated that most of the target compounds exhibited good insecticidal activities against M. separata and P. xylostella at 50 mg/L; especially, compound A4 showed an LC50 value of 3.27 mg/L against M. separata. Calcium imaging experiments indicated that the target compound A4 had a similar mechanism of action to chlorantraniliprole, causing an increase in the cytoplasmic Ca2+ concentration. The molecular docking revealed the possible binding mode of compound A4 with a ryanodine receptor.