Synthesis and insecticidal evaluation of novel anthranilic diamides containing N-substitued nitrophenylpyrazole |
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| Institution: | 1. Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy, and Management, University of California, Berkeley, CA 94720-3112, United States;2. Department of Applied Chemistry, College of Science, China Agricultural University, Beijing 100193, China;1. Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China;2. Shanghai Collaborative Innovation Center for Biomanufacturing Technology, Shanghai 200237, China;1. Tianjin Key Laboratory for Modern Drug Delivery & High-Efficiency, Institute of Molecular Plus, School of Pharmaceutical Science and Technology, Tianjin University, 92 Weijin Road, Nankai District, Tianjin, 300072, China;2. Department of Biology, Gudui BioPharma Technology Inc., 5 Lanyuan Road, Huayuan Industrial Park, Tianjin, 300384, China;3. State Key Laboratory of Elemento-Organic Chemistry, Department of Chemistry, Nankai University, Weijin Road 94th, Tianjin, 300071, China;4. Central Institute of Pharmaceutical Research, CSPC Pharmaceutical Group, 226 Huanhe Road, Shijiazhuang, Hebei, 050035, China;1. Marine College, Shandong University at Weihai, No. 180, Wenhua West Road, Weihai 264209, PR China;2. Shanghai Institute of Materia Medica, Chinese Academy of Sciences, PR China |
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| Abstract: | To cope with developing pest resistance and ecological problems associated with conventional insecticides and to search for potent insecticides targeting at ryanodine receptor (RyR), a series of novel anthranilic diamides containing N-substitued nitrophenylpyrazole were designed and synthesized. The insecticidal activities of target compounds against oriental armyworm (Mythimna separata) and diamondback moth (Plutella xylostella) were evaluated in our greenhouse by bio-assay tests and the relative structure–activity relationships were briefly discussed. Most compounds exhibited moderate to high activities, in which G7 and K5 showed high activity against oriental armyworm and K2 and K4 against diamondback moth even better than the control-chlorantraniliprole. The calcium imaging technique was used to investigate the effects of several typical title compounds on the Ca2+]i, especially the effects of G7 on the intracellular calcium ion concentration (Ca2+]i) in neurons, which indicated that some title compounds were potent activators of the RyR. |
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| Keywords: | N-substitued nitrophenylpyrazole Insecticidal activity Calcium channel |
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