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Scientific article
English

Simultaneous stereoselective analysis by capillary electrophoresis of tramadol enantiomers and their main phase I metabolites in urine

Contributors

Rudaz, Serge; Veuthey, Jean-Luc; Desiderio, Claudia; Fanali, Salvatore

Published in

Journal of chromatography, vol. 846, no. 1-2, p. 227-237

Publication date

1999

Abstract

Capillary zone electrophoresis was successfully applied to the enantiomeric resolution of racemic tramadol and its six phase I metabolites using carboxymethylated beta-cyclodextrin (CMB) added to the background electrolyte (BGE). Baseline resolution of tramadol and its metabolites was obtained in less than 30 min using a 50 mM phosphate buffer (pH 2.5) containing 5 mM of CMB. Chiral determinations of tramadol and its main three metabolites, O-demethyltramadol (M1), N-demethyltramadol (M2) and O-demethyl-N-demethyltramadol (M5), were performed in urine after a simple double liquid-liquid extraction of 200 microliters of biological material. In the tested concentration range (0.5-20 micrograms/ml, except for M2: 0.5-10 micrograms/ml) coefficients of correlation superior than 0.994 were obtained. Within-day variation determined on three different concentrations for each enantiomers showed accuracies ranging from 95.4% to 103.2%. The relative standard deviation (RSD) of these assays was determined to be less than 10.0%. Day-to-day variation presented accuracies ranging from 96.3% to 106.5% with a RSD less than 9.0%. After oral administration of 100 mg of tramadol hydrochloride to an healthy volunteer, the urinary excretion was monitored during 30 h. About 15% of the dose was excreted as unchanged tramadol. The enantiomeric ratios of all the excreted analytes, T, M1, M2 and M5, were found to be very different to 1.0, showing that a stereoselective metabolism of tramadol clearly occurred.

Keywords

  • Analgesics, Opioid/chemistry/urine
  • Electrophoresis, Capillary/methods
  • Humans
  • Reference Standards
  • Reproducibility of Results
  • Stereoisomerism
  • Tramadol/chemistry/urine

UNIGE affiliation entities

Citation (ISO format)

RUDAZ, Serge et al. Simultaneous stereoselective analysis by capillary electrophoresis of tramadol enantiomers and their main phase I metabolites in urine. In: Journal of chromatography, 1999, vol. 846, n° 1-2, p. 227–237. doi: 10.1016/s0021-9673(99)00028-x

Main files (1)

Article (Published version)

Identifiers

Journal ISSN

0021-9673
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Technical informations

Creation

22/06/2010 14:09:00

First validation

22/06/2010 14:09:00

Update

13/03/2026 08:29:18

Status update

13/03/2026 08:29:18

Last indexation

13/03/2026 08:33:25
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