The definitive identification of the lignans trans-2,3-bis(3-hydroxybenzyl)-gamma-butyrolactone and 2,3-bis(3-hydroxybenzyl)butane-1,4-diol in human and animal urine

Biochem J. 1981 Aug 1;197(2):447-58. doi: 10.1042/bj1970447.

Abstract

The definitive identification of the first lignans to be found in humans and animals is described. Gas chromatography--mass spectrometry, n.m.r. spectroscopy, i.r. spectroscopy and chemical techniques were employed to establish the structures of two lignans as trans-2,3-bis(3-hydroxybenzyl)-gamma-butyrolactone and 2,3-bis(3-hydroxybenzyl)butane-1,4-diol. Both compounds are essetially racemic. Evidence was also found for several methoxy analogues of these lignans in the vervet monkey.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 4-Butyrolactone / analogs & derivatives
  • 4-Butyrolactone / isolation & purification
  • 4-Butyrolactone / urine*
  • Animals
  • Butylene Glycols / isolation & purification
  • Butylene Glycols / urine*
  • Chemical Phenomena
  • Chemistry
  • Chlorocebus aethiops
  • Chromatography, Gas
  • Chromatography, Thin Layer
  • Female
  • Furans / urine*
  • Gas Chromatography-Mass Spectrometry
  • Humans
  • Lignans*
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Pregnancy

Substances

  • Butylene Glycols
  • Furans
  • Lignans
  • 2,3-bis(3'-hydroxybenzyl)butane-1,4-diol
  • 4-Butyrolactone
  • 2,3-bis(3'-hydroxybenzyl)butyrolactone