title: Development of a capillary electrophoretic method for the separation of diastereoisomers of a new human immunodeficiency virus protease inhibitor.
abstract: A capillary electrophoretic (CE) method was developed for the separation of diastereoisomers of a new human immunodeficiency virus (HIV) protease inhibitor TMC114. In total 16 isomers of this drug have been synthesized (eight pairs of enantiomers). We succeeded in the separation of the eight diastereoisomers, but no enantiomers could be separated. Because of the high similarity and water-insolubility of these isomers, the separation is a real challenge. Different CE modes were tried out: capillary zone electrophoresis (CZE), nonaqueous capillary electrophoresis (NACE), micellar electrokinetic capillary chromatography (MEKC), and microemulsion electrokinetic capillary chromatography (MEEKC). Only MEEKC offered resolution of these compounds.
authors.affiliation: Laboratorium voor Farmaceutische Chemie en Analyse van Geneesmiddelen, Faculteit Farmaceutische Wetenschappen, Katholieke Universiteit Leuven, Leuven, Belgium.
authors.forename: Stefanie
authors.initials: S
authors.lastname: Leonard
authors.forename: Ann
authors.initials: A
authors.lastname: Van Schepdael
authors.forename: Tímea
authors.initials: T
authors.lastname: Iványi
authors.forename: István
authors.initials: I
authors.lastname: Lázár
authors.forename: Jan
authors.initials: J
authors.lastname: Rosier
authors.forename: Marc
authors.initials: M
authors.lastname: Vanstockem
authors.forename: Hans
authors.initials: H
authors.lastname: Vermeersch
authors.forename: Jos
authors.initials: J
authors.lastname: Hoogmartens
mesh_terms: D000097:Acetonitriles; D043844:Crown Ethers; D000069454:Darunavir; D019075:Electrophoresis, Capillary / Q000295:instrumentation / Q000379:methods*; D004655:Emulsions; D017320:HIV Protease Inhibitors / Q000302:isolation & purification*; D012680:Sensitivity and Specificity; D013237:Stereoisomerism; D013449:Sulfonamides / Q000302:isolation & purification*
chemical_list: D000097:Acetonitriles; D043844:Crown Ethers; D004655:Emulsions; D017320:HIV Protease Inhibitors; D013449:Sulfonamides; D000069454:Darunavir; C032159:acetonitrile