Identification of oxidation products of 5-aminosalicylic acid in faeces and the study of their formation in vitro
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Identification of oxidation products of 5-aminosalicylic acid in faeces and the study of their formation in vitro. / Jensen, J.; Cornett, Claus; Olsen, C. E.; Bondesen, S.; Christensen, J.; Christensen, L. A.; Tjornelund, J.; Hansen, S. H.
In: Biochemical Pharmacology, Vol. 45, No. 6, 1993, p. 1201-1209.Research output: Contribution to journal › Journal article › Research › peer-review
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TY - JOUR
T1 - Identification of oxidation products of 5-aminosalicylic acid in faeces and the study of their formation in vitro
AU - Jensen, J.
AU - Cornett, Claus
AU - Olsen, C. E.
AU - Bondesen, S.
AU - Christensen, J.
AU - Christensen, L. A.
AU - Tjornelund, J.
AU - Hansen, S. H.
PY - 1993
Y1 - 1993
N2 - 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.
AB - 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.
KW - metabolites sulfasalazine olsalazine hemoglobin mechanism damage
M3 - Journal article
VL - 45
SP - 1201
EP - 1209
JO - Biochemical Pharmacology
JF - Biochemical Pharmacology
SN - 0006-2952
IS - 6
ER -
ID: 38061623