Chiral Separation of the Enantiomers of Metoprolol and its Metabolites by High Performance Liquid Chromatography

Archives of Pharmacal Research

Volumn 23, Issue 3, 2000, Pages 230-236

  Kim, Kyeong Ho ^a   Shin, Sang Duk ^a   Lee, Joo Hyun ^a   Lee, Sang Cheal ^a   Kang, Jong Seong ^b   Mar, Woongchon ^c   Hong, Seon Pyo ^d   Kim, Hyun Ju ^a  

^a Kangwon National University   (South Korea)

^b Chungnam National University   (South Korea)

^c Seoul National University   (South Korea)

^d Kyung Hee University   (South Korea)

Author keywords

Chiral stationary phase; Enantiomeric resolution; Metoprolol acid; O desmethylmetoprolol; hydroxymetoprolol

Indexed keywords

BETA ADRENERGIC RECEPTOR BLOCKING AGENT; METOPROLOL;

ARTICLE; CHEMISTRY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; ISOLATION AND PURIFICATION; METHODOLOGY; STEREOISOMERISM;

ADRENERGIC BETA-ANTAGONISTS; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; METOPROLOL; STEREOISOMERISM;

EID: 0034201094     PISSN: 02536269     EISSN: None     Source Type: Journal    
DOI: 10.1007/BF02976450     Document Type: Article

References (13)

1. Baldwin, J. J. and Abrams, W. B., In: Drug Stereochemistry. New York, Marcel Dekker, 319 (1988).
2. Balmer, K., Persson, A., Lagerstrom, P. O. and Persson, B. A., Liquid Chromatographic separation of the enantiomers of metoprolol and its α-hydroxy metabolite on Chiralcel OD for determination in plasma and urine. J. Chromatogr., 553, 391-397 (1991).
3. Borg, K. O., Carlsson, E., Hoffmann, K. J., Jonsson, T. E., Thorin, H. and Wallin, B., Metabolism of metoprolol [3H] in man, the dog and the rat. Acta Pharmacol. Toxicol., 36, 125-135 (1975).
4. Ekelund, J., Arkens, A., Kirsten, B. H., Fich, K., Olsen, L and Peterson, P. V., Chiral separations of β-blocking drug substances using chiral stationary phases. J. Chromatogr. A, 708, 253-261 (1995).
5. 1-acid glycoprotein column. J. Chromatogr. A, 694, 57-69 (1995).
6. Kim, K. H., Choi, B. W., Hong, S. and Kim, H. J., Chiral purity test of metoprolol enantiomer after derivatization with (-)-menthyl chloroformate by reversed-phase high performance liquid chromatography. Arch. Pharm. Res., 22, 614-618 (1999).
7. Kim, M. S., Shen, D. D., Eddy, A. C. and Nelson, W. L., Inhibition of the enantiselective oxidative metabolism of metoprolol by verapamil in human liver microsomes. Drug Metab. Dispos., 21, 309-317 (1992).
8. Leloux, M. S., Rapid chiral separation of metoprolol in plasma-Application to the pnarmacokinetics/pharmacodynamics of metoprolol enantiomers in the conscious goat Biomed. Chromatogr., 6, 99-105 (1992).
9. Li, F., Cooper, S. F. and Cote, M., Determination of the enantiomers of metoprolol and its major acidic metabolite in human urine by high-performance liquid chromatography with fluorescence detection. J. Chromatogr. B, 668, 67-75 (1995).
10. Li, F. and Cooper, S. F., The simultaneous identification of metoprolol and its major acidic and basic metabolites in human urine by gas chromatography-mass spectrometry. Instrum. Sci. Technol., 24, 13-22 (1996).
11. Murthy, S. S., Shetty, H. U., Nelson, W. L., Jackson, P. R. and Lennard, M. S., Enantioselective and diastereoselective aspects of the oxidative metabolism of metoprolol. Biochem. Pharmacol., 40, 1637-1644 (1990).
12. Nathanson, J. A., Stereospecificity of beta-adrenergjc antagonists: R-enantiomers show increased selectivity for beta-2 receptors in the ciliary process. J. Pharmacol. Exp. Ther., 245, 94-101 (1988).
13. Pharm-Huy, C., Radenen, B., Sahui-Gnassi, A., and Claude, J., High-performance liquid Chromatographic determination of (S)- and (R)-propanolol in human plasma and urine with a chiral β-cyclodextrin bonded phase. J. Chromatogr. B, 665, 125-132 (1995).