文献类型： 外文期刊
作者： Duan, Jinsheng 1 ; Sun, Mingna 2 ; Shen, Yang 2 ; Gao, Beibei 1 ; Zhang, Zhaoxian 1 ; Gao, Tongchun 2 ; Wang, Minghua 1 ;
作者机构： 1.Nanjing Agr Univ, Coll Plant Protect, Dept Pesticide Sci, Nanjing 210095, Jiangsu, Peoples R China
2.Anhui Acad Agr Sci, Inst Plant Protect & Agroprod Safety, Minist Agr, Key Lab Agroprod Safety Risk Evaluat Hefei, Hefei 230031, Anhui, Peoples R China
关键词： Carfentrazone-ethyl; Chiral pesticides; Acute toxicity; Bioactivity; Molecular simulation
期刊名称：BULLETIN OF ENVIRONMENTAL CONTAMINATION AND TOXICOLOGY （ 影响因子：2.151； 五年影响因子：2.129 ）
ISSN： 0007-4861
年卷期： 2018 年 101 卷 5 期
页码：
收录情况： SCI
摘要： The stereoselective herbicidal bioactivity and toxicity toward aquatic organisms of carfentrazone-ethyl enantiomers were investigated. The results showed that there was significant enantioselective acute toxicity toward Selenastrum bibraianum. In addition, S-(-)-carfentrazone-ethyl was 4.8 times more potent than R-(+)-isomer. However, a slight enantioselectivity was observed for Daphnia magna and Danio rerio. The stereoselective herbicidal bioactivity of carfentrazone-ethyl enantiomers was observed by assessing maize root-length inhibition. The results clarified that S-(-)-carfentrazone-ethyl (EC50 1.94mg/L)>Rac-carfentrazone-ethyl (EC50 2.18mg/L)>R-(+)-carfentrazone-ethyl (EC50 3.96mg/L). The herbicidal bioactivity of S-(-)-carfentrazone-ethyl was 2 times higher more than R-(+)-isomer. The mechanism of enantioselective bioactivity was illustrated using molecular simulation software. The GlideScore energies of S-(-)-carfentrazone-ethyl and R-(+)-carfentrazone-ethyl were -6.15kcal/mol and -5.59kcal/mol, indicating that the S-form has a greater affinity to the active site of protoporphyrinogen oxidase, which is consistent with the results of the bioactive assay. This study can rise the significance of risk assessments for carfentrazone-ethyl herbicide.
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