Literature DB >> 17473433

Isolation and characterization of a human intestinal bacterium, Eubacterium sp. ARC-2, capable of demethylating arctigenin, in the essential metabolic process to enterolactone.

Jong-Sik Jin1, Yu-Feng Zhao, Norio Nakamura, Teruaki Akao, Nobuko Kakiuchi, Masao Hattori.   

Abstract

Plant lignans, such as pinoresinol diglucoside, secoisolariciresinol diglucoside and arctiin, are metabolized to mammalian lignans, enterolactone or enterodiol, by human intestinal bacteria. Their metabolic processes include deglucosylation, ring cleavage, demethylation, dehydroxylation and oxidation. Here we isolated an intestinal bacterium capable of demethylating arctigenin, an aglycone of arctiin, to 2,3-bis(3,4-dihydroxybenzyl)butyrolactone (1) from human feces, and identified as an Eubacterium species (E. sp. ARC-2), which is similar to Eubacterium limosum on the basis of morphological and biochemical properties and 16S rRNA gene sequencing. By incubating with E. sp. ARC-2, arctigenin was converted to 1 through stepwise demethylation. Demethylation of arctigenin by E. sp. ARC-2 was tetrahydrofolate- and ATP-dependent, indicating that the reaction was catalyzed by methyltransferase. Moreover, E. sp. ARC-2 transformed secoisolariciresinol to 2,3-bis(3,4-dihydroxybenzyl)-1,4-butanediol by demethylation.

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Year:  2007        PMID: 17473433     DOI: 10.1248/bpb.30.904

Source DB:  PubMed          Journal:  Biol Pharm Bull        ISSN: 0918-6158            Impact factor:   2.233


  7 in total

1.  Triclosan and prescription antibiotic exposures and enterolactone production in adults.

Authors:  Margaret A Adgent; Walter J Rogan
Journal:  Environ Res       Date:  2015-06-23       Impact factor: 6.498

2.  Production of enterodiol from defatted flaxseeds through biotransformation by human intestinal bacteria.

Authors:  Cheng-Zhi Wang; Xiao-Qing Ma; Dong-Hui Yang; Zhi-Rong Guo; Gui-Rong Liu; Ge-Xin Zhao; Jie Tang; Ya-Nan Zhang; Miao Ma; Shao-Qing Cai; Bao-Shan Ku; Shu-Lin Liu
Journal:  BMC Microbiol       Date:  2010-04-16       Impact factor: 3.605

Review 3.  Overview of the anti-inflammatory effects, pharmacokinetic properties and clinical efficacies of arctigenin and arctiin from Arctium lappa L.

Authors:  Qiong Gao; Mengbi Yang; Zhong Zuo
Journal:  Acta Pharmacol Sin       Date:  2018-04-26       Impact factor: 6.150

4.  Dietary lignans, plasma enterolactone levels, and metabolic risk in men: exploring the role of the gut microbiome.

Authors:  Yanping Li; Fenglei Wang; Qi Sun; Eric B Rimm; Jun Li; Kerry L Ivey; Jeremy E Wilkinson; Dong D Wang; Ruifeng Li; Gang Liu; Heather A Eliassen; Andrew T Chan; Clary B Clish; Curtis Huttenhower; Frank B Hu
Journal:  BMC Microbiol       Date:  2022-03-29       Impact factor: 3.605

5.  Comparative genomics and proteomics of Eubacterium maltosivorans: functional identification of trimethylamine methyltransferases and bacterial microcompartments in a human intestinal bacterium with a versatile lifestyle.

Authors:  Yuan Feng; Thi Phuong Nam Bui; Alfons J M Stams; Sjef Boeren; Irene Sánchez-Andrea; Willem M de Vos
Journal:  Environ Microbiol       Date:  2022-01-02       Impact factor: 5.476

6.  Lignans From Forsythia x Intermedia Leaves and Flowers Attenuate the Pro-inflammatory Function of Leukocytes and Their Interaction With Endothelial Cells.

Authors:  Barbara Michalak; Agnieszka Filipek; Piotr Chomicki; Małgorzata Pyza; Marta Woźniak; Barbara Żyżyńska-Granica; Jakub P Piwowarski; Agnieszka Kicel; Monika A Olszewska; Anna K Kiss
Journal:  Front Pharmacol       Date:  2018-04-24       Impact factor: 5.810

7.  Ligand binding affinities of arctigenin and its demethylated metabolites to estrogen receptor alpha.

Authors:  Jong-Sik Jin; Jong-Hyun Lee; Masao Hattori
Journal:  Molecules       Date:  2013-01-16       Impact factor: 4.411

  7 in total

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