Coupled-column chromatography on immobilized protein phases for direct separation and determination of drug qenantiomers in plasma

Walhagen, Agneta; Edholm, Lars-Erik

doi:10.1016/s0021-9673(00)91321-9

Cited by 46 publications

(3 citation statements)

References 10 publications

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“…There are some reports concerning the separation of terbutaline enantiomers [7][8][9][10][11][12][13]. In 1989, Walhagen and co-workers [7,8] reported chromatographic separation of enantiomers of terbutaline on a commercially available chiral column (Cyclobond I and Chiral-AGP).…”

Section: Introductionmentioning

confidence: 99%

High-performance liquid chromatographic and capillary electrophoretic methods for the quantitation of the (S)-terbutaline in (R)-terbutaline

Kim

et al. 2001

Chromatographia

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KeyWordsColumn liquid chromatography Capillary electrophoresis Terbutaline Chiral separation Optical purity testing SummaryThe resolution of chiral drugs, metabolites and related substances continues to be an important area in pharmaceutical analysis. Two methods for the optical purity testing of (R)-(-)-terbutaline were developed, namely capillary electrophoresis using hydroxypropyl-13-cyclodextrin and high-performance liquid chromatography using a chiral stationary phase. Validation data such as linearity, recovery, detection limit, and precision of the ~o methods are presented. The detection limit of (S)-terbutaline in (R)-terbutaline was 0.05% by the HPLC method and 0.03% by the CE method. There was generally good agreement between the HPLC and CE results. These methods were bund to be applicable as a practical quality control method for the enantiomeric purity determination of (R)-terbutaline.

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Section: Introductionmentioning

confidence: 99%

High-performance liquid chromatographic and capillary electrophoretic methods for the quantitation of the (S)-terbutaline in (R)-terbutaline

Kim

et al. 2001

Chromatographia

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“…13 Consequently, the CYP2D6 oxidation phenotype and stereoselectivity represent the major factors that yield interindividual variability in the metabolism of metoprolol. 4,7,9 Metoprolol enantiomers have been separated by direct analysis using four types of chromatographic columns based on chiral stationary phases: ␣ 1 -acid glycoprotein, [14][15][16][17] cellulose tris(3,5-dimethylphenylcarbamate), [18][19][20][21][22][23][24][25][26] amylose tris(3,5-dimethylphenylcarbamate), 8,24 and the antibiotic Teicoplanin. 27 Schuster et al 28 used 2,3,4,5-tetra-Oacetyl-␤-d-glucopyranosyl isothiocianate (GITC) as derivatization reagent to assay metoprolol enantiomers and ␣-hydroxymetoprolol diastereomers indirectly.…”

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confidence: 99%

Stereoselective metabolism of metoprolol: Enantioselectivity of α‐hydroxymetoprolol in plasma and urine

et al. 2003

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Direct stereoselective separation on chiral stationary phase was developed for HPLC analysis of the four stereoisomers of alpha-hydroxymetoprolol in human plasma and urine. Plasma samples were prepared using solid-phase extraction columns and urine samples were prepared by liquid-liquid extraction. The stereoisomers were separated on a Chiralpak AD column at 24 degrees C with fluorescence detection and a mobile phase consisting of a mixture of hexane:ethanol:isopropanol:diethylamine (88:10.2:1.8:0.2) for plasma samples and hexane:ethanol:diethylamine (88:12:0.2) for urine samples. Calibration curves for the individual stereoisomers were linear within the concentration range of 2.0-200 ng/ml plasma or 0.125-25 microg/ml urine. The methods were validated with intra- and interday variations less than 15%. The absolute configuration of the pure stereoisomers were assigned by circular dichroism spectra. The methods were employed to determine the concentrations of alpha-hydroxymetoprolol stereoisomers in a metabolism study of multiple-dose administration of racemic metoprolol to hypertensive patients phenotyped as extensive metabolizers of debrisoquine. We observed stereo-selectivity in the alpha-hydroxymetoprolol formation favoring the new 1'R chiral center from both metoprolol enantiomers (AUC(0-24) (1'R1'S) = 3.02). The similar renal clearances (Cl(R)) of the four stereoisomers demonstrated absence of stereoselectivity in their renal excretion. (-)-(S)-metoprolol was slightly more alpha-hydroxylated than its antipode (AUC(0-24) (2S/2R) = 1.19), suggesting that this pathway is not responsible for plasma accumulation of this enantiomer in humans.

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“…The system was similar to the system developed earlier. 9,13 The sample was injected on to the CBH column (column 1 in Figure 1B). The mobile phase was 0.5% 2-propanol in sodium phosphate buffer of pH 6.8 (ionic strength = 0.01) containing 50 µM sodium-EDTA (mobile phase I).…”

Section: Resultsmentioning

confidence: 99%

Chiral Assay of Atenolol Present in Microdialysis and Plasma Samples of Rats Using Chiral CBH as Stationary Phase

1997

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Coupled-column chromatography on immobilized protein phases for direct separation and determination of drug qenantiomers in plasma

Cited by 46 publications

References 10 publications

High-performance liquid chromatographic and capillary electrophoretic methods for the quantitation of the (S)-terbutaline in (R)-terbutaline

High-performance liquid chromatographic and capillary electrophoretic methods for the quantitation of the (S)-terbutaline in (R)-terbutaline

Stereoselective metabolism of metoprolol: Enantioselectivity of α‐hydroxymetoprolol in plasma and urine

Chiral Assay of Atenolol Present in Microdialysis and Plasma Samples of Rats Using Chiral CBH as Stationary Phase

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