title: High-performance liquid chromatographic separation of the enantiomers of anti-inflammatory 2-arylpropionates: suitability of the method for in vitro metabolic studies.
abstract: The enantiomers of 2-phenylpropionic acid, 2-(2-naphthyl)propionic acid, 2-(4-biphenyl)propionic acid and six anti-inflammatory congeners were separated by high-performance liquid chromatography via their diastereoisomeric derivatives with (S)-(-)-1-phenylethylamine. In agreement with a general rule, the diastereoisomers derived from the (R)-acids are less polar and elute first. Structural factors influencing the resolution are discussed. Good calibrations were obtained for R/S ratios and total (R + S) concentrations of flurbiprofen and naproxen added to inactivated rat liver preparations. The method is suitable for in vitro metabolic studies of chiral 2-arylpropionates.
mesh_terms: D000818:Animals; D000893:Anti-Inflammatory Agents / Q000032:analysis* / Q000378:metabolism; D002851:Chromatography, High Pressure Liquid / Q000379:methods; D004355:Drug Stability; D005480:Flurbiprofen / Q000378:metabolism; D066298:In Vitro Techniques; D008099:Liver / Q000378:metabolism; D009288:Naproxen / Q000378:metabolism; D011422:Propionates / Q000032:analysis* / Q000378:metabolism; D051381:Rats; D013237:Stereoisomerism
chemical_list: D000893:Anti-Inflammatory Agents; D011422:Propionates; D009288:Naproxen; D005480:Flurbiprofen