HPLC enantioseparation of potential beta-blockers of the aryloxyaminopropanol type. Study of the mechanism of enantioseparation, Part VIII.
This paper presents the results of HPLC enantioseparation of derivatives of aryloxyaminopropanols obtained using six chiral stationary phases [macrocyclic antibiotic (vancomycin, teicoplanin, teicoplanin aglycone, and methylated teicoplanin aglycone) and cyclodextrin (beta and gamma)] and a mixture of methanol/acetonitrile/acetic acid/triethylamine (45/55/0.3/0.2) as the mobile phase. No significant difference was observed in the separation of the enantiomers on the vancomycin and teicoplanin chiral stationary phases. Comparing the separation of enantiomers on teicoplanin-based columns the retention factors were increased in the order: native teicoplanin < teicoplanin aglycone < methylated teicoplanin aglycone. The highest values of resolution were obtained on the column containing carbohydrate moieties. The presence of saccharide moieties in the chiral stationary phase plays an important role, together with charge interactions and steric interactions, in the separation of enantiomers of derivatives of aryloxyaminopropanol.
Hrobonová
K
K
Department of Analytical Chemistry, Faculty of Chemical and Food Technology, Slovak Technical University, Bratislava, Slovak Republic.
Lehotay
J
J
Cizmáriková
R
R
D000319:Adrenergic beta-Antagonists / Q000302:isolation & purification*; D000465:Algorithms; D000900:Anti-Bacterial Agents / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid; D007202:Indicators and Reagents; D011412:Propanolamines / Q000302:isolation & purification*; D013237:Stereoisomerism; D047392:beta-Cyclodextrins / Q000737:chemistry; D047408:gamma-Cyclodextrins / Q000737:chemistry
D000319:Adrenergic beta-Antagonists; D000900:Anti-Bacterial Agents; D007202:Indicators and Reagents; D011412:Propanolamines; D047392:beta-Cyclodextrins; D047408:gamma-Cyclodextrins