Exploring a Lux® i-Amylose-3 column in normal phase and polar-organic mode for chiral separation of cathinone derivatives and pyrovalerones using high-performance liquid chromatography

Chirality. 2024 May;36(5):e23679. doi: 10.1002/chir.23679.

Abstract

Each year, new psychoactive substances appear on the global drug market leading to constant changes. Most of these compounds with stimulating effect possess a chiral center, thus leading to two enantiomers with presumably different pharmacological properties. Among them, synthetic cathinones, often misleadingly traded as "bath salts," play an important role. There is little knowledge about the distinct effect of the enantiomers. The aim of this study was to test a commercially available Lux® i-Amylose-3 column by HPLC-UV for enantiorecognition of cathinone derivatives. Overall, 80 compounds were tested in normal phase mode, where 75 substances were separated under initial conditions. After method optimization, at least partial separation was achieved for the remaining compounds. The same set of substances was measured in polar-organic mode, where 63 analytes were resolved into their enantiomers under initial conditions with very short retention times. Both modes showed complementary results for the individual compounds. Furthermore, the tested methods proved to be suitable for differentiation of positional isomers, which can be useful for drug checking programs. All measurements were carried out under isocratic conditions, and intraday and interday repeatability tests were performed.

Keywords: HPLC‐UV; amylose tris(3‐chloro‐5‐methylphenylcarbamate); enantioseparation; new psychoactive substances (NPS); synthetic cathinones.

MeSH terms

  • Alkaloids* / chemistry
  • Alkaloids* / isolation & purification
  • Amylose / analogs & derivatives
  • Amylose / chemistry
  • Chromatography, High Pressure Liquid / methods
  • Pyrrolidines
  • Stereoisomerism

Substances

  • cathinone
  • pyrovalerone