In vitro metabolism of plant lignans: New precursors of mammalian lignans enterolactone and enterodiol

Satu Heinonen, Tarja Nurmi, Kirsi Liukkonen, Kaisa Poutanen (Corresponding Author), Kristiina Wähälä, Takeshi Deyama, Sansei Nishibe, Herman Adlercreutz (Corresponding Author)

Research output: Contribution to journalArticleScientificpeer-review

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Abstract

The metabolism of the plant lignans matairesinol, secoisolariciresinol, pinoresinol, syringaresinol, arctigenin, 7-hydroxymatairesinol, isolariciresinol, and lariciresinol by human fecal microflora was investigated to study their properties as mammalian lignan precursors. The quantitative analyses of lignan precursors and the mammalian lignans enterolactone and enterodiol were performed by HPLC with coulometric electrode array detector. The metabolic products, including mammalian lignans, were characterized as trimethylsilyl derivatives by gas chromatography−mass spectrometry. Matairesinol, secoisolariciresinol, lariciresinol, and pinoresinol were converted to mammalian lignans only. Several metabolites were isolated and tentatively identified as for syringaresinol and arctigenin in addition to the mammalian lignans. Metabolites of 7-hydroxymatairesinol were characterized as enterolactone and 7-hydroxyenterolactone by comparison with authentic reference compounds. A metabolic scheme describing the conversion of the most abundant new mammalian lignan precursors, pinoresinol and lariciresinol, is presented.
Original languageEnglish
Pages (from-to)3178-3186
Number of pages8
JournalJournal of Agricultural and Food Chemistry
Volume49
Issue number7
DOIs
Publication statusPublished - 2001
MoE publication typeA1 Journal article-refereed

Keywords

  • Phytoestrogens
  • lignans
  • matairesinol
  • secoisolariciresinol
  • lariciresinol
  • pinoresinol
  • syringaresinol
  • isolariciresinol
  • arctigenin
  • 7-hydroxymatairesinol
  • mammalian lignans
  • enterolactone
  • enterodiol

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    Heinonen, S., Nurmi, T., Liukkonen, K., Poutanen, K., Wähälä, K., Deyama, T., Nishibe, S., & Adlercreutz, H. (2001). In vitro metabolism of plant lignans: New precursors of mammalian lignans enterolactone and enterodiol. Journal of Agricultural and Food Chemistry, 49(7), 3178-3186. https://doi.org/10.1021/jf010038a