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

J Chromatogr A. 2020 Aug 16:1625:461334. doi: 10.1016/j.chroma.2020.461334. Epub 2020 Jun 10.

Abstract

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.

Keywords: Cellulose and amylose-based chiral stationary phases; Enantioselective biodegradation study; Local anaesthetics; Reversed phase conditions.

MeSH terms

  • Acetonitriles / chemistry
  • Anesthetics, Local / isolation & purification*
  • Biodegradation, Environmental
  • Chromatography, High Pressure Liquid
  • Chromatography, Reverse-Phase / methods*
  • Methanol / chemistry
  • Molecular Weight
  • Polysaccharides / chemistry*
  • Stereoisomerism
  • Water / chemistry

Substances

  • Acetonitriles
  • Anesthetics, Local
  • Polysaccharides
  • Water
  • Methanol
  • acetonitrile