Song Xiangmin, Wang Haojing, Zou Wei, Hong He, Gao Yongchao, Zhao Chen, Xu Hanhong, Yao Guangkai
State Key Laboratory of Green Pesticide, Key Laboratory of Natural Pesticide and Chemical Biology, Ministry of Education, College of Plant Protection, South China Agricultural University, Guangzhou 510642, P. R. China.
J Agric Food Chem. 2025 Mar 19;73(11):6589-6598. doi: 10.1021/acs.jafc.5c00044. Epub 2025 Mar 7.
Isoxazoline insecticides exhibit broad-spectrum insecticidal activity against insect pests. However, the high toxicity to honeybees limits their application in pest management. To explore reducing the toxicity of isoxazoline derivatives to bees, a series of new isoxazoline cyclopropyl-picolinamide derivatives were designed and synthesized. Bioassays revealed that showed excellent insecticidal activity against , , and , with LC values of 0.077, 0.104, and 0.198 mg/L, respectively. These results surpass those of fluxametamide, which displayed LC values of 0.605, 0.853, and 1.254 mg/L. Furthermore, exhibited notable insecticidal activity against . Importantly, bee toxicity studies indicated that possesses significantly lower acute oral toxicity compared to fluralaner and fluxametamide. Quantum chemical calculations and molecular docking studies suggest that the cyclopropyl-picolinamide fragment may be crucial for both biological activity and the safety of nontarget organisms. In conclusion, represents a promising candidate for a highly effective and environmentally friendly insecticide.
异恶唑啉类杀虫剂对害虫具有广谱杀虫活性。然而，其对蜜蜂的高毒性限制了它们在害虫治理中的应用。为了探索降低异恶唑啉衍生物对蜜蜂的毒性，设计并合成了一系列新型异恶唑啉环丙基 - 吡啶甲酰胺衍生物。生物测定表明，[具体化合物]对[害虫名称1]、[害虫名称2]和[害虫名称3]表现出优异的杀虫活性，其LC值分别为0.077、0.104和0.198 mg/L。这些结果超过了氟虫酰胺，其LC值分别为0.605、0.853和1.254 mg/L。此外，[具体化合物]对[另一种害虫名称]表现出显著的杀虫活性。重要的是，蜜蜂毒性研究表明，与氟虫腈和氟虫酰胺相比，[具体化合物]的急性口服毒性显著更低。量子化学计算和分子对接研究表明，环丙基 - 吡啶甲酰胺片段可能对生物活性和非靶标生物的安全性都至关重要。总之，[具体化合物]是一种有前途的高效且环境友好型杀虫剂候选物。
