Isolation and identification of 8-hydroxypraziquantel as a metabolite of the antischistosomal drug praziquantel.
Praziquantel, a broad spectrum anthelmintic drug, is extensively metabolized in the liver, yielding mainly monohydroxylated and dihydroxylated phase-I metabolites. However, the exact chemical structure of most metabolites is still unknown. One of these unidentified phase-I metabolites was isolated from human urine by high performance liquid chromatography using an isocratic separation method. This metabolite was identified as 8-hydroxypraziquantel. For the structure elucidation, electrospray ionization-mass spectrometry, 1H and 13C NMR spectroscopy have been used.
Schepmann
D
D
Department of Pharmaceutical Chemistry, University of Muenster, Hittorfstrasse 58-62, 48149, Muenster, Germany.
Blaschke
G
G
D001711:Biotransformation; D002851:Chromatography, High Pressure Liquid; D006801:Humans; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D011223:Praziquantel / Q000031:analogs & derivatives / Q000378:metabolism* / Q000493:pharmacokinetics* / Q000652:urine; D012556:Schistosomicides / Q000493:pharmacokinetics* / Q000652:urine; D021241:Spectrometry, Mass, Electrospray Ionization
C442470:8-hydroxypraziquantel; D007202:Indicators and Reagents; D012556:Schistosomicides; D011223:Praziquantel