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
Dehbiya Gherdaoui,
Madiha Melha Yahoum,
Selma Toumi,
Hichem Tahraoui,
Fatma Bouazza,
Sonia Lefnaoui,
Abdelhamid Zeghdaoui,
Abdeltif Amrane,
Bassem Jaouadi,
Jie Zhang
Affiliations
Dehbiya Gherdaoui
Laboratory of Experimental Biology and Pharmacology (LBPE), University of Medea, Nouveau Pole Urbain, Medea 26000, Algeria
Madiha Melha Yahoum
Materials and Environmental Laboratory (LME), University of Medea, Nouveau Pole Urbain, Medea 26000, Algeria
Selma Toumi
Faculty of Sciences, University of Medea, Nouveau Pole Urbain, Medea 26000, Algeria
Hichem Tahraoui
Laboratoire de Génie des Procédés Chimiques, Department of Process Engineering, University of Ferhat Abbas, Setif 19000, Algeria
Fatma Bouazza
Laboratory of Experimental Biology and Pharmacology (LBPE), University of Medea, Nouveau Pole Urbain, Medea 26000, Algeria
Sonia Lefnaoui
Laboratory of Experimental Biology and Pharmacology (LBPE), University of Medea, Nouveau Pole Urbain, Medea 26000, Algeria
Abdelhamid Zeghdaoui
Physics Department, Laboratoire N-Corps et Structure de la Matière, Ecole Normale Supérieure, B.P. 92, Vieux-Kouba, Algiers 16050, Algeria
Abdeltif Amrane
Univ Rennes, Ecole Nationale Supérieure de Chimie de Rennes, CNRS, ISCR—UMR 6226, 35000 Rennes, France
Bassem Jaouadi
Laboratoire de Biotechnologie Microbienne, Enzymatique et de Biomolécules (LBMEB), Centre de Biotechnologie de Sfax (CBS), Université de Sfax, Sfax 3018, Tunisia
Jie Zhang
School of Engineering, Merz Court, Newcastle University, Newcastle upon Tyne NE1 7RU, UK
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 NH2) 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 NH2 column. This enhanced separation on the NH2 column resulted from the chromatography system’s efficiency and vancomycin dimers’ stereoselective interaction on the NH2 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.
