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Chiral separation of β2-agonists by capillary electrophoresis using hydroxypropyl-α-cyclodextrin as a chiral selector

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  • Medicinal Chemistry & Natural Products
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Abstract

Enantiomers of five racemic β2-agonists were investigated by capillary electrophoresis employing a hydroxypropyl-β-cyclodextrin (HP-β-CD). The effects of the concentration of HP-β-CD added to the background electrolyte and of the pH of the buffer on the effective mobility and resolution of the studied compounds were examined. Very good resolution was achieved for terbutaline and clenbuterol; salbutamol and bambuterol was able to be partially resolved. Enantioselectivity and resolution were influenced by the concentration of the HP-β-CD, buffer composition and pH.

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References

  • Ahuja, S. and Ashman, J., Analytical profiles of drug substances: Terbutaline sulfate, Ciba-Ceigy Corp., New York, 19, 601–625 (1990).

    Google Scholar 

  • Ariens, E. J., Drug Design, Academic press, London, p 77 (1971).

    Google Scholar 

  • Aumatell, A., Wells, R. J., and Wong, D. K. Y., Enantiomeric differentiation of a wide range of pharmacologically active substances by capillary electrophoresis using modified β-cyclodextrins.J. Chromatogr. A, 686, 293–307 (1994).

    Article  CAS  Google Scholar 

  • Bechet, I., Paque, P., Fillet, M., Hubert, P., and Crommen, J., Chiral separation of basic drugs by capillary zone electrophoresis with cyclodextrin additives.Electrophoresis, 15, 818–823 (1994).

    Article  PubMed  CAS  Google Scholar 

  • Desiderio, C. and Fanali, S., Use of negatively charged sulfobutyl ether-β-cyclodextrin for enantiomeric separation by capillary electrophoresis.J. Chromatogr. A, 716, 183–196 (1995).

    Article  CAS  Google Scholar 

  • Fanali, S., Flieger, M., Steinerova, N., and Nardi, A., Use of Cyclodextrins for the Enantioselective separation of ergot alkaloids by capillary zone electorphoresis.Electrophoresis, 13, 39–43 (1992).

    Article  PubMed  CAS  Google Scholar 

  • Gausepohl, C. and Blaschke, C., Stereoselective determination of clenbuterol in human urine by capillary electrophoresis.J. Chromatogr. B, 713, 443–446 (1998).

    Article  CAS  Google Scholar 

  • Ingelse, B. A., Sarmini, K., Reijenga, J. C., Kenndler, E., and Everaerts, F. M., Chiral interactions in capillary zone electrophoresis: computer simulation and comparison with experiment.Electrophoresis, 18, 938–42 (1997).

    Article  PubMed  CAS  Google Scholar 

  • Joyce, K. B., Jones, A. E., Scott, R. J., Biddlecombe, R. A., and Pleasance, S., Determination of the enantiomers of salbutamol and its 4-O-sulphate metabolites in biological matrices by chiral liquid chromatography tandem mass spectrometry.Rapid Commun. Mass Spectrom., 12, 1899–1910 (1998).

    Article  PubMed  CAS  Google Scholar 

  • Kim, K. H., Kim, H. J., Homg, S. P., and Shin, S. D., Determination of terbutaline enantiomers in human plasma by coupled achiral-chiral high performance liquid chromatography.Arch. Pharm. Res., 23, 441–445 (2000).

    Article  PubMed  CAS  Google Scholar 

  • Palmarsdottir, S. and Edholm, L. E., Capillary zone electrophoresis for separation of drug enantiomers using cyclodextrins as chiral selectors.J. Chromatogr. A, 666, 337–350 (1994).

    Article  CAS  Google Scholar 

  • Terabe, S., Otsuka, K., and Nishi, H., Separation of enantiomers by CE techniques.J. Chromatogr. A, 666, 295–319 (1994).

    Article  CAS  Google Scholar 

  • Walhagen, A. and Edholm, L. E., Coupled-column chromatography on immobilized protein phases for direct separation and determination of drug enantiomers in plasma.J. Chromatogr., 472, 371–379 (1989).

    Article  Google Scholar 

  • Wang, Z., Sun, Y., and Sun, Z., Enantiomeric separation of amphetamine and phenylephrine by cyclodextrin-mediated capillary zone electrophoresis.J. Chromatogr. A, 735, 295–301 (1996).

    Article  CAS  Google Scholar 

  • Wren, S. A. C. and Rowe, R. C., Theoretical aspects of chiral separation in capillary electrophoresis.J. Chromatogr. 635, 113–118 (1993).

    Article  PubMed  CAS  Google Scholar 

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Correspondence to Kyeong Ho Kim.

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Kim, K.H., Kim, H.J., Jeun, E.Y. et al. Chiral separation of β2-agonists by capillary electrophoresis using hydroxypropyl-α-cyclodextrin as a chiral selector. Arch Pharm Res 24, 281–285 (2001). https://doi.org/10.1007/BF02975092

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  • DOI: https://doi.org/10.1007/BF02975092

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