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- Title
Enantioselective Metabolism and Interference on Tryptophan Metabolism of Myclobutanil in Rat Hepatocytes.
- Authors
Wang, Yao; Qiu, Jing; Zhu, Wentao; Wang, Xinru; Zhang, Ping; Wang, Dezhen; Zhou, Zhiqiang
- Abstract
Myclobutanil, (RS)-2-(4-chlorophenyl)-2-(1H-1, 2, 4-triazol-1-ylmethyl) hexanenitrile is a widely used triazole fungicide. In this study, 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 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 µM, 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 of myclobutanil. Chirality 27:643-649, 2015. © 2015 Wiley Periodicals, Inc.
- Subjects
ENANTIOSELECTIVE catalysis; TRYPTOPHAN metabolism; MYCLOBUTANIL; LABORATORY rats; LIVER cells; KYNURENINE; TETRAZOLIUM
- Publication
Chirality, 2015, Vol 27, Issue 9, p643
- ISSN
0899-0042
- Publication type
Article
- DOI
10.1002/chir.22479