文献类型：期刊文献

英文题名：Synthesis and activity-detection of photoswitchable ligands with fipronil to insect

作者：Hou, Qing-Qing[1,2];Huang, Qiu-Tang[3];Xu, Qi[1,2];Zhou, Cong[1,2];Du, Yao-Yao[1,2];Ji, Yun-Fan[1,2];Xu, Zhi-Ping[1,2];Cheng, Jia-Gao[1,2];Zhao, Chun-Qing[3];Li, Zhong[1,2,3];Shao, Xu-Sheng[1,2]

机构：[1]East China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab Chem Biol, Shanghai, Peoples R China;[2]East China Univ Sci & Technol, State Key Lab Bioreactor Engn, Shanghai, Peoples R China;[3]Nanjing Agr Univ, Coll Plant Protect, Key Lab Integrated Pest Management Crops East Chi, Minist Agr, Nanjing 210095P, Peoples R China

年份：2023

卷号：79

期号：3

起止页码：1086

外文期刊名：PEST MANAGEMENT SCIENCE

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000884684600001)】；

基金：This work was financially supported by the National Key Research and Development Program of China (2018YFD0200100), the National Natural Science Foundation of China (Nos 21877039 and 32072441) and the Innovation Program of Shanghai Municipal Education Commission (2017-01-07-00-02-E00037).

语种：英文

外文关键词：azobenzene; dithienylethene; fipronil; GABA receptor; photopharmacology; mosquito

摘要：BACKGROUND Ionotropic gamma-aminobutyric acid (GABA) receptor (GABAR) in an insect is the major inhibitory receptor and is one of the most important targets for insecticides. Due to the high spatiotemporal resolution of GABAR, the photopharmacological ligands acting on it in vertebrates but not insect have been developed. RESULTS In this study, two types of photochromic ligands (PCLs) including DTFIPs (DTFIP1 and DTFIP2) and ABFIPs (p-, m-, and o-ABFIP) were synthesized by incorporating photoswitch azobenzene or dithienylethene into fipronil (FIP), which is the antagonist of insect GABAR. Their photomodulation was measured by mosquito larval behavior, and their potential action mechanism was explored by the two-electrode voltage clamp (TEVC) technique in vitro. DTFIP1 and m-ABFIP exhibited the most significant difference of insecticidal activity by about 90- and 5-fold to mosquito larvae between non-irradiated and irradiated formation, respectively, and allowed for optical control of mosquito swimming activity. TEVC assay results indicated that m-ABFIP and DTFIP1 enable optical control over the homomeric LsRDL-type GABAR, which is achieved by regulating the chloride channel of resistance to dieldrin (RDL)-type GABAR by photoisomerization. CONCLUSION Our results suggested that PCLs synthesized from fipronil provide an alternative and precise tool for studying insect ionotropic GABARs and GABA-dependent behavior. (c) 2022 Society of Chemical Industry.