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学科主题: 天然产物有机化学
题名: 18- 甲基腺甾烯酮-类物的酶催化羟化
其他题名: Enzymatic hydroxylation of 18-methylgona-4-en-3-one
作者: 周维善 ; 蔡峰 ; 沈季铭
通讯作者: 周维善
刊名: 化学学报
发表日期: 2001-01-01
卷: 59, 期:4, 页:604-609
收录类别: SCI
部门归属: 中国科学院上海有机化学研究所现代有机合成化学实验室
摘要: 18—甲基—llα-—羟基腺甾—4—烯—3.17双酮是合成高效口服避孕药的重要中间体.试用黑根霉酶羟化引进11α—羟基于18—甲苯—19—失碳雌甾—4—烯—3,17—双酮,得到包括该化合物在内的几种不同位置羟基产物的混合物.改用赭曲霉酶羟化同一底物也得到包括11α—羟基在内的几种不同位置羟基产物的混合物.而用赭曲霉催化羟化18—甲基—17β羟基腺甾—4烯—3—酮时,首次得到15α—羟化的主要产物和7β—羟经化的次要产物.前者可用来合成另一类高效口服避孕药△15-D—18—甲基炔诺酮。
英文摘要: 18- methyl-11-α-hydroxygona-4-en-3,17-dione is a very important intermediate of some highly effective oral contraceptives. 18-methylgona-4-en-3, 17- dione was subjected to enzymatic hydroxylation by rhizopus nigricans to afford a mixture of some hydroxylated products including 11α-hydroxylated derivative. Aspergillus ochraceus ws also used for the same substrate to afford the similar result. 18-methyl-17β-hydroxygona-4-en-3-one was enzymaticly hydroxylated by Aspergillus ochraceus to yield 15α -hydroxylated derivative as the major product and 7β-hydroxylated derivative as a minor procuct. 15 α -hydroylated derivative which could be used for synthesis of an highly effective oral contraceptive Gestodene, was isolated from this microorganism for the first time.
语种: 中文
内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/11664
Appears in Collections:中科院天然产物有机化学重点实验室_期刊论文

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Recommended Citation:
周维善,蔡峰,沈季铭. 18- 甲基腺甾烯酮-类物的酶催化羟化[J]. 化学学报,2001,59(4):604-609.
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