Stereoselective study on chiral fungicide metconazole in four kinds of fruits: Absolute configuration, SFC-MS/MS enantioseparation, degradation and risk assessment

Ziyang Diao; Shanshan Di; Peipei Qi; Zhenzhen Liu; Zhiwei Wang; Huiyu Zhao; Meng Wang; Chenghui Zhang; Xinquan Wang

doi:10.1016/j.foodchem.2023.137944

Stereoselective study on chiral fungicide metconazole in four kinds of fruits: Absolute configuration, SFC-MS/MS enantioseparation, degradation and risk assessment

Food Chem. 2024 Apr 16:438:137944. doi: 10.1016/j.foodchem.2023.137944. Epub 2023 Nov 7.

Authors

Ziyang Diao¹, Shanshan Di², Peipei Qi², Zhenzhen Liu², Zhiwei Wang², Huiyu Zhao², Meng Wang³, Chenghui Zhang⁴, Xinquan Wang⁵

Affiliations

¹ College of Food Science & Engineering, Hainan University, No. 158 Renmin Avenue, Haikou 570228, PR China; State Key Laboratory for Managing Biotic and Chemical Threats to the Quality and Safety of Agro-products/Key Laboratory of Detection for Pesticide Residues and Control of Zhejiang, Institute of Agro-product Safety and Nutrition, Zhejiang Academy of Agricultural Sciences, Hangzhou 310021, PR China; Agricultural Ministry Key Laboratory for Pesticide Residue Detection, Hangzhou 310021, PR China.
² State Key Laboratory for Managing Biotic and Chemical Threats to the Quality and Safety of Agro-products/Key Laboratory of Detection for Pesticide Residues and Control of Zhejiang, Institute of Agro-product Safety and Nutrition, Zhejiang Academy of Agricultural Sciences, Hangzhou 310021, PR China; Agricultural Ministry Key Laboratory for Pesticide Residue Detection, Hangzhou 310021, PR China.
³ Key Laboratory of Tropical Fruits and Vegetables Quality and Safety for State Market Regulation, Hainan University, Haikou 570228, China; College of Plant Protection, Hainan University, Haikou 570228, PR China.
⁴ College of Food Science & Engineering, Hainan University, No. 158 Renmin Avenue, Haikou 570228, PR China; Key Laboratory of Tropical Fruits and Vegetables Quality and Safety for State Market Regulation, Hainan University, Haikou 570228, China. Electronic address: zchlm@hainanu.edu.cn.
⁵ State Key Laboratory for Managing Biotic and Chemical Threats to the Quality and Safety of Agro-products/Key Laboratory of Detection for Pesticide Residues and Control of Zhejiang, Institute of Agro-product Safety and Nutrition, Zhejiang Academy of Agricultural Sciences, Hangzhou 310021, PR China; Agricultural Ministry Key Laboratory for Pesticide Residue Detection, Hangzhou 310021, PR China. Electronic address: wangxinquan212@163.com.

PMID: 37984002
DOI: 10.1016/j.foodchem.2023.137944

Abstract

Metconazole is a novel chiral fungicide with two chiral carbon atoms, but the research on its stereoselective behavior is limited. Therefore, the stereoselective behaviors of metconazole in four fruits, including grape, peach, pear and jujube, were summarized in this study. After determining the absolute configuration of metconazole stereoisomers, a chiral separation method through supercritical fluid chromatography/tandem triple quadrupole mass spectrometry was first developed, which combined an improved QuEChERS method obtained the recoveries of 71.6-113 % with RSD ≤ 19.8 %. The LOD and LOQ were 4.30-95.9 and 10.5-143.2 ng/kg, respectively. Different stereoselective and diastereoselective behaviors were observed in four fruits. Dietary risk assessments of rac-metconazole were performed in populations with different ages and genders. Both acute (RQ_a, 0.0124-0.140 %) and chronic (HQ, 0.0234-0.0794 %) intake risks were acceptable. The results of this study would contribute to more complete risk assessments of metconazole and provide data for chiral studies.

Keywords: Absolute configuration; Chiral metconazole; Fruits; SFC-MS/MS enantioseparation; Stereoselective degradation.

MeSH terms

Fruit / chemistry
Fungicides, Industrial* / analysis
Stereoisomerism
Tandem Mass Spectrometry / methods
Triazoles / analysis

Substances

Fungicides, Industrial
metconazole
Triazoles