Enantioseparation of β-Blockers Using Silica-Immobilised Eremomycin Derivatives as Chiral Stationary Phases in HPLC

The regularities of chromatographic retention and separation enantioselectivity the selected β-blockers (propranolol, pindolol, alprenolol, atenolol, oxprenalol, metoprolol, clenbuterol, sotalol, pronethalol, salbutamol, labetalol) were studied with eight chiral stationary phases (CSPs) in polar ionic mode (PIM) elution system. A range novel CSPs was prepared by immobilisation macrocyclic glycopeptide antibiotic eremomycin (E-CSP); structurally related antibiotics chloreremomycin (Chloro-E-CSP) semi-synthetic oritavancin (O-CSP); five derivatives including amide- (Amide-E-CSP), adamantyl-2-amide- (Adamantylamide-E-CSP), aglycon (EAg-CSP), eremosaminyl (EEA-CSP), des-eremosamynyl (DEE-CSP) onto microspherical silica (Kromasil, particle size 5 micron, pore 11 nm). effect different functional groups structure on recognition studied. original E-CSP revealed moderate enantioseparation for all β-blockers. presence a free carboxylic group selector molecule is found to be critical general enantiomers as no recorded Amide-E-CSP Adamantyl-E-CSP. Modification aromatic system introduction chloro- substituent ring or hydrophobic 4’-chlorobiphenylmethyl disaccharide sugar residue (O-CSP) resulted decreased enantioselectivity. best obtained selectors.