ORIGIN OF LIGNANS IN MAMMALS AND IDENTIFICATION OF A PRECURSOR FROM PLANTS

ORIGIN OF LIGNANS IN MAMMALS AND IDENTIFICATION OF A PRECURSOR FROM PLANTS
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DOI:
10.1038/298659a0
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发表时间:
1982-01-01
期刊:
影响因子:
64.8
通讯作者:
SETCHELL, KDR
SETCHELL, KDR
中科院分区:
综合性期刊1区
文献类型:
--
作者:
AXELSON, M;SJOVALL, J;SETCHELL, KDR

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木脂素是一类具有二苄基丁烷骨架的化合物,直到最近才在高等植物中发现2,3.首次在人和动物中鉴定出木脂素weretrans-2,3-bis(3-hydroxybenzyl)-γ-butyrolactone(肠内酯)4-6和2,3-二(3-羟基苄基)丁烷-1,4-二醇(肠二醇)4,5。这些结构与植物木脂素的结构不同,因为这些结构只在对位取代芳环。肠内酯和肠二醇在尿液和胆汁中排泄,主要是以葡萄糖醛酸结合物7,8的形式排泄,它们的形成8,9需要肠道微生物群。然而,尚不清楚它们是由微生物新合成的,还是由饮食前体形成的。我们在此报告的证据表明,这些哺乳动物木脂素是由微生物作用于前体木脂素而形成的,这些木脂素是植物来源的饮食成分。前体存在于不同物种的种子中,在亚麻籽中尤为丰富。根据这一来源,2,3-bis(3-methoxy-4-hydroxybenzyl)butane-1,4-diol(Secosolariciresinol)已被鉴定为一种糖苷。
Lignans are a class of compounds with a dibenzylbutane skeleton1which until recently had only been found in higher plants2,3. The first lignans to be identified in humans and animals weretrans-2,3-bis(3-hydroxybenzyl)-γ-butyrolactone (enterolactone)4–6and 2,3-bis(3-hydroxybenzyl)butane-1,4-diol (enterodiol)4,5. These structures differ from those of plant lignans by having aromatic rings substituted only in themetaposition. Enterolactone and enterodiol are excreted in the urine and bile, predominantly as glucuronide conjugates7,8, and intestinal microflora is required for their formation8,9. It is not known, however, whether they are synthesizedde novoby microorganisms or are formed from dietary precursors. We report here evidence that these mammalian lignans are formed by microbial action on precursor lignans which are present as dietary constituents of plant origin. Precursors are found in seeds of different species, being particularly abundant in linseed. From this source, 2,3-bis(3-methoxy-4-hydroxybenzyl)butane-1,4-diol (secoisolariciresinol) has been identified as a glycoside.