Development of a capillary electrophoretic method for the separation of diastereoisomers of a new human immunodeficiency virus protease inhibitor.
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.
Leonard
Stefanie
S
Laboratorium voor Farmaceutische Chemie en Analyse van Geneesmiddelen, Faculteit Farmaceutische Wetenschappen, Katholieke Universiteit Leuven, Leuven, Belgium.
Van Schepdael
Ann
A
Iványi
Tímea
T
Lázár
István
I
Rosier
Jan
J
Vanstockem
Marc
M
Vermeersch
Hans
H
Hoogmartens
Jos
J
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*
D000097:Acetonitriles; D043844:Crown Ethers; D004655:Emulsions; D017320:HIV Protease Inhibitors; D013449:Sulfonamides; D000069454:Darunavir; C032159:acetonitrile