Enantiomeric resolution of some 2-arylpropionic acids using L(-)-serine-impregnated silica as stationary phase by thin layer chromatography

The enantiomeric resolution of certain 2-arylpropionic acids was achieved on thin silica gel plates impregnated with optically pure L-(-)-serine as chiral selector. The mobile phase enabling successful resolution of (+/-)-ibuproxam and (+/-)-ketoprofen was acetonitrile-methanol-water (16:4:0.5, v/v/v) and (16:3:0.5, v/v/v) for (+/-)-tiaprofenic acid. The spots were detected with iodine vapors and the detection limits were found to be different for each of the 2-arylpropionic acid, ranging between 0.25 and 0.50 mug/ml. The effect of concentration of the impregnating chiral selector, temperature and pH on resolution has been studied. The procedure was applied successfully to resolve commercial ampoules of ketoprofen dosage formulation. (C) 2003 Elsevier Science B.V. All rights reserved.