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Design, Synthesis, and Insecticidal Activity of Novel Isoxazoline Diacylhydrazine Compounds as GABA Receptor Inhibitors
Journal of Agricultural and Food Chemistry ( IF 5.7 ) Pub Date : 2023-04-19 , DOI: 10.1021/acs.jafc.2c08880 Yahui Li 1, 2 , Wenbo Zhang 1 , Zengxue Wu 1 , Baoan Song 1 , Runjiang Song 1
Journal of Agricultural and Food Chemistry ( IF 5.7 ) Pub Date : 2023-04-19 , DOI: 10.1021/acs.jafc.2c08880 Yahui Li 1, 2 , Wenbo Zhang 1 , Zengxue Wu 1 , Baoan Song 1 , Runjiang Song 1
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A series of isoxazoline derivatives containing diacylhydrazine moieties were designed and synthesized as potential insecticides. Most of these derivatives exhibited good insecticidal activities against Plutella xylostella, and some compounds exhibited excellent insecticidal activities against Spodoptera frugiperda. Especially, D14 showed outstanding insecticidal activity against P. xylostella (LC50 = 0.37 μg/mL), which was superior to that of ethiprole (LC50 = 2.84 μg/mL) and tebufenozide (LC50 = 15.3 μg/mL) and similar to that of fluxametamide (LC50 = 0.30 μg/mL). Remarkably, the insecticidal activity of D14 against S. frugiperda (LC50 = 1.72 μg/mL) was superior to that of chlorantraniliprole (LC50 = 3.64 μg/mL) and tebufenozide (LC50 = 60.5 μg/mL) but lower than that of fluxametamide (LC50 = 0.14 μg/mL). The results of electrophysiological experiments, molecular docking, and proteomics experiments indicate that compound D14 acts by interfering with the γ-aminobutyric acid receptor to control pests.
中文翻译：
作为 GABA 受体抑制剂的新型异恶唑啉二酰基肼化合物的设计、合成和杀虫活性
设计并合成了一系列含有二酰肼基团的异恶唑啉衍生物作为潜在的杀虫剂。这些衍生物大多对小菜蛾表现出良好的杀虫活性，部分化合物对草地贪夜蛾表现出良好的杀虫活性。特别是，D14对小菜蛾(LC 50 = 0.37 μg/mL) 表现出突出的杀虫活性，优于乙虫腈 (LC 50 = 2.84 μg/mL) 和虫酰肼 (LC 50 = 15.3 μg/mL) 和类似物与 fluxametamide (LC 50 = 0.30 μg/mL)相比。值得注意的是， D14的杀虫活性对S. frugiperda (LC 50 = 1.72 μg/mL) 优于氯虫苯甲酰胺 (LC 50 = 3.64 μg/mL) 和虫酰肼 (LC 50 = 60.5 μg/mL)，但低于氟氨酰胺 (LC 50 = 0.14 )微克/毫升）。电生理实验、分子对接和蛋白质组学实验结果表明，化合物D14通过干扰γ-氨基丁酸受体来控制害虫。
更新日期：2023-04-19
中文翻译：
作为 GABA 受体抑制剂的新型异恶唑啉二酰基肼化合物的设计、合成和杀虫活性
设计并合成了一系列含有二酰肼基团的异恶唑啉衍生物作为潜在的杀虫剂。这些衍生物大多对小菜蛾表现出良好的杀虫活性，部分化合物对草地贪夜蛾表现出良好的杀虫活性。特别是，D14对小菜蛾(LC 50 = 0.37 μg/mL) 表现出突出的杀虫活性，优于乙虫腈 (LC 50 = 2.84 μg/mL) 和虫酰肼 (LC 50 = 15.3 μg/mL) 和类似物与 fluxametamide (LC 50 = 0.30 μg/mL)相比。值得注意的是， D14的杀虫活性对S. frugiperda (LC 50 = 1.72 μg/mL) 优于氯虫苯甲酰胺 (LC 50 = 3.64 μg/mL) 和虫酰肼 (LC 50 = 60.5 μg/mL)，但低于氟氨酰胺 (LC 50 = 0.14 )微克/毫升）。电生理实验、分子对接和蛋白质组学实验结果表明，化合物D14通过干扰γ-氨基丁酸受体来控制害虫。
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