Comprehensive evaluation of chiral pydiflumetofen from the perspective of reducing environmental risks

被引:25
作者
Di, Shanshan [1 ,2 ]
Cang, Tao [1 ,2 ]
Liu, Zhenzhen [1 ,2 ]
Xie, Yunye [3 ]
Zhao, Huiyu [1 ,2 ]
Qi, Peipei [1 ,2 ]
Wang, Zhiwei [1 ,2 ]
Xu, Hao [1 ,2 ]
Wang, Xinquan [1 ,2 ,4 ]
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] Zhejiang Acad Agr Sci, Inst Plant Protect & Microbiol, Hangzhou 310021, Peoples R China
[4] Desheng Middle Rd 298, Hangzhou 310021, Zhejiang, Peoples R China
基金
中国国家自然科学基金;
关键词
Pydiflumetofen enantiomers; Fungicidal activity; Toxicity; Enantioselective behaviors; Risk assessment; ENANTIOMERS; BEHAVIOR; PROGRESS;
D O I
10.1016/j.scitotenv.2022.154033
中图分类号
X [环境科学、安全科学];
学科分类号
08 ; 0830 ;
摘要
The spatial structures of chiral pesticide enantiomers can affect their activity, toxicity and behavior, thereby altering exposure risk. Identifying enantiomer differences and developing high-efficiency green enantiopure pesticide is an important strategy for reducing the negative effects of pesticides. In this study, after confirming the absolute configuration of pydiflumetofen enantiomers, fungicidal activity evaluation indicated that the activity of S-(+)-pydiflumetofen was 81.3-421 times higher than R-(-)-pydiflumetofen on three kinds of phytopathogens that control Fusarium wilt (Fusarium spp.), Alternaria rot (Alternaria alternata) and Southern blight (Sclerotinia rolfsii), which might be caused by the stronger binding ability of S-(+)-pydiflumetofen with the active site of the target protein. The coexistence of R-(-)-pydiflumetofen would enhance the toxicity of S-(+)-pydiflumetofen on zebrafish through synergistic effect. Low-activity R-(-)-pydiflumetofen was preferentially dissipated in soybean, soybean plants, cabbage and celery, which was opposite in soil. The persistence of S-(+)-pydiflumetofen in crops and degradability in soil were advantageous for pesticide effects and environmental protection. Based on the maximum residue limit (MRL) and hazard quotient (HQ), the dietary risks were determined to be acceptable for all crops. Thus, developing enantiopure S-(+)pydiflumetofen products might be a high-efficiency and low-risk strategy, and more studies should be conducted in this aspect.
引用
收藏
页数:9
相关论文
共 31 条
[1]  
[Anonymous], 1992, OECD Guidelines for the Testing of Chemicals. Section 2: Effects on Biotic Systems Test No. 203: Acute Toxicity for Fish
[2]   Peer review of the pesticide risk assessment of the active substance pydiflumetofen [J].
Arena, Maria ;
Auteri, Domenica ;
Brancato, Alba ;
Bura, Laszlo ;
Cabrera, Luis Carrasco ;
Chaideftou, Eugenia ;
Chiusolo, Arianna ;
Marques, Daniele Court ;
Crivellente, Federica ;
De Lentdecker, Chloe ;
Egsmose, Mark ;
Fait, Gabriella ;
Ferreira, Lucien ;
Greco, Luna ;
Ippolito, Alessio ;
Istace, Frederique ;
Jarrah, Samira ;
Kardassi, Dimitra ;
Leuschner, Renata ;
Lostia, Alfonso ;
Lythgo, Christopher ;
Mangas, Iris ;
Miron, Ileana ;
Molnar, Tunde ;
Padovani, Laura ;
Morte, Juan Manuel Parra ;
Pedersen, Ragnor ;
Reich, Hermine ;
Santos, Miguel ;
Serafimova, Rositsa ;
Sharp, Rachel ;
Stanek, Alois ;
Sturma, Juergen ;
Szentes, Csaba ;
Terron, Andrea ;
Tiramani, Manuela ;
Vagenende, Benedicte ;
Villamar-Bouza, Laura .
EFSA JOURNAL, 2019, 17 (10)
[3]   Progress in understanding molecular mechanisms and evolution of resistance to succinate dehydrogenase inhibiting (SDHI) fungicides in phytopathogenic fungi [J].
Avenot, Herve F. ;
Michailides, Themis J. .
CROP PROTECTION, 2010, 29 (07) :643-651
[4]   European Pesticide Tax Schemes in Comparison: An Analysis of Experiences and Developments [J].
Boecker, Thomas ;
Finger, Robert .
SUSTAINABILITY, 2016, 8 (04)
[5]   Guidance of EFSA on risk assessments for active substances of plant protection products that have stereoisomers as components or impurities and for transformation products of active substances that may have stereoisomers [J].
Bura, Laszlo ;
Friel, Anja ;
Magrans, Jose Oriol ;
Parra-Morte, Juan Manuel ;
Szentes, Csaba .
EFSA JOURNAL, 2019, 17 (08)
[6]   Evaluation of the enantioselective in vitro metabolism of the chiral pesticide fipronil employing a human model: Risk assessment through in vitro-in vivo correlation and prediction of toxicokinetic parameters [J].
Carrao, Daniel Blascke ;
dos Reis Gomes, Isabel Cristina ;
Barbosa Junior, Fernando ;
Moraes de Oliveira, Anderson Rodrigo .
FOOD AND CHEMICAL TOXICOLOGY, 2019, 123 :225-232
[7]   Systemic Stereoselectivity Study of Etoxazole: Stereoselective Bioactivity, Acute Toxicity, and Environmental Behavior in Fruits and Soils [J].
Chang, Weixia ;
Nie, Jiyun ;
Yan, Zhen ;
Wang, Yujiao ;
Farooq, Saqib .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2019, 67 (24) :6708-6715
[8]  
China, 2018, GUID TEST PEST RES C
[9]  
Clark A, 2019, A19649 CROP PYDIFLUM
[10]   Enantioselective toxicity and mechanism of chiral fungicide penflufen based on experiments and computational chemistry [J].
Di, Shanshan ;
Wang, Zhiwei ;
Cang, Tao ;
Xie, Yunye ;
Zhao, Huiyu ;
Qi, Peipei ;
Wang, Xiangyun ;
Xu, Hao ;
Wang, Xinquan .
ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY, 2021, 222