Stereoselectivity in Bunitrolol 4-Hydroxylation in Liver Microsomes from Marmosets and Japanese Monkeys

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概要

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• The stereoselectivity in 4-hydroxylation of bunitrolol (BTL), a β-adrenoreceptor blocking agent, was examined in liver microsomes from monkeys (marmosets and Japanese monkeys) and compared with the results of human liver microsomes. The formation of (+)-4-OH-BTL from (+)-BTL was significantly higher than that of (-)-4-OH-BTL from (-)-BTL in the liver microsomal fractions from the two kinds of monkeys. The 4-OH-BTL-forming activity from recemic BTL was significantly lower than that from enantiomeric BTL, indicating a possible metabolic interaction between BTL enantiomers. The in vitro profiles observed in the monkeys were very similar to those in humans, but the stereoselectivity in BTL metabolism [(+)-BTL>(-)-BTL] in the primates was found to be reverse to that in rats [S. Narimatus et al., Anal. Biochem., 222,256-261 (1994)]. The 4-OH-BTL-forming activity from BTL enantiomers was significantly suppressed by quinidine and quinine, while the former was more potent than the latter, and also by α-naphthoflavone. Furthermore, the activity was also suppressed by antisera against rat cytochromes P450-2D2 and -1A2 in concentration-dependent manners. However, kinetics showed that enantiomeric BTL 4-hydroxylation was monophasic in liver microsomes from marmosets of both genders and from male Japanese monkeys. These results suggest that cytochrome P450-2D and -1A enzymes with similar K_m values are involved in BTL 4-hydroxylation in monkey liver microsomes.

• 社団法人日本薬学会の論文
• 1996-11-15

著者

• 澤山 茂

  東京農大・栄養

• NARIMATSU Shizuo

  Laboratories of Health Chemistry,Graduate School of Medicine, Dentistry and Pharmaceutical Sciences,

• YAMAMOTO IKUO

  Department of Laboratory Medicine, Miyazaki Medical College

• 桝渕 泰宏

  千葉大・院・薬

• 景山 節

  京大・霊長類研・生化学

• 堀江 利治

  千葉大 大学院薬学研究院

• Yamamoto Ikuo

  Department Of Hygienic Chemistry School Of Pharmaceutical Sciences Kyushu University Of Health And W

• KITADA Mitsukazu

  Division of Pharmacy, Chiba University Hospital

• KAGEYAMA Takashi

  Department of Cellular and Molecular Biology, Primate Research Institute, Kyoto University

• Suzuki T

  Departments Of Biopharmaceutice Graduate School Of Pharmaceutical Sciences Chiba University

• Suzuki Tokuji

  Laboratory Of Biophermaceutics Faculty Of Pharmaceutical Sciences Chiba University

• Yamamoto Ikuo

  北陸大学 薬 衛化

• Yamamoto Ikuo

  Department Of Hygienic Chemistry Faculty Of Pharmaceutical Sciences Hokuriku University

• OHMORI Shigeru

  Division of Pharmacy, Shinshu University Hospital

• GOTOH Masumi

  Laboratory of Biopharmaceutics, Faculty of Pharmaceutical Sciences, Chiba University

• MASUBUCHI Yasuhiro

  Laboratory of Biopharmaceutics, Faculty of Pharmaceutical Sciences, Chiba University

• HORIE Toshiharu

  Laboratory of Biopharmaceutics, Faculty of Pharmaceutical Sciences, Chiba University

• ASAOKA Kazuo

  Department of Cellular and Molecular Biology, Primate Research Institute, Kyoto University

• YAMAMOTO IKUO

  Hygienic Chemistry

• Kimura T

  Department Of Hygienic Chemistry Faculty Of Pharmaceutical Sciences Hokuriku University

• 景山 節

  京都大学霊長類研究所人類進化モデル研究センター

• 景山 節

  京大・霊長研

• Suzuki Tokuji

  Laboratory Of Biopharmaceutics Faculty Of Pharmaceutical Sciences Chiba University

• Narimatsu Shizuo

  Laboratories Of Health Chemistry Okayama University

• Narimatsu Shizuo

  Laboratories Health Chemistry Faculty Of Pharmaceutical Sciences Okayama University

• Kitada Mitsukazu

  Division Of Analytical Biochemistry Faculty Of Pharmaceutical Sciences Hokkaido University

• Kitada Mitsukazu

  Division Of Pharmacy School Of Medicine Chiba University Hospital

• Masubuchi Y

  Laboratory Of Clinical Pharmacy Faculty Of Pharmaceutical Sciences Chiba Institute Of Scienqes

• Kimura T

  Department Of Medicinal Chemistry Center For Frontier Research In Medicinal Science 21st Century Coe

• Gotoh M

  Laboratory Of Biopharmaceutics Faculty Of Pharmaceutical Sciences Chiba University

• Asaoka Kazuo

  Department Of Cellular And Molecular Biology Primate Research Institute Kyoto University

• Ohmori Shigeru

  Division Of Pharmacy Shinshu University Hospital

• Suzuki Tsuguyoshi

  Departments Of Biopharmaceutice Graduate School Of Pharmaceutical Sciences Chiba University

• Yamamoto I

  Hygienic Chemistry

• 澤山 茂

  東京農大 栄養

• Yamamoto Ikuo

  Department Of Bioapplied Chemistry Faculty Of Engineering Osaka City University

• Kimura T

  Peptide Inst. Inc. Minoh Jpn

• Ohmori Shigeru

  Dep. Of Pharmacy Shinshu Univ. Hospital

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