Enantiomeric separation of basic compounds using heptakis(2,3-di-O-methyl-6-O-sulfo)-beta-cyclodextrin in combination with potassium camphorsulfonate in nonaqueous capillary electrophoresis: optimization by means of an experimental design.
The enantiomeric separation of a series of basic pharmaceuticals (beta-blockers, local anesthetics, sympathomimetics) has been investigated in nonaqueous capillary electrophoresis (NACE) systems using heptakis(2,3-di-O-methyl-6-O-sulfo)-beta-cyclodextrin (HDMS-beta-CD) in combination with potassium camphorsulfonate (camphorSO3-). For this purpose, a face-centered central composite design with 11 experimental points was applied. The effect of the concentrations of HDMS-beta-CD and camphorSO3- on enantioresolution was statistically evaluated and depended largely on the considered analyte. The presence of camphorSO3- was found to be particularly useful for the enantioseparation of compounds with high affinity for the anionic CD. CamphorSO3- seems to act as a competitor, reducing the affinity for the CD, probably by ion-pair formation with these analytes. For compounds with lower affinity for HDMS-beta-CD, the combination of camphorSO3- and the CD appeared to have a favorable effect on enantioresolution only if the optimal CD concentration could be reached. On the other hand, for compounds characterized by a very low affinity for the anionic CD, the association of camphorSO3- and HDMS-beta-CD is always unfavorable. Finally, experimental conditions were selected by means of the multivariate approach in order to obtain the highest resolution (Rs) value for each studied compound.
Servais
Anne-Catherine
AC
Department of Analytical Pharmaceutical Chemistry, Institute of Pharmacy, University of Liège, Liège, Belgium.
Fillet
Marianne
M
Chiap
Patrice
P
Dewé
Walthère
W
Hubert
Philippe
P
Crommen
Jacques
J
D000420:Albuterol / Q000737:chemistry / Q000302:isolation & purification; D000838:Anions; D001262:Atenolol / Q000737:chemistry / Q000302:isolation & purification; D002045:Bupivacaine / Q000737:chemistry / Q000302:isolation & purification; D002164:Camphor / Q000031:analogs & derivatives*; D019075:Electrophoresis, Capillary / Q000379:methods*; D004364:Pharmaceutical Preparations / Q000737:chemistry / Q000302:isolation & purification; D013237:Stereoisomerism; D047392:beta-Cyclodextrins
D000838:Anions; D004364:Pharmaceutical Preparations; D047392:beta-Cyclodextrins; C400661:heptakis(2,3-dimethyl-6-sulfato)cyclodextrin; D001262:Atenolol; D002164:Camphor; C006881:10-camphorsulfonic acid; D000420:Albuterol; D002045:Bupivacaine