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全面评价呋虫胺的杀虫活性和哺乳动物毒性的对映选择性。

Comprehensive Enantioselectivity Evaluation of Insecticidal Activity and Mammalian Toxicity of Fenobucarb.

机构信息

Department of Pesticide Science, College of Plant Protection, Nanjing Agricultural University, State & Local Joint Engineering Research Center of Green Pesticide Invention and Application, Nanjing 210095, China.

出版信息

J Agric Food Chem. 2022 May 4;70(17):5330-5338. doi: 10.1021/acs.jafc.2c00093. Epub 2022 Apr 22.

Abstract

To comprehensively evaluate the efficiency and risk of the chiral pesticide fenobucarb, the bioactivity, toxicity, and environmental behavior of fenobucarb (FNC) enantiomers were investigated. The results showed that R-FNC possesses 1.8-2.7 times more bioactivity than S-FNC but 1.3-3.0 times lower toxicity than S-FNC against four nontarget organisms: , HepG2, and and its embryos. The corresponding enzyme inhibitory activity showed consistent results; the acetylcholinesterase inhibitory activity of target organisms was ordered as R-FNC > rac-FNC > S-FNC, while the reduction in catalase activity after exposure to R-FNC was 2.5 times that after exposure to S-FNC in zebrafish. The enantioselective bioactivity mechanism of FNC enantiomers was further explored . No significant enantioselective degradation was found in soils or rat liver microsomes. In sum, R-FNC possesses higher insecticidal activity and lower toxicity. The development of R-FNC as a commercial agrochemical is beneficial for reducing pesticide inputs.

摘要

为全面评估手性农药苯丁锡的效率和风险,研究了苯丁锡(FNC)对映体的生物活性、毒性和环境行为。结果表明,R-FNC 对四种非靶标生物:斑马鱼、HepG2 细胞、秀丽隐杆线虫及其胚胎的生物活性比 S-FNC 高 1.8-2.7 倍,但毒性比 S-FNC 低 1.3-3.0 倍。相应的酶抑制活性也得到了一致的结果;目标生物的乙酰胆碱酯酶抑制活性顺序为 R-FNC>rac-FNC>S-FNC,而暴露于 R-FNC 后斑马鱼的过氧化氢酶活性降低了 2.5 倍。进一步探索了 FNC 对映体的手性生物活性机制。在土壤或大鼠肝微粒体中均未发现明显的对映体选择性降解。总之,R-FNC 具有更高的杀虫活性和更低的毒性。将 R-FNC 开发为商业农药有利于减少农药投入。

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