Azithromycin for Enantioseparation of Tetrahydrozoline in NACE
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ORIGINAL
Azithromycin for Enantioseparation of Tetrahydrozoline in NACE Margarita V. Lebedeva • Galina A. Bulgakova • Aleksandra F. Prokhorova • Elena N. Shapovalova Mikhail G. Chernobrovkin • Oleg A. Shpigun
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Received: 31 July 2012 / Revised: 30 September 2012 / Accepted: 17 October 2012 Ó Springer-Verlag Berlin Heidelberg 2012
Abstract Successful use of macrolide antibiotic azithromycin for enantioseparation of tetrahydrozoline is described in this paper. The effect of experimental parameters such as background electrolyte composition, solvent type, chiral selector concentration, temperature, and applied voltage on the enantioseparation of tetrahydrozoline was studied. The procedure was proposed for the analysis of tetrahydrozoline in pharmaceuticals. Linearity was achieved in the concentration range 5 9 10-2–1 mg mL-1. The azithromycin stability in the background electrolyte and the antibiotic adsorption on the fused-silica capillary were studied. Best enantioseparation with resolution factor 1.6 was achieved in less than 10 min. Keywords Non-aqueous capillary electrophoresis Chiral separation Macrolides Azithromycin Amines
Introduction In addition to the advantages of aqueous capillary electrophoresis (CE) (high separation efficiency, simplicity of
Published in the special paper collection Advances in Chromatography and Electrophoresis & Chiranal 2012 with guest editor Jan Petr. M. V. Lebedeva (&) G. A. Bulgakova A. F. Prokhorova E. N. Shapovalova O. A. Shpigun Chemistry Department, Lomonosov Moscow State University, 119991, Leninskie Gory, dom.1, str.3, Moscow, Russian Federation e-mail: [email protected] M. G. Chernobrovkin Drugs Technology, Khimki, Russian Federation
optimization, and low reagents consumption [1]) nonaqueous CE (NACE) has such benefits as wide bore capillary, low adsorption, high selectivity, and ability to analyze hydrophobic species and water-unstable compounds [2]. The number of works is devoted to separation in non-aqueous media [3]. Different types of cyclodextrins and macrocyclic antibiotics are often used for chiral separations in CE [4]. Macrocyclic glycopeptide antibiotics (vancomycin, balhimycin, eremomycin, and others) provide high enantioselectivity, but, unfortunately, they tend to adsorb on the capillary wall. They also strongly absorb in the UV-region, therefore decreasing the detection sensitivity. Macrolide antibiotics are the newest macrocyclic antibiotics suggested to be used in CE [5]. Most works deal with erythromycin, clindamycin and clarithromycin as chiral selectors [5–7]. Macrolides mostly showed enantioselectivity towards basic compounds like amines and amino alcohols. That makes them complementary to the glycopeptide antibiotics, which are mostly used for enantioseparation of acidic clindamycin, and neutral compounds. Macrolide antibiotics in NACE attract the attention of researchers. To our knowledge, there is an article about the use of azithromycin (AZM) as a chiral selector [8]. Our work reports the use of AZM as a chiral selector for the
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