Chiral separation of new designer drugs (Cathinones) on chiral ion-exchange type stationary phases

J Pharm Biomed Anal. 2016 Feb 20:120:306-15. doi: 10.1016/j.jpba.2015.12.023. Epub 2015 Dec 24.

Abstract

We present the enantioseparation of new designer drugs from the cathinone family on structurally different chiral ion-exchange type stationary phases. A novel strong cation-exchange type chiral stationary phase was synthesized and its performance compared with previously reported ion-exchange type chiral stationary phases. The influence of structural elements of the chiral selectors on their chromatographic performance was studied and the possibilities of tuning chromatographic parameters by varying the polarity of the employed mobile phases were determined. Evidence is provided that a change in mobile phase composition strongly influences the solvation shell of the polarized and polarizable units of the selectors and analytes, as well as ionizable mobile phase additives. Furthermore, the structural features of the selectors (e.g. the size of aromatic units and their substitution pattern) are shown to play a key role in the effective formation of diastereomeric complexes with analytes. Thus, we have achieved the enantioseparation of all test analytes with a mass spectrometry-compatible mobile phase with a chiral strong cation-exchange type stationary phase.

Keywords: Cathinones; Chiral ion exchanger; Chiral stationary phase; Enantiomer separation; New designer drugs.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / analysis
  • Alkaloids / chemistry*
  • Cation Exchange Resins / chemistry*
  • Chromatography, High Pressure Liquid / methods
  • Chromatography, Ion Exchange / methods
  • Designer Drugs / analysis
  • Designer Drugs / chemistry*
  • Stereoisomerism

Substances

  • Alkaloids
  • Cation Exchange Resins
  • Designer Drugs
  • cathinone