Design, Synthesis, and Insecticidal Activity of Novel Isoxazoline Diacylhydrazine Compounds as GABA Receptor Inhibitors.

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 (LC 50 = 0.37 μg/mL), which was superior to that of ethiprole (LC 50 = 2.84 μg/mL) and tebufenozide (LC 50 = 15.3 μg/mL) and similar to that of fluxametamide (LC 50 = 0.30 μg/mL). Remarkably, the insecticidal activity of D14 against S. frugiperda (LC 50 = 1.72 μg/mL) was superior to that of chlorantraniliprole (LC 50 = 3.64 μg/mL) and tebufenozide (LC 50 = 60.5 μg/mL) but lower than that of fluxametamide (LC 50 = 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.