title: Enantioselective oxidation of enterodiol to enterolactone by human intestinal bacteria.
abstract: In the course of our experiments on the metabolic conversion of lignans to the estrogenic substances enterodiol (END) and enterolactone (ENL) by human intestinal flora, we isolated two anaerobes, Ruminococcus sp. END-1 and strain END-2, capable of oxidizing END. The former selectively converted (-)-END to (-)-ENL, while the latter selectively converted (+)-END to (+)-ENL, indicating enantioselective oxidation by intestinal bacteria.
authors.affiliation: Institute of Natural Medicine, University of Toyama, 2630 Sugitani, Toyama, Japan.
authors.forename: Jong-Sik
authors.initials: JS
authors.lastname: Jin
authors.forename: Nobuko
authors.initials: N
authors.lastname: Kakiuchi
authors.forename: Masao
authors.initials: M
authors.lastname: Hattori
mesh_terms: D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000096:biosynthesis / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid; D002853:Chromatography, Liquid; D005798:Genes, Bacterial; D006801:Humans; D007422:Intestines / Q000382:microbiology*; D017705:Lignans / Q000096:biosynthesis* / Q000737:chemistry / Q000378:metabolism*; D013058:Mass Spectrometry; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010802:Phylogeny; D012329:RNA, Bacterial / Q000235:genetics; D012336:RNA, Ribosomal, 16S / Q000235:genetics; D045857:Ruminococcus / Q000145:classification / Q000302:isolation & purification / Q000378:metabolism; D017423:Sequence Analysis, RNA; D013056:Spectrophotometry, Ultraviolet; D013237:Stereoisomerism; D013379:Substrate Specificity
chemical_list: D017705:Lignans; D012329:RNA, Bacterial; D012336:RNA, Ribosomal, 16S; C029498:2,3-bis(3'-hydroxybenzyl)butane-1,4-diol; D015107:4-Butyrolactone; C029497:2,3-bis(3'-hydroxybenzyl)butyrolactone