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Enantioselective Degradation of (2RS, 3RS)-Paclobutrazol in Rat Liver Microsomes

文献类型： 外文期刊

作者： Wu, Shuchun 1 ; Yu, Miao 3 ; Zhang, Hu. 4 ; Han, Jianzhong 1 ; Qian, Mingrong 4 ;

作者机构： 1.Zhejiang Gongshang Univ, Coll Food Sci & Biotechnol, Hangzhou, Zhejiang, Peoples R China

2.Zhejiang Med Coll, Hangzhou, Zhejiang, Peoples R China

3.Zhejiang Dept Agr, Inst Control Agrochem, Hangzhou, Zhejiang, Peoples R China

4.Zhejiang Acad Agr Sci, Inst Qual & Stand Agr Prod, MOA Key Lab Pesticide Residue Detect, Shiqiao Rd 198, Hangzhou 310021, Zhejiang, Peoples R China

关键词： paclobutrazol;rat liver microsomes;enantioselective degradation

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： Paclobutrazol, with two stereogenic centers, but gives only (2R, 3R) and (2S, 3S)-enantiomers because of steric-hindrance effects, is an important plant growth regulator in agriculture and horticulture. Enantioselective degradation of paclobutrazol was investigated in rat liver microsomes in vitro. The degradation kinetics and the enantiomer fraction were determined using a Lux Cellulose-1 chiral column on a reverse-phase liquid chromatography-tandem mass spectrometry system. The t(1/2) of (2R, 3R)-paclobutrazol is 18.60 min, while the t(1/2) of (2S, 3S)-paclobutrazol is 10.93 min. Such consequences clearly indicated that the degradation of paclobutrazol in rat liver microsomes was stereoselective and the degradation rate of (2S, 3S)-paclobutrazol was much faster than (2R, 3R)-paclobutrazol. In addition, significant differences between the two enantiomers were also observed in enzyme kinetic parameters. The V-max of (2S, 3S)-paclobutrazol was more than 2-fold of (2R, 3R)-paclobutrazol and the Cl-int of (2S, 3S)-paclobutrazol was higher than that of (2R, 3R)-paclobutrazol after incubation in rat liver microsomes. These results may have potential implications for better environmental and ecological risk assessment for paclobutrazol. Chirality 27:344-348, 2015. (c) 2015 Wiley Periodicals, Inc.

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