Detection and identification of the plant lignans lariciresinol, isolariciresinol and secoisolariciresinol in human urine
- 1 April 1989
- journal article
- research article
- Published by Elsevier BV in Clinica Chimica Acta; International Journal of Clinical Chemistry
- Vol. 180 (3), 293-301
- https://doi.org/10.1016/0009-8981(89)90011-9
Abstract
The mammalian lignans enterolactone and enterodiol are regular constituents of human urine and are excreted daily in μmol amounts. They are produced by metabolic action of intestinal bacteria from natural plant lignan precursors which are constituents of various food plants. However, natural plant lignans seem to occur very seldom in detectable amounts in human urine. The present investigation shows that only in 5% of the 150 diphenolic fractions extracted from the urine of women plant lignans other than the previously identified matairesinol could be found. The lignans lariciresinol, isolariciresinol and secoisolariciresinol were identified for the first time by comparison of their GC characteristics and mass spectra with the corresponding results of authentic synthesized reference compounds. Secoisolariciresinol is one natural precursor of the mammalian lignan enterodiol. Of the two other plant lignans, no animal or human metabolic products are known. The occurrence of chemically unchanged plant lignans in some cases in human urine could be a result of an insufficient metabolic capacity of intestinal bacteria, resulting in a decreased detoxification of phenolic plant products.Keywords
This publication has 22 references indexed in Scilit:
- Determination of urinary lignans and phytoestrogen metabolites, potential antiestrogens and anticarcinogens, in urine of women on various habitual dietsJournal of Steroid Biochemistry, 1986
- The Ca2+ antagonist activity of lignans.CHEMICAL & PHARMACEUTICAL BULLETIN, 1986
- The Constituents of Conifer Needles. Dilignol Glycosides from Pinus massoniana Lamb.Acta Chemica Scandinavica, 1985
- Production and metabolism of lignans by the human faecal floraJournal of Applied Bacteriology, 1985
- Phytotoxic properties of nordihydroguaiaretic acid, a lignan fromLarrea tridentata (Creosote bush)Journal of Chemical Ecology, 1985
- Lariciresinol Derivatives from Turrea nilotica and Monechma ciliatumJournal of Natural Products, 1984
- The excretion of lignans in rats — evidence for an intestinal bacterial source for this new group of compoundsFEBS Letters, 1981
- Studies on constituents of medicinal plants. XXII. Constituents of Schizandra nigra Max. 4.CHEMICAL & PHARMACEUTICAL BULLETIN, 1979
- Analysis of Lignans in Norway Spruce by Combined Gas Chromatography — Mass SpectrometryHolzforschung, 1976
- Über einige neue Lignane und stereochemische Zusammenhänge in der LignangruppeEuropean Journal of Inorganic Chemistry, 1961