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Enantioselective effects of the chiral fungicide tetraconazole in wheat: Fungicidal activity and degradation behavior

文献类型: 外文期刊

作者: Tong, Zhou 1 ; Dong, Xu 1 ; Yang, Shasha 1 ; Sun, Mingna 1 ; Gao, Tongchun 1 ; Duan, Jinsheng 1 ; Cao, Haiqun 2 ;

作者机构: 1.Minist Agr, Anhui Acad Agr Sci, Key Lab Agroprod Safety Risk Evaluat Hefei, Inst Plant Protect & Agroprod Safety, Hefei 230031, Anhui, Peoples R China

2.Anhui Agr Univ, Sch Plant Protect, Prov Key Lab Agrifood Safety, Hefei 230036, Anhui, Peoples R China

关键词: Tetraconazole; Enantioselective; Absolute configurations; Separation; Bioassay; Degradation

期刊名称:ENVIRONMENTAL POLLUTION ( 影响因子:8.071; 五年影响因子:8.35 )

ISSN: 0269-7491

年卷期: 2019 年 247 卷

页码:

收录情况: SCI

摘要: Tetraconazole, a chiral triazole fungicide, is widely used for the prevention of plant disease in wheat fields. However, the chirality of pesticides like tetraconazole can cause diverse biological responses. Therefore, it is important that research is conducted to investigate the enantioselective effects of chiral enantiomers in this regard. The absolute configurations of two tetraconazole enantiomers were initially confirmed by ECD (Electrostatic circular dichroism). The bioassay test showed that the fungicidal activity of (R)-(+)-tetraconazole against two pathogens (R. cerealis and F. graminearum) was approximately 1.49-1.98 times greater than that for (S)-(-)- tetraconazole. Following recovery experiments, a modified QuEchERS (Quick, easy, cheap, effective, rugged, safe) method was established using UPLC-MS/MS (ultra-performance liquid chromatography tandem mass spectrometry). The mean recoveries from plant and soil sample ranged from 78.9% to 100.5% with intraday relative standard (RSDr) values of 0.8%-6.9% and interday relative standard (RSDR) values of 3.0%-5.2% respectively. The stereoselective degradation of tetraconazole in wheat meant that (S)-(-)-tetraconazole was more rapidly degraded than (R)-(+)-tetraconazole. Conversely, (R)-(+)-tetraconazole was preferentially degraded in wheat soil. These results will provide us with a greater understanding when assessing future environmental risk assessments and strategies that invoke pesticide reduction. (C) 2019 Elsevier Ltd. All rights reserved.

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