The Effect of the Stationary Phase on Resolution in the HPLC-Based Separation of Racemic Mixtures Using Vancomycin as a Chiral Selector: A Case Study with Profen Nonsteroidal Anti-Inflammatory Drugs

oleh: Dehbiya Gherdaoui, Madiha Melha Yahoum, Selma Toumi, Hichem Tahraoui, Fatma Bouazza, Sonia Lefnaoui, Abdelhamid Zeghdaoui, Abdeltif Amrane, Bassem Jaouadi, Jie Zhang

Format: Article
Diterbitkan: MDPI AG 2023-12-01

Deskripsi

Chiral resolution is a technique of choice, making it possible to obtain asymmetric and enantiomerically pure compounds from a racemic mixture. This study investigated the behavior of vancomycin when used as a chiral additive in high-performance liquid chromatography (HPLC) to separate enantiomers of nonsteroidal anti-inflammatory drugs (NSAIDs), including ketoprofen, ibuprofen, flurbiprofen, and naproxen enantiomeric impurities. We compared two achiral stationary phases (C18 and NH<sub>2</sub>) to assess the impact of mobile phase composition and stationary phase on the vancomycin retention time in the racemic resolution of drug enantiomers. Our results demonstrated the successful enantioseparation of all drugs using vancomycin in the mobile phase (phosphate buffer 0.05 M/2-propanol, 50/50) with an NH<sub>2</sub> column. This enhanced separation on the NH<sub>2</sub> column resulted from the chromatography system’s efficiency and vancomycin dimers’ stereoselective interaction on the NH<sub>2</sub> surface. This study underscores the importance of stationary phase selection in the chiral resolution of NSAIDs with vancomycin as a chiral additive. It offers valuable insights for future research and development of NSAID chiral separation methods, highlighting potential vancomycin applications in this context.