Further Studies on a Human Intestinal Bacterium Ruminococcus sp. END-1 for Transformation of Plant Lignans to Mammalian Lignans

A human intestinal bacterium Ruminococcus (R.) sp. END-1 capable of oxidizing (−)-enterodiol to (−)-enterolactone, enantioselectively, was further investigated from the perspective of transformation of plant lignans to mammalian lignans; A cell-free extract of the bacterium transformed (−)-enterodio...

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Veröffentlicht in:Journal of agricultural and food chemistry 2009-08, Vol.57 (16), p.7537-7542
Hauptverfasser: Jin, Jong-Sik, Hattori, Masao
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container_title Journal of agricultural and food chemistry
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creator Jin, Jong-Sik
Hattori, Masao
description A human intestinal bacterium Ruminococcus (R.) sp. END-1 capable of oxidizing (−)-enterodiol to (−)-enterolactone, enantioselectively, was further investigated from the perspective of transformation of plant lignans to mammalian lignans; A cell-free extract of the bacterium transformed (−)-enterodiol to (−)-enterolactone through an intermediate, enterolactol. The bacterium showed not only oxidation but also demethylation and deglucosylation activities for plant lignans. Arctiin and secoisolariciresinol diglucoside were converted to (−)-dihydroxyenterolactone and (+)-dihydroxyenterodiol, respectively. Moreover, by coincubation with Eggerthella sp. SDG-2, the bacterium transformed arctiin and secoisolariciresinol diglucoside to (−)-enterolactone and (+)-enterodiol, respectively.
doi_str_mv 10.1021/jf900902p
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END-1 for Transformation of Plant Lignans to Mammalian Lignans</title><title>Journal of agricultural and food chemistry</title><addtitle>J. Agric. Food Chem</addtitle><description>A human intestinal bacterium Ruminococcus (R.) sp. END-1 capable of oxidizing (−)-enterodiol to (−)-enterolactone, enantioselectively, was further investigated from the perspective of transformation of plant lignans to mammalian lignans; A cell-free extract of the bacterium transformed (−)-enterodiol to (−)-enterolactone through an intermediate, enterolactol. The bacterium showed not only oxidation but also demethylation and deglucosylation activities for plant lignans. Arctiin and secoisolariciresinol diglucoside were converted to (−)-dihydroxyenterolactone and (+)-dihydroxyenterodiol, respectively. Moreover, by coincubation with Eggerthella sp. 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Psychology</subject><subject>Furans - chemistry</subject><subject>Furans - metabolism</subject><subject>Glucosides - chemistry</subject><subject>Glucosides - metabolism</subject><subject>Humans</subject><subject>intestinal microorganisms</subject><subject>Intestines - microbiology</subject><subject>lignans</subject><subject>Lignans - chemistry</subject><subject>Lignans - metabolism</subject><subject>Molecular Structure</subject><subject>oxidation</subject><subject>plant extracts</subject><subject>resinols</subject><subject>Ruminococcus</subject><subject>Ruminococcus - isolation &amp; purification</subject><subject>Ruminococcus - metabolism</subject><subject>stereochemistry</subject><subject>Stereoisomerism</subject><issn>0021-8561</issn><issn>1520-5118</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2009</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkT1vFDEQhi0EIkeg4A-AG4QoNszY6_0oISQk0vEhktSrOZ8dfFqvD3tdUPHXcbhVoKDxWDOPXs37DmPPEU4QBL7d2R6gB7F_wFaoBFQKsXvIVlCGVacaPGJPUtoBQKdaeMyOsG8k1KhW7Nd5jvN3E_nVnLfOJB4mTvwie5r45TSbNLuJRv6e9Gyiy55_y95NQQetc-Jpf8LPPn-okNsQ-XWkKZWPp9kVmWD515Gmma_d7VQmfA78E3lPoyviS_Mpe2RpTObZUo_ZzfnZ9elFtf7y8fL03bqiWtZzpSSKppGiI401tXVrEKTVkhqDuJEadbtBIKNq1Vto1La46zR2fXnvbMtj9vqgu4_hRy62Bu-SNmNZ0ISchlbKTja1UoV8cyB1DClFY4d9dJ7izwFhuIt7uI-7sC8W1bzxZvuXXPItwKsFoKRptCUh7dI9JwT0Qv3hXh44S2Gg21iYmysBKAGbtu7UP0qk07ALOZazpP-s9BscFJti</recordid><startdate>20090826</startdate><enddate>20090826</enddate><creator>Jin, Jong-Sik</creator><creator>Hattori, Masao</creator><general>American Chemical Society</general><scope>FBQ</scope><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20090826</creationdate><title>Further Studies on a Human Intestinal Bacterium Ruminococcus sp. END-1 for Transformation of Plant Lignans to Mammalian Lignans</title><author>Jin, Jong-Sik ; Hattori, Masao</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a434t-531266328ac14a747e103fc3a6e11b3c1c7b10ae5459f065d0418c18918c00083</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2009</creationdate><topic>Biological and medical sciences</topic><topic>Biotransformation</topic><topic>Butylene Glycols - chemistry</topic><topic>Butylene Glycols - metabolism</topic><topic>chemical reactions</topic><topic>enterodiols</topic><topic>enterolactones</topic><topic>Food Chemistry/Biochemistry</topic><topic>Food industries</topic><topic>Fundamental and applied biological sciences. 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END-1 for Transformation of Plant Lignans to Mammalian Lignans</atitle><jtitle>Journal of agricultural and food chemistry</jtitle><addtitle>J. Agric. Food Chem</addtitle><date>2009-08-26</date><risdate>2009</risdate><volume>57</volume><issue>16</issue><spage>7537</spage><epage>7542</epage><pages>7537-7542</pages><issn>0021-8561</issn><eissn>1520-5118</eissn><coden>JAFCAU</coden><abstract>A human intestinal bacterium Ruminococcus (R.) sp. END-1 capable of oxidizing (−)-enterodiol to (−)-enterolactone, enantioselectively, was further investigated from the perspective of transformation of plant lignans to mammalian lignans; A cell-free extract of the bacterium transformed (−)-enterodiol to (−)-enterolactone through an intermediate, enterolactol. The bacterium showed not only oxidation but also demethylation and deglucosylation activities for plant lignans. Arctiin and secoisolariciresinol diglucoside were converted to (−)-dihydroxyenterolactone and (+)-dihydroxyenterodiol, respectively. Moreover, by coincubation with Eggerthella sp. SDG-2, the bacterium transformed arctiin and secoisolariciresinol diglucoside to (−)-enterolactone and (+)-enterodiol, respectively.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>19630415</pmid><doi>10.1021/jf900902p</doi><tpages>6</tpages></addata></record>
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source ACS Publications; MEDLINE
subjects Biological and medical sciences
Biotransformation
Butylene Glycols - chemistry
Butylene Glycols - metabolism
chemical reactions
enterodiols
enterolactones
Food Chemistry/Biochemistry
Food industries
Fundamental and applied biological sciences. Psychology
Furans - chemistry
Furans - metabolism
Glucosides - chemistry
Glucosides - metabolism
Humans
intestinal microorganisms
Intestines - microbiology
lignans
Lignans - chemistry
Lignans - metabolism
Molecular Structure
oxidation
plant extracts
resinols
Ruminococcus
Ruminococcus - isolation & purification
Ruminococcus - metabolism
stereochemistry
Stereoisomerism
title Further Studies on a Human Intestinal Bacterium Ruminococcus sp. END-1 for Transformation of Plant Lignans to Mammalian Lignans
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