Enantioseparations of basic and bifunctional pharmaceuticals by capillary electrochromatography using polysaccharide stationary phases

Abstract

A fast screening strategy was developed in capillary electrochromatography (CEC) for the chiral separation of basic and bifunctional compounds. The screening conditions were determined on polysaccharide chiral stationary phases using 15 pharmaceutical compounds. The content and type of organic modifier, as well as the pH of the mobile phase appeared to have the largest influence on the chiral resolution. It was seen that for acidic compounds, our approach was not suitable. A generic mobile phase for basic and bifunctional compounds was determined. The testing on 20 additional compounds showed that the proposed mobile phase performed well since enantioselectivity was observed for 86% of the investigated compounds. A comparison of CEC and reversed-phase liquid chromatography (RPLC) results was attempted to demonstrate the potential of the used technique for chiral method development.

Sensitive chiral analysis by capillary electrophoresis

“…Stationary phases previously employed in chiral HPLC, such as CDs and their derivatives [37,38], macrocyclic antibiotics [39], proteins [26], polysaccharides [40][41][42], and ligand-exchange type selectors [43] (see Table 1) have been adapted for chiral CEC using packed capillary columns. Open-tubular capillary columns have been the less used for the enantiomeric separation of chiral compounds by CEC.…”

Preparation of a positively charged cellulose derivative chiral stationary phase with copolymerization reaction for capillary electrochromatographic separation of enantiomers

“…For example, the magnitude of m eo was 1.34 cm 2 ?kV 21 ?min 21 with the mobile phase of hexane-ethanol (50/50) by applying a voltage of 215 kV. Thus, a higher voltage should be applied in this case in order to shorten the analysis time.…”

“…Enantioseparations in nonaqueous CEC with cellulose derivative CSPs have been extensively studied by Chankvetadze and coworkers [12][13][14][15][16][17][18][19][20]. CEC enantioseparations of basic and bifunctional pharmaceuticals on Chiralcel  OD-H and Chiralpak  AD-H were recently reported [21]. Most of these studies focused on the evaluation of the coated-type CSPs prepared by physically coating cellulose derivatives onto silica gel.…”

Recent accomplishments in the field of enantiomer separation by CEC

“…For example, Vander Heyden and coworkers [45][46][47] published several studies in which they investigated a number of commercially available CSPs based on cellulose as well as amylose derivatives for the separation of basic, acidic, bifunctional (oxazepam, lorazepam, temazepam) and neutral compounds by enantioselective CEC. It is well known that these CSPs have extraordinary broad application spectra and a great choice of elution conditions.…”

“…It is well known that these CSPs have extraordinary broad application spectra and a great choice of elution conditions. To give researchers some aid in their dilemma where and how to start method development, a fast screening strategy was presented in 2003 for the separation of basic and bifunctional analytes using Chiralcel OD-H (cellulose tris(3,5-dimethylphenylcarbamate)) and Chiralpak AD-H (amylose tris(3,5-dimethylphenylcarbamate)) immobilized on 5 mm silica particles as CSPs [45]. Generic experimental conditions being broadly applicable and giving globally, i.e.…”