Separation and identification of the 4-hydroxyantipyrine sulphoconjugate

J Chromatogr. 1992 Apr 15;576(1):103-9. doi: 10.1016/0378-4347(92)80180-x.

Abstract

In a previous study we observed, during separation of total antipyrine metabolites by high-performance liquid chromatography and after enzymatic hydrolysis, an unidentified peak corresponding to an ionic compound with pyrazolinone features. In the present study, this compound was identified as the 4-hydroxyantipyrine sulphoconjugate, and its structure was definitively confirmed by gas chromatographic-mass spectrometric analysis and by the use of pure synthetic substance. We also demonstrated the inhibitory effect of sodium metabisulphite, a necessary preservative of urinary samples, on hydrolysis of this conjugate in the presence of sulphatases from Helix pomatia or Aerobacter aerogenes. This inhibitory effect makes it impossible to perform a global assay of antipyrine metabolites after enzymatic or chemical hydrolysis and confirms the value of direct assay of the 4-hydroxyantipyrine sulphoconjugate.

MeSH terms

  • Adult
  • Antipyrine / analogs & derivatives*
  • Antipyrine / metabolism
  • Antipyrine / urine
  • Chemical Phenomena
  • Chemistry, Physical
  • Chromatography, Gas
  • Chromatography, High Pressure Liquid
  • Gas Chromatography-Mass Spectrometry
  • Humans
  • Hydrolysis
  • Indicators and Reagents
  • Mass Spectrometry
  • Sulfatases / metabolism
  • Sulfites

Substances

  • Indicators and Reagents
  • Sulfites
  • 4-hydroxyantipyrine
  • sodium metabisulfite
  • Sulfatases
  • Antipyrine