ABSOLUTE-CONFIGURATION OF DEHYDRODICONIFERYL ALCOHOL

被引：48

作者：

HIRAI, N ^{[1
]}

OKAMOTO, M ^{[1
]}

UDAGAWA, H ^{[1
]}

YAMAMURO, M ^{[1
]}

KATO, M ^{[1
]}

KOSHIMIZU, K ^{[1
]}

机构：

[1] SUMITOMO PHARMACEUT CO LTD, ENVIRONM HLTH SCI LAB, KONOHANA KU, OSAKA 554, JAPAN

来源：

BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY | 1994年 / 58卷 / 09期

关键词：

D O I：

10.1271/bbb.58.1679

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The absolute configuration of dehydrodiconiferyl alcohol was elucidated by chemical degradation. (+)-Dehydrodiconiferyl alcohol was prepared by optically resolving the recemate with HPLC and degraded to methylsuccinic acid. This methylsuccinic acid was the (R)-(+)-enantiomer, the optical purity of which was confirmed by HPLC after suitable conversion. This result shows that the absolute configuration of C-2 of(+)-dehydrodiconiferyl alcohol was S. H-2 and H-3 of(+)-dehydrodiconiferyl alcohol are trans, so the absolute configuration of C-3 must be R. Thus, (+)-dehydrodiconiferyl alcohol was 2S and 3R, and the (-)-enantiomer was 2R and 3S. The absolute configuration of natural glucosides of dehydrodiconiferyl alcohol was also elucidated.

引用

页码：1679 / 1684

页数：6

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