Abstract
A coupled achiral-chiral high-performance liquid chromatographic system has been developed for the determination of the enantiomers of salmeterol, S-(+)-salmeterol and R-(-)-salmeterol in urine. The salmeterol was separated from the interfering components in urine and quantified on the silica column, and the enantiomeric composition was determined on a Sumichiral OA-4700 chiral stationary phase. The two columns were connected by a switching valve equipped with a silica precolumn. The precolumn was used to concentrate the salmeterol in the eluent from the achiral column before backflushing onto the chiral phase. The coupled system was validated.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References Cited
Ariëns, E. J., Racemic Therapeutics: A source of problems to chemists and physicians.Anal. Proc., 29, 323–234 (1992).
Broden, R. N. and Faulds, D., Salmeterol xinafoate. A review of its pharmacological properties and therapeutic potential in reversible obstructive airways disease.Drugs, 42, 895–912 (1991).
Chu, K., Shieh, S., Wu, S., Hu, O. Y., Enantiomeric separation of a cardiotonic agent pinobendan and its major active metabolite, UD-CG 212 BS, by a coupled achiral-chiral normal-phase high performance liquid chromatography.J. Chromatogr. Sci., 30, 1–6 (1992).
Chu, Y. and Wainer, I. W., Determination of the enantiomers of verapamil and norverapamil in serum using coupled achiral-chiral high-performance liquid chromatography.J. Chromatogr., 497, 191–200 (1989).
Hett, R., Stare, R. and Helquist, P., Enantioselective synthesis of salmeterol via asymmetric borone reduction.Tetrahedron Letters, 35, 9375–9378 (1994).
Huber, J. F. K., Van der Linden, R., Ecker, E. and Oreans, M., Column switching in high-pressure liquid chromatography.J. Chromatogr., 83, 267–277 (1973).
Johnson, M., The pharmacology of salmeterol.Lung, suppl: 115–119 (1990).
Johnson, M., The preclinical pharmacology of salmeterol: non-bronchodilator effects.Eur. Respir. Rev., 1(4), 257–260 (1991).
Johnson, M., Salmeterol: a novel drug for the treatment of asthma.Agents Action, 34 (Suppl.), 79–95 (1991).
Johnson, M., β2-Antagonist as anti-inflammatory therapeutics in the lung.Inflam. Diseas. Ther., 27–45 (1993).
Johnson, M., Salmeterol.Med.Res. Rev., 15, 225–257 (1995).
Oda, Y., Asakawa, N., Kajima, T., Yoshida, Y. and Sato, T., Column-switching high-performance liquid chromatography for on-line simultaneous determination and resolution of enantiomers of verapamil and its metabolites in plasma.Pharm. Res., 8, 997–1001 (1991).
Rizzi, A. M., Coupled column chromatography in chiral separations I. Enantiomeric separation on swollen microcrystalline cellulose triacetate columns after a preseparation on a nonchiral alkylsilica column.J. Chromatogr., 513, 195–207 (1990).
Rizzi, A. M. and Plank, C., Coupled column chromatography in chiral separations: systems employing β-cyclodextrin phases for chiral separation.J. Chromatogr., 557, 199–213 (1991).
Wainer, I. W. and Stiffin, R. M., Direct resolution of the stereoisomers of leucovorin and 5-methyltetrahydrofolate using a bovine serum albumin high-performance liquid chromatographic chiral stationary phase coupled to an achiral phenyl column.J. Chromatogr., 424, 158–162 (1988).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Kim, K.H., Yun, H.W., Kim, H.J. et al. Coupled column chromatography in chiral separation of salmeterol. Arch. Pharm. Res. 21, 212–216 (1998). https://doi.org/10.1007/BF02974030
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF02974030