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Identification of oxidation products of 5-aminosalicylic acid in faeces and the study of their formation in vitro

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  • J. Jensen
  • Cornett, Claus
  • C. E. Olsen
  • S. Bondesen
  • J. Christensen
  • L. A. Christensen
  • J. Tjornelund
  • S. H. Hansen
The formation of three oxidant-derived products of 5-aminosalicylic acid (5-ASA) in vivo was demonstrated in patients with active ulcerative colitis as well as is healthy subjects. The products were isolated from faeces by preparative HPLC and their chemical structures were found to be oxidation products of 5-ASA using H-1-NMR spectroscopy and mass spectrometry. Reactions carried out in vitro between 5-ASA and oxidants suggested to be present in the inflamed bowel verified that the hypochlorite-mediated oxidation of 5-ASA as well as the haemoglobin-catalysed H2O2-dependent oxidation of 5-ASA resulted in the formation of a single oxidation product of 5-ASA. This product was similar to, but not identical to any of the products identified in faeces from patients receiving 5-ASA. Oxygen radical-mediated oxidation of 5-ASA gave several products, different from the products isolated. Finally, it was verified that the products formed in vivo are not formed as a result of autooxidation of 5-ASA either in faeces extract or in pharmaceuticals.
OriginalsprogUdefineret/Ukendt
TidsskriftBiochemical Pharmacology
Vol/bind45
Udgave nummer6
Sider (fra-til)1201-1209
Antal sider9
ISSN0006-2952
StatusUdgivet - 1993

    Forskningsområder

  • metabolites sulfasalazine olsalazine hemoglobin mechanism damage

ID: 38061623