Design,synthesis,and insecticidal activity of novel terpenoid ester compounds containing bicyclo[2.2.1]heptane against Aphis gossypii Glover  

作　　者：Caiyue Liu Yuelan Yin Hao Liu Longfei Yang Minghui Chen Ting Ma Guoqiang Zhang Chunjuan Wang Sifeng Zhao Xiaoqiang Han 

机构地区：[1]Key Laboratory of Oasis Agricultural Pest Management and Plant Protection Utilization,College of Agriculture,Shihezi University,Shihezi,Xinjiang,832002,China [2]Department of Applied Chemistry,China Agricultural University,Beijing,100193,China

出　　处：《Advanced Agrochem》2024年第2期171-181,共11页现代农业化学（英文）

基　　金：supported by the National Natural Science Foundation of China(32260684);the Key Core Agricultural Technology Research Project of XPCC(NYHXGG2023AA602).

摘　　要：To discover novel and efficient compounds against Aphis gossypii Glover,a series of novel terpene ester derivatives containing the structure of bicyclo[2.2.1]heptane were designed and synthesized using tschimganin as the lead compound.Bioactivity assays showed that most tschimganin analogs exhibited moderate to outstanding insecticidal activity against A.gossypii.In particular,compound 56(LC_(50)=0.28μg mL^(-1)),identified as(1S,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl nicotinate,exhibited the best activity,which was significantly superior to that of imidacloprid(LC_(50)=0.54μg mL^(-1))and sulfoxaflor(LC_(50)=0.70μg mL^(-1)).The precise and dependable 3D-QSAR model suggests a promising direction for further design of more active tschimganin-based insecticides.Metabolomics showed that compound 56 disrupted detoxification,amino acid biosynthesis,and energy metabolism and may affect the central nervous system of A.gossypii.The results of this study indicated that tschimganin analogs are a potential new class of green insecticides that can be used for the integrated management of A.gossypii.

关 键 词：Aphis gossypii Terpene ester Insecticidal activity 3D-QSAR Metabolomics 

分 类 号：O62[理学—有机化学]