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Development of S-penthiopyrad for bioactivity improvement and risk reduction from the systemic evaluation at the enantiomeric level

文献类型： 外文期刊

作者： Wang, Xinquan 1 ; Diao, Ziyang 1 ; Liu, Zhenzhen 1 ; Qi, Peipei 1 ; Wang, Zhiwei 1 ; Cang, Tang 1 ; Chu, Yanyan 4 ; Zhao, Huiyu 1 ; Zhang, Chenghui 3 ; Xu, Hao 1 ; Di, Shanshan 1 ;

作者机构： 1.Zhejiang Acad Agr Sci, Inst Agroprod Safety & Nutr, State Key Lab Managing Biot & Chem Threats Qual &, Key Lab Detect Pesticide Residues & Control Zhejia, Hangzhou 310021, Peoples R China

2.Agr Minist Key Lab Pesticide Residue Detect, Hangzhou 310021, Peoples R China

3.Hainan Univ, Coll Food Sci & Engn, 158 Renmin Ave, Haikou 570100, Peoples R China

4.Ocean Univ China, Sch Med & Pharm, Pilot Natl Lab Marine Sci & Technol Qingdao, Qingdao 266200, Peoples R China

5.Desheng Middle Rd 298, Hangzhou 310021, Zhejiang, Peoples R China

关键词： Chiral penthiopyrad; High -efficiency; Low -risk; Enantioselective dissipation; Dietary risk

期刊名称：ENVIRONMENTAL POLLUTION （ 影响因子：8.9； 五年影响因子：9.5 ）

ISSN： 0269-7491

年卷期： 2023 年 333 卷

页码：

收录情况： SCI

摘要： For the purpose of screening high-efficiency and low-risk green pesticides, a systematic study on fungicide penthiopyrad was conducted at the enantiomeric level. The bioactivity of S-(+)-penthiopyrad (median effective concentration (EC50), 0.035 mg/L) against Rhizoctonia solani was 988 times higher than R-(-)-penthiopyrad (EC50, 34.6 mg/L), which would reduce 75% usage of rac-penthiopyrad under the same efficacy. Furthermore, their antagonistic interaction (toxic unit (TUrac), 2.07) indicated the existence of R-(-)-penthiopyrad would reduce the fungicidal activity of S-(+)-penthiopyrad. AlphaFold2 modeling and molecular docking illustrated that S-(+)-penthiopyrad had the higher binding ability with the target protein than R-(-)-penthiopyrad, showing higher bioactivity. For model organism Danio rerio, S-(+)-penthiopyrad (median lethal concentrations (LC50), 3.02 mg/L) and R-(-)-penthiopyrad (LC50, 4.89 mg/L) were both less toxic than rac-penthiopyrad (LC50, 2.73 mg/L), and the existence of R-(-)-penthiopyrad could synergistically enhance the toxicity of S-(+)-penthiopyrad (TUrac, 0.73), using S-(+)-penthiopyrad would reduce at least 23% toxicity to fish. The enantioselective dissipation and residues of rac-penthiopyrad were tested in three kinds of fruits, and their dissipation half-lives ranged from 1.91 to 23.7 d. S-(+)-penthiopyrad was dissipated preferentially in grapes, which was R-(-)-penthiopyrad in pears. On the 60th d, the residue concentrations of rac-penthiopyrad in grapes were still higher than its maximum residue limit (MRL), but the initial concentrations were lower than their MRL values in watermelons and pears. Thus, more tests in different cultivars of grapes and planting environments should be encouraged. Based on the acute and chronic dietary intake risk assessments, the risks in the three fruits were all acceptable. In conclusion, S-(+)-penthiopyrad is a high-efficiency and low-risk alternative to rac-penthiopyrad.

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