Reversed phase liquid chromatography for the enantioseparation of local anaesthetics in polysaccharide-based stationary phases. Application to biodegradability studies

• Published in: Journal of Chromatography A 2020-08, Vol.1625, p.461334, Article 461334
• Main Authors: Pérez-Baeza, Mireia, Escuder-Gilabert, Laura, Martín-Biosca, Yolanda, Sagrado, Salvador, Medina-Hernández, María José
• Format: Article
• Language: English
• Subjects: Cellulose and amylose-based chiral stationary phases; Enantioselective biodegradation study; Local anaesthetics; Reversed phase conditions
• ISSN: 0021-9673
• DOI: 10.1016/j.chroma.2020.461334

•Chiral separation of local anaesthetics in reversed phase conditions by LC-MS.•5 cellulose- and 3 amylose-based chiral stationary phases (CSPs) compared.•Acetonitrile and methanol as organic modifiers affect retention and enantioresolution.•First reported chiral separation of prilocaine and propanocaine in RPLC-MS.•First reported enantioselective biodegradability study of local anaesthetics. A comprehensive study on the chiral separation of bupivacaine, mepivacaine, prilocaine and propanocaine with eight commercial polysaccharide-based chiral stationary phases (CSPs) in reversed phase conditions compatible with MS detection is performed. Methanol and acetonitrile are used as organic modifiers. Retention and resolution values obtained for each compound in the different CSPs and mobile phases are compared. The polysaccharide-based CSPs tested present different enantioselectivity towards the analytes. From the results, the experimental conditions for determining the enantiomers of bupivacaine, mepivacaine, prilocaine and propanocaine in saline aqueous samples using MS detection are used, for the first time, to perform an enantioselective biodegradability study.