High-performance liquid chromatographic separation of the enantiomers of anti-inflammatory 2-arylpropionates: suitability of the method for in vitro metabolic studies

✍ Scribed by Jean-Michel Maître; Gilles Boss; Bernard Testa

• Publisher: Elsevier Science
• Year: 1984
• Tongue: English
• Weight: 453 KB
• Volume: 299
• Category: Article
• ISSN: 1873-3778
• DOI: 10.1016/s0021-9673(01)97855-0

✦ Synopsis

The enantiomers of 2-phenylpropionic acid, 2-(2naphthyl)propionic acid, 2-(4-biphenyl)propionic acid and six anti-inflammatory congeners were separated by high-performance liquid chromatography via their diastereoisomeric derivatives with (5')-( -)-l-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 + 5') concentrations of flurbiprofen and naproxen added to inactivated rat liver preparations. The method is suitable for in vitro metabolic studies of chiral 2arylpropionates.