Synthesis,insecticidal evaluation and mode of action of novel anthranilic diamide derivatives containing sulfur moiety as potential ryanodine receptor activators |
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| Authors: | Feng-Yun Li Yuan-Hong Wang Jing-Bo Liu Yu-Xin Li Zheng-Ming Li |
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| Institution: | 1. State Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, China;2. College of Horticulture and Landscape Architecture, Tianjin Agricultural University, Tianjin 300384, China;3. College of Chinese Materia Medica, Tianjin University of Traditional Chinese Medicine, Tianjin 300193, China |
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| Abstract: | Anthranilic diamide insecticide could control lepidopteran pests by selectively binding and activating insect ryanodine receptors (RyRs), and the unique mode of action is different from other conventional insecticides. In order to discover new anthranilic diamide insecticide as ryanodine receptors activators, a series of 11 novel anthranilic diamides derivatives (Ia-k) were synthesized and confirmed by melting point, 1H NMR, 13C NMR and elemental analyses. The preliminary bioactivity revealed that most title compounds showed moderate to remarkable activities against oriental armyworm (Mythimna separata) and diamondback moth (Plutella xylostella). Especially, compounds Ia and If, which exhibited 100% larvicidal activity against oriental armyworm at 1.0?mg?L?1, and comparable to that of chlorantraniliprole (100% at 1?mg?L?1). If displayed 60% insecticidal activity against diamondback moth at 0.01?mg?L?1, better than chlorantraniliprole (45% at 0.01?mg?L?1). The preliminary structure activity relationships were discussed. In addition, the calcium imaging experiment indicated that the insect ryanodine receptor is the potential target of If. |
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| Keywords: | Anthranilic diamides Sulfur-containing structure Insecticidal activity Ryanodine receptor |
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