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  • 标题:Enantioselective Dehydroxylation of Enterodiol and Enterolactone Precursors by Human Intestinal Bacteria
  • 本地全文:下载
  • 作者:Jong-Sik Jin ; Yu-Feng Zhao ; Norio Nakamura
  • 期刊名称:Biological and Pharmaceutical Bulletin
  • 印刷版ISSN:0918-6158
  • 电子版ISSN:1347-5215
  • 出版年度:2007
  • 卷号:30
  • 期号:11
  • 页码:2113-2119
  • DOI:10.1248/bpb.30.2113
  • 出版社:The Pharmaceutical Society of Japan
  • 摘要:During the course of experiments on the transformation of lignans to phytoestrogenic substances, such as enterodiol (END) and enterolactone (ENL), a previously isolated bacterium, Eubacterium ( E. ) sp. strain SDG-2, capable of phenolic p -dehydroxylation in the biotransformation of secoisolariciresinol diglucoside to END and ENL, was concluded to be Eggerthella ( Eg. ) lenta ( Eg. sp. SDG-2) on the basis of 16S rRNA gene sequence analysis. The bacterium could transform (+)-dihydroxyenterodiol (DHEND, 3a) to (+)-END (1a), but not for (−)-DHEND (3b) to (−)-END (1b) under anaerobic conditions. By incubation of a mixture of (+)- and (−)-dihydroxyenterolactone (DHENL, 4a and 4b) with Eg. sp. SDG-2, only (−)-DHENL (4b) was converted to (−)-ENL (2b), selectively. On the other hand, we isolated a different bacterium, strain ARC-1, capable of dehydroxylating (−)-DHEND (3b) to (−)-END (1b) from human feces. Strain ARC-1 could transform not only (−)-DHEND (3b) to (−)-END (1b), but also (+)-DHENL (4a) to (+)-ENL (2b). However, the bacterium could not transform (+)-DHEND (3a) and (−)-DHENL (4b). Both bacterial strains demonstrated different enantioselective dehydroxylation.
  • 关键词:human intestinal bacteria;lignan;enantioselectivity;dehydroxylation
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