文献类型：期刊文献

英文题名：Pharmacological characterization of cis-nitromethylene neonicotinoids in relation to imidacloprid binding sites in the brown planthopper, Nilaparvata lugens

作者：Xu, X.[1];Bao, H.[2];Shao, X.[1];Zhang, Y.[2];Yao, X.[2];Liu, Z.[2];Li, Z.[1]

机构：[1]E China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab Chem Biol, Shanghai 200237, Peoples R China;[2]Nanjing Agr Univ, Coll Plant Protect, Minist Agr, Key Lab Monitoring & Management Plant Dis & Insec, Nanjing, Peoples R China

年份：2010

卷号：19

期号：1

起止页码：1

外文期刊名：INSECT MOLECULAR BIOLOGY

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000273309800001)】；

基金：We would like to thank Dr Andrew Crossthwaite, Robert J. Lind and Yucheng Gu from Syngenta Limited (Jealott's Hill International Research Centre, Syngenta, Berkshire, UK) for the provision of [3H]imidacloprid and help on manuscript preparation. This work was supported by the National High Technology Research and Development Program of China (2008AA10Z413 and 2006AA10A201), National Science Foundation China Program Grant (30700528 and 20872034) and Program for New Century Excellent Talents in University (NCET060494 and NCET070284).

语种：英文

外文关键词：cis-nitromethylene neonicotinoid; nicotinic acetylcholine receptors; Nilaparvata lugens; imidacloprid; binding site

摘要：Neonicotinoid insecticides, such as imidacloprid, are selective agonists of the insect nicotinic acetylcholine receptors (nAChRs) and extensively used in areas of crop protection and animal health to control a variety of insect pest species. Here we describe that two cis-nitromethylene neonicotinoids (IPPA152002 and IPPA152004), recently synthesized in our laboratory, discriminated between the high and low affinity imidacloprid binding sites in the brown planthopper, Nilaparvata lugens, a major insect pest of rice crops in many parts of Asia. [3H]imidacloprid has two binding sites with different affinities (Kd value of 0.0035 +/- 0.0006 nM for the high-affinity site and 1.47 +/- 0.22 nM for the low-affinity site). Although the cis-nitromethylene neonicotinoids showed low displacement ability (Ki values of 0.15 +/- 0.03 mu M and 0.42 +/- 0.07 mu M for IPPA152002 and IPPA152004, respectively) against [3H]imidacloprid binding, low concentrations (0.01 mu M) of IPPA152002 completely inhibited [3H]imidacloprid binding at its high-affinity site. In Xenopus oocytes co-injected with cRNA encoding Nl alpha 1 and rat beta 2 subunits, obvious inward currents were detected in response to applications of IPPA152002 and IPPA152004, although the agonist potency is reduced to that of imidacloprid. The previously identified Y151S mutation in Nl alpha 1 showed significant effects on the agonist potency of IPPA152002 and IPPA152004, such as a 75.8% and 70.6% reduction in Imax, and a 2.4- and 2.1-fold increase in EC50. This data clearly shows that the two newly described cis-nitromethylene neonicotinoids act on insect nAChRs and like imidacloprid, discriminated between high and low affinity binding sites in N. lugens native nAChRs. These compounds may be useful tools to further elucidate the pharmacology and nature of neonicotinoid binding sites.