Enantioselective Metabolism and Interference on Tryptophan Metabolism of Myclobutanil in Rat Hepatocytes

文献类型： 外文期刊

第一作者： Wang, Yao

作者： Wang, Yao;Zhu, Wentao;Wang, Xinru;Zhang, Ping;Wang, Dezhen;Zhou, Zhiqiang;Qiu, Jing

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关键词： myclobutanil;enantioselective metabolism;tryptophan metabolism;primary rat hepatocytes

期刊名称：CHIRALITY （ 影响因子：2.437； 五年影响因子：2.204 ）

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收录情况： SCI

摘要： Myclobutanil, (RS)-2-(4-chlorophenyl)-2-(1H-1, 2, 4-triazol-1-ylmethyl) hexanenitrile is a widely used triazole fungicide. In this study, enantioselective metabolism and cytotoxicity were investigated in rat hepatocytes by chiral HPLC-MS/MS and the methyl tetrazolium (MTT) assay, respectively. Furthermore, tryptophan metabolism disturbance in rat hepatocytes after myclobutanil exposure was also evaluated by target metabolomics method. The half-life (t1/2) of (+)-myclobutanil was 10.66 h, whereas that for (-)-myclobutanil was 15.07 h. Such results indicated that the metabolic process of myclobutanil in rat hepatocytes was enantioselective with an enrichment of (-)-myclobutanil. For the cytotoxicity research, the calculated EC50 (12h) values for rac-myclobutanil, (+)- and (-)-myclobutanil were 123.65, 150.65 and 152.60 mu M, respectively. The results of tryptophan metabolites profiling showed that the levels of kynurenine (KYN) and XA were both up-regulated compared to the control, suggesting the activation effect of the KYN pathway by myclobutanil and its enantiomers which may provide an important insight into its toxicity mechanism. The data presented here could be useful for the environmental hazard assessment of myclobutanil. Chirality 27:643-649, 2015. (c) 2015 Wiley Periodicals, Inc.

分类号： O641

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