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

Isolation and characterization of a human intestinal bacterium, Eubacterium sp ARC-2, capable of demethylating arctigenin, in the essential metabolic process to enterolactone
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DOI:
10.1248/bpb.30.904
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发表时间:
2007-05-01
影响因子:
2
通讯作者:
Hattori, Masao
Hattori, Masao
中科院分区:
医学4区
文献类型:
--
作者:
Jin, Jong-Sik;Zhao, Yu-Feng;Hattori, Masao

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植物木脂素,如松醇二葡萄糖苷、开环异落叶松树脂酚二葡萄糖苷和牛蒡苷,被人肠道细菌代谢为哺乳动物木脂素、肠内酯或肠二醇。它们的代谢过程包括去葡萄糖基化、开环、去甲基化、去羟基化和氧化。在此,我们从人类粪便中分离出一种能够将牛蒡苷元(牛蒡苷的糖苷配基)脱甲基为2;-双(3,4-二羟基苄基)丁内酯(1)的肠道细菌,并鉴定为真杆菌属(E. sp. ARC-2),在形态学和生化特性以及16 S rRNA基因测序的基础上与淤泥真杆菌(Eubacterium limosum)相似。用E. sp. ARC-2,牛蒡子苷元经逐步脱甲基转化为1。牛蒡子苷元的脱甲基反应。ARC-2是四氢叶酸和ATP依赖性的,表明该反应是由甲基转移酶催化的。此外,E. ARC-2通过脱甲基作用将开环异落叶松树脂酚转化为2,3-双(3,4-二羟基苄基)-1,4-丁二醇。
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;-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.