Enantiomeric separation of new cathinone derivatives designer drugs by capillary electrochromatography using a chiral stationary phase, based on amylose tris(5-chloro-2-methylphenylcarbamate)

Electrophoresis. 2014 Nov;35(21-22):3242-9. doi: 10.1002/elps.201400085. Epub 2014 Jul 14.

Abstract

In this study, a chiral CEC method for the enantiomeric separation of ten cathinone derivatives, by means of a polysaccharide-based chiral stationary phase, has been developed. Capillary columns of 100 μm id packed with amylose tris(5-chloro-2-methylphenylcarbamate) coated on silica, also called Sepapak 3 or Lux Amylose-2, were used to achieve the enantioseparation of the studied designer drugs. Enantioresolution, chromatographic retention, and separation efficiency were evaluated in dependence of mobile-phase composition in terms of the content of the organic modifier, nature, and pH buffer. To obtain a sensitivity improvement, a field-amplified sample injection was evaluated optimizing the sample solvent composition and injection time. The LODs and LOQs values were in the range 25-100 and 50-150 ng/mL, respectively, for all the racemic compounds. Good results in terms of resolution (Rs ), separation efficiency (N/m), and short analysis times were obtained using a mixture of ACN/methanol/sodium acetate pH 9 (89/10/1, v/v/v). Applying a voltage of 10 kV and a temperature of 20°C, the analyzed cathinone derivatives were separated in their enantiomers in less than 10 min. A study, concerning the method precision, in terms of intra- and interday repeatability and column-to-column reproducibility was carried out in accordance with the analytical procedures for method validation. Intra- and interday repeatability provided RSD values in the ranges 1.1-1.7, 1.3-2.3% for retention time and 1.3-2.6, 2.1-3.4% for peak area, respectively.

Keywords: Capillary electrochromatography; Cathinone derivatives; Enantiomeric separation; Polysaccharide-based chiral stationary phase.

MeSH terms

  • Alkaloids / analysis
  • Alkaloids / chemistry*
  • Alkaloids / isolation & purification*
  • Amylose / analogs & derivatives*
  • Amylose / chemistry
  • Capillary Electrochromatography / instrumentation*
  • Capillary Electrochromatography / methods
  • Carbamates / chemistry*
  • Designer Drugs / analysis
  • Designer Drugs / chemistry*
  • Designer Drugs / isolation & purification*
  • Hydrogen-Ion Concentration
  • Reproducibility of Results
  • Stereoisomerism
  • Temperature

Substances

  • Alkaloids
  • Carbamates
  • Designer Drugs
  • amylose-tris-(5-chloro-2-methylphenylcarbamate)
  • cathinone
  • Amylose