Enantiomeric determination of the phenylmorpholinol metabolite of bupropion in human plasma using coupled achiral-chiral liquid chromatography

Biomedical Chromatography : BMC
R F SuckowT B Cooper

Abstract

A coupled achiral-chiral stationary phase liquid chromatographic technique was developed to separate and quantitate the enantiomers of the phenylmorpholinol metabolite (2) of the antidepressant bupropion (1) in human plasma. At the retention time of 2, a switching valve loaded a portion of the eluting compound onto a protein-bonded chiral stationary phase which resolved 2 into the (+) and (-) stereoisomers using an aqueous mobile phase of potassium phosphate (pH = 6.25) and 5% 2-propanol. All eluting compounds were monitored using UV detection at 214 nm, and no plasma endogenous material or other commonly used psychotropic drugs were found to interfere. Within-day and between-day variation were less than 6% over the expected concentration range, and a limit of quantitation of about 125 ng/mL of 2 was observed. Steady-state plasma samples from 17 patients receiving 1 were found to contain the (-) enantiomer to the extent of about 96% of total 2. The potential clinical implications of these results are not known since all previous pharmacological studies were carried out with the racemic 2.

References

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Citations

Jan 26, 2008·Pharmaceutical Research·Rebecka Coles, Evan D Kharasch
Aug 12, 2003·European Journal of Pharmacology·Mikhail L BondarevRichard A Glennon
Jan 5, 2002·Journal of Pharmaceutical and Biomedical Analysis·Jun Haginaka
Jan 24, 2016·Drug Metabolism and Disposition : the Biological Fate of Chemicals·Brandon T GuffordZeruesenay Desta
Mar 11, 2016·Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences·Aaron M TeitelbaumEvan D Kharasch
Feb 22, 2008·Journal of Clinical Pharmacology·Evan D KharaschRebecka Coles
Jun 27, 2013·Biomedical Chromatography : BMC·Rohit BansalGulshan Bansal
Oct 31, 2014·Biomedical Chromatography : BMC·R Nageswara Rao, K Guru Prasad
Jun 4, 2016·The Journal of Pharmacology and Experimental Therapeutics·Andrea R MastersZeruesenay Desta
Apr 15, 2004·Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences·Virginia BorgesJack Henion
Feb 23, 2008·Critical Reviews in Clinical Laboratory Sciences·Sarah M R WilleWilly E E Lambert
May 28, 2019·Drug Metabolism Reviews·Rafaela CostaRicardo Jorge Dinis-Oliveira
Apr 3, 2020·Drug Metabolism and Disposition : the Biological Fate of Chemicals·Pan-Fen WangEvan D Kharasch
May 8, 2004·CNS Spectrums·C Lindsay DeVane, David W Boulton

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