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.
J Agric Food Chem. 2021 Nov 17;69(45):13416-13424. doi: 10.1021/acs.jafc.1c04370. Epub 2021 Nov 5.
Mandipropamid (MDP) is a widely used chiral fungicide to control oomycete pathogens with two enantiomers. In this study, the enantioselective bioactivity, toxicity, and degradation of MDP were investigated for the first time. The bioactivity of -MDP was 118592 times higher than that of -MDP and 1.141.67 times higher than that of -MDP against six phytopathogens. Molecular docking found that -MDP formed a strong halogen bond with HIS 693 of cellulose synthase and possessed a lower binding energy, which validated the results of the bioactivity assay. -MDP showed lower toxicity toward , while it exhibited higher toxicity in embryo and larva. -MDP preferentially degraded in cowpea and pepper, while -MDP preferentially degraded in soil. There is no significant difference between the two enantiomers in the toxicity of adult and in cucumber degradation. Therefore, the development of the -enantiomer was considered as a better option to exhibit high efficiency, which could reduce the residual risk of the pesticide and ensure environmental safety.
Mandipropamid (MDP) 是一种广泛使用的手性杀菌剂，用于防治卵菌病害，其具有两种对映异构体。本研究首次对 MDP 的对映选择性生物活性、毒性和降解进行了研究。-MDP 的生物活性比 -MDP 高 118592 倍，比 -MDP 高 1.141.67 倍，对六种植物病原菌具有活性。分子对接发现，-MDP 与纤维素合酶中的 HIS 693 形成了强卤素键，具有较低的结合能，验证了生物活性测定的结果。-MDP 对 毒性较低，而对 胚胎和幼虫的毒性较高。-MDP 优先在豇豆和辣椒中降解，而 -MDP 优先在土壤中降解。两种对映异构体在成虫毒性和黄瓜降解方面没有显著差异。因此，开发 -对映异构体表现出高效性是更好的选择，这可以降低农药的残留风险，确保环境安全。
