27 (-)-および(+)-DehydrogriseofulvinのStreptomyces Speciesによる微生物変換
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概要
- 論文の詳細を見る
The microbial transformation of (-)-dehydrogriseofulvin (1a) to (+)-griseofulvin (2a) was initially investigated by Andres et al. using Streptomyces cinereocrocatus NRRL 3443. Since then, by means of ^2H NMR we showed the stereo-chemical course of the microbial hydrogenation of natural (-)-[5'-^2H]dehydrogriseofulvin (1b) into natural (+)-[5'α-^2H]griseofulvin (2b) by the same microorganism. We now proved that in the microbial transformation by S. cinereocrocatus (+)-[5'-^2H]dehydrogriseofulvin (3b) is transformed to (+)-[5'α-^2H]griseofulvin (2d). Further, (-)- and (+)-dehydrogriseofulvin (1a and 3a) were subjected to the microbial transformation by seven Streptomyces species (S. roseocromogenus, S. bikiniensis, S. griseinus, S. durhamensis, S. californicus, S. fimbriatus, and S. cinereoruber), respectively, as in the case of S. cinereocrocatus and it was found that the recovered dehydrogriseofulvin is a mixture of (-)- and (+)-enantiomer as a result of isomerization and the product, griseofulvin, is mainly compose of (+)-enantiomer, except for (-)-enantiomer in the case of the fermentation of (+)-dehydrogriseofulvin by S. cinereoruber. Our results also showed that the microbial systems are effective to produce natural (+)-griseofulvin from racemic (±)-dehydrogriseofulvin, which would be a candidate as intermediates in a practical synthesis.
- 天然有機化合物討論会の論文
- 1980-09-10
著者
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小田 泰子
Kyoritsu College of Pharmacy
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斉藤 肇
Biophysics Division National Cancer Center Research Institute
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斉藤 肇
国立がんセンター研究所生物物理部量子化学研究室
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佐藤 良博
共立薬大
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小田 泰子
共立薬大
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斉藤 肇
国立がんセンター研究所 生物物理部
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