Chiral separation of the β2-sympathomimetic fenoterol by HPLC and capillary zone electrophoresis for pharmacokinetic studies

Biomedical Chromatography

Volumn 24, Issue 10, 2010, Pages 1125-1129

  Ullrich, Thomas ^a,d   Wesenberg, Dirk ^a   Bleuel, Corinna ^a   Krauss, Gerd Joachim ^a   Schmid, Martin G ^b   Weissc, Michael ^c   Gübitz, Gerald ^b  

^a MARTIN LUTHER UNIVERSITY HALLE WITTENBERG   (Germany)

^b UNIVERSITY OF GRAZ   (Austria)

^c MARTIN LUTHER UNIVERSITÄT HALLE WITTENBERG   (Germany)

^d PFIZER INC   (United States)

Author keywords

1 naphthyl isocyanate; Chiracel OD RH, chiral CE; Column switching; Cyclodextrins; Enantioselective HPLC; Fenoterol; Precolumn derivatization

Indexed keywords

CAPILLARY ELECTROPHORESIS; CHIRALITY; ENANTIOMERS; SILICA GEL; UREA;

1-NAPHTHYL ISOCYANATE; CAPILLARY-ZONE ELECTROPHORESIS; CHIRACEL OD-RH, CHIRAL CE; CHIRAL CE; CHIRAL SEPARATIONS; COLUMN SWITCHING; ENANTIOSELECTIVE HPLC; FENOTEROL; PHARMACOKINETIC STUDIES; PRE-COLUMN DERIVATISATION;

CYCLODEXTRINS;

ADRENERGIC RECEPTOR STIMULATING AGENT; CELLULOSE TRIS(3,5 DIMETHYLPHENYLCARBAMATE); CYCLODEXTRIN DERIVATIVE; FENOTEROL; ISOCYANIC ACID DERIVATIVE; SILICA GEL; UREA DERIVATIVE;

ANALYTIC METHOD; ARTICLE; CAPILLARY ZONE ELECTROPHORESIS; CHIRALITY; DERIVATIZATION; DRUG DETERMINATION; ENANTIOMER; ENANTIOSELECTIVITY; FLUOROMETRY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; LIQUID LIQUID EXTRACTION; NONHUMAN; RAT;

RATTUS;

EID: 77957304095     PISSN: 02693879     EISSN: 10990801     Source Type: Journal    
DOI: 10.1002/bmc.1415     Document Type: Article

References (18)

1. Agranat I, Caner H and Caldwell J. Putting chirality to work: the strategy of chiral switches. Nature Reviews: Drug Discovery 2002; 1: 753-768.
2. Beigi F, Bertucci C, Zhu W, Chakir K, Wainer IW and Xiao RP, Abernethy DR. Enantioselective separation and online affinity chromatographic characterization of R,R- and S,S-fenoterol. Chirality 2006; 18: 822-827.
3. Belas FJ, Phillips MA, Srinivas NR, Barbhaiya RH and Blair IA. Simultaneous determination of nadolol enantiomers in human plasma by high-performance liquid chromatography using fluorescence detection. Biomedical Chromatography 1995; 9: 140-145.
4. de Boer T, Bijma R and Ensing K. Modelling of conditions for the enantiomeric separation of beta2-adrenergic sympathicomimetics by capillary electrophoresis using cyclodextrins as chiral selectors in a polyethylene glycol gel. Journal of Pharmaceutical and Biomedical Analysis 1999; 19: 529-537.
5. Freitag DG, Foster RT, Coutts RT and Pasutto FM. High-performance liquid chromatographic method for resolving the enantiomers of mexiletine and two major metabolites isolated from microbial fermentation media. Journal of Chromatography 1993; 616: 253-259.
6. Gübitz G and Mihellyes S. Optical resolution of beta-blocking agents by thin-layer chromatography and high-performance liquid chromatography as diastereomeric R-(O)-1-(1-naphthyl)ethylureas. Journal of Chromatography 1984; 314: 462-466.
7. Gübitz G and Schmid MG. Chiral separation by chromatographic and electromigration techniques. A review. Biopharmacy and Drug Disposition 2001; 22: 291-336.
8. Jira T, Toll C, Vogt C and Beyrich T. Separation of some racemic beta-adrenergic blocking-agents and alpha-sympathicomimetics by HPLC after derivatization. Pharmazie 1991; 46: 432-434.
9. Laethem ME, Rosseel MT, Wijnant P and Belpaire FM. Chiral high-performance liquid chromatographic determination of oxprenolol in plasma. Journal of Chromatography 1993; 621: 225-229.
10. Souri E, Farsam H and Jamali F. Stereospecific determination of mefloquine in biological fluids by high-performance liquid chromatography. Journal of Chromatography B: Biomedical Science Applications 1997; 700: 215-222.
11. Tanaka Y and Terabe S. Separation of the enantiomers of basic drugs by affinity capillary electrophoresis using a partial filling technique and alpha(1)-acid glycoprotein as chiral selector. Chromatographia 1997; 44: 119-128.
12. Tanaka Y, Yanagawa M and Terabe S. Separation of neutral and basic enantiomers by cyclodextrin electrokinetic chromatography using anionic cyclodextrin derivatives as chiral pseudo-stationary phases. HRC - Journal of High Resolution Chromatography 1996; 19: 421-433.
13. Toyooka T. Recent progress in liquid chromatographic enantioseparation based upon diastereomer formation with fluorescent chiral derivatization reagents. Biomedical Chromatography 1996; 10: 265-277.
14. Ullrich T, Menge S, Schmid MG, Gübitz G and Krauss GJ. Enantioselective high-performance liquid chromatography of therapeutically relevant aminoalcohols as their fluorescent 1-naphthyl isocyanate derivatives. Biomedical Chromatography 2001; 15: 212-216.
15. Wang F, Dowling T, Bicker G and Wyvratt J. Electrophoretic chiral separation of pharmaceutical compounds with multiple stereogenic centers in charged cyclodextrinmedia. Journal of Separation Science 2001; 24: 378-384.
16. Wintersteiger R and Wenningerweinzierl G. New sensitive method for the thin-layer chromatographic analysis of substances with an alcoholic hydroxyl group by reaction with naphthylisocyanate. Fresenius Zeitschrift Für Analytische Chemie 1981; 309: 201-208.
17. Wintersteiger R, Wenninger-Weinzierl G and Pacha W. High-performance liquid-chromatography of naphthyl-urethanes with fluorescence detection. Journal of Chromatography 1982; 237: 399-406.
18. Xiao RP, Zhu W, Zheng M, Chakir K, Bond R, Lakatta EG and Cheng H. Subtype-specific beta-adrenoceptor signaling pathways in the heart and their potential clinical implications. Trends in Pharmacological Science 2004; 25: 358-365.