Metabolism of 24,25-Dihydrolanosterol Analogs by Partially Purified Cytochrome P-450_<14DM> from Rat Liver Microsomes
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概要
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27-Nor-24,25-dihydrolanosterol (27-nor-DHL), 26,27-dinor-24,25-dihydrolanosterol (26,27-dinor-DHL), and 25,26,27-trinor-24,25-dihydrolanosterol (25,26,27-trinor-DHL), analogs of 24,25-dihydrolanosterol (DHL) which have no C-27 carbon, C-26,27 carbons and C-25,26,27 carbons, were converted to the corresponding 14-demethylated products using a reconstituted monooxygenase system from rat liver microsomes which contained cytochrome P-450_<14DM> catalyzing lanosterol 14-demethylation and reduced nicotinamide adenine dinucleotide phosphate (NADPH)-cytochrome P-450 reductase in the presence of NADPH and molecular oxygen. Each metabolite showed a relative retention time (Rt_R)of 0.72 with respect to each substrate in high-performance liquid chromatography (HPLC) on a reversed-phase column. Comparison of each gas chromatography-mass spectrum and Rt_R value with those of the metabolite of DHL, 4,4-dimethyl-5α-cholesta-8,14-dien-3β-ol, indicated that the metabolites could be inferred to be 27-nor-4,4-dimethyl-5α-cholesta-8,14-dien-3β-ol, 26,27-dinor-4,4-dimethyl-5α-cholesta-8,14-dien-3β-ol, and 25,26,27-trinor-4,4-dimethyl-5α-cholesta-8,14-dien-3β-ol. However, 24,25,26,27-tetranor- and 23,24,25,26,27-pentanor analogs of DHL and 20-iso-24,25-dihydrolanosterol were not metabolized by the reconstituted enzyme system.
- 公益社団法人日本薬学会の論文
- 1989-03-25
著者
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佐藤 美洋
北海道大学大学院薬学研究院
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佐藤 良博
共立薬科大学名誉
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園田 よし子
Kyoritsu College of Pharmacy
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佐藤 良博
Kyoritsu College of Pharmacy
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関川 善夫
Department Of Pharmaceutical Sciences National Institute Of Public Health
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佐藤 良博
共立薬大
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Sato Y
(present Address)tsukuba Research Institute Banyu Pharmaceutical Co. Ltd.
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関川 善夫
Kyoritsu College of Pharmacy
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佐藤 嘉信
Department Of Chemical Engineering University Of Osaka Prefecture
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