Investigation of the stereoselective metabolism of praziquantel after incubation with rat liver microsomes by capillary electrophoresis and liquid chromatography-mass spectrometry

Journal of Chromatography. B, Biomedical Sciences and Applications
C Lerch, G Blaschke

Abstract

Two different separation methods for the antischistosomal drug praziquantel and its metabolites by capillary electrophoresis are described. Achiral separation was obtained by micellar electrokinetic capillary chromatography using sodium dodecyl sulfate as micelle-forming surfactant. On the other hand, the negatively charged sulfobutylether-beta-cyclodextrin as a chiral selector enabled the separation of the drug and its metabolites as well as their enantioseparation. Based on this separation, the enantioselectivity of the metabolism of praziquantel was studied by incubation of the drug with rat liver microsomes. Whereas trans- and cis-4-hydroxypraziquantel were mainly formed from the R-(-)-enantiomer, another, different monohydroxylated metabolite was only formed from the S-(+)-enantiomer. Information about the structure of these metabolites was obtained, using LC-MS.

Citations

Sep 26, 2000·Biomedical Chromatography : BMC·E J Oliveira, D G Watson
Dec 16, 2006·Journal of Pharmaceutical and Biomedical Analysis·Pierina Sueli BonatoOsvaldo Massaiti Takayanagui
Apr 14, 2016·Diseases of Aquatic Organisms·Ning XuXiaohui Ai
Feb 22, 2017·Electrophoresis·Zoltán-István SzabóGergő Tóth
Jul 2, 2014·Antimicrobial Agents and Chemotherapy·Isabel MeisterJennifer Keiser
Mar 8, 2017·Antimicrobial Agents and Chemotherapy·Nuno ValeJosé M Correia da Costa
Jun 6, 2000·Journal of Chromatography. a·G Blaschke, B Chankvetadze
Mar 30, 2019·Journal of Agricultural and Food Chemistry·Yingxia ZhangDaniel W Armstrong
Aug 12, 2009·Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences·Renata Monteiro LimaVera Lucia Lanchote

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