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Human Intestinal Bacteria Capable of Transforming Secoisolariciresinol Diglucoside to Mammalian Lignans, Enterodiol and Enterolactone.

Chemical and Pharmaceutical Bulletin · 2000 · Vol. 48(11) · pp. 1606–1610

Abstract

Seven metabolites were isolated after anaerobic incubation of secoisolariciresinol diglucoside (1) with a human fecal suspension. They were identified as (-)-secoisolariciresinol (2), 3-demethyl-(-)-secoisolariciresinol (3), 2-(3-hydroxybenzyl)-3-(4-hydroxy-3-methoxybenzyl)butane-1,4-diol (4), didemethylsecoisolariciresinol (5), 2(3-hydroxybenzyl)-3-(3,4-dihydroxybenzyl)butane-1,4-diol (6), enterodiol (7) and enterolactone (8). Furthermore, two bacterial strains, Peptostreptococcus sp. SDG-1 and Eubacterium sp. SDG-2, responsible for the transformation of 1 to a mammalian lignan 7, were isolated from a human fecal suspension. The former transformed 2 to 3 and 5, as well as 4 to 6, and the latter transformed 5 to 6 and 7.

Microbial Metabolites in Food BiotechnologyParaoxonase enzyme and polymorphismsDiet, Metabolism, and DiseaseEnterolactoneChemistryLignanBacteriaIntestinal bacteriaBiochemistryStereochemistryGeneticsBiologyPhytoestrogens

MeSH terms

AnimalsButylene GlycolsCulture MediaEstrogensEubacteriumFecesGlucosidesHumansIntestinesMaleMagnetic Resonance SpectroscopyPeptostreptococcusMass Spectrometry4-ButyrolactoneRats, Wistar
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