Simultaneous enantioseparation of nonsteroidal anti-inflammatory drugs by a one-dimensional liquid chromatography technique using a dynamically coated chiral porous silicon pillar array column

J Chromatogr A. 2020 Mar 29:1615:460752. doi: 10.1016/j.chroma.2019.460752. Epub 2019 Nov 29.

Abstract

The preparation of a highly efficient chiral liquid chromatography (LC) column is explored by dynamically coating a reversed-phase porous silicon pillar array column with hydroxypropyl-β-cyclodextrin (Hp-β-CD) as the chiral selector. Analyte mixtures composed of non-steroidal anti-inflammatory drugs were tested to reveal the enantioseparation potential of the column. The mechanism of chiral discrimination was investigated. The adsorbed Hp-β-CDs on the column surface experience different interaction with enantiomers. The chiral stationary phase showed satisfying stability and could be easily restored by recovering the selector with sufficient flushing and repeating the loading procedure. The peak capacity of the column was evaluated, and it was found high enough to separate three enantiomer couples using a one-dimensional LC technique.

Keywords: Chiral; Dynamic coating; Non-steroidal anti-inflammatory drugs; One-dimensional liquid chromatography; Porous silicon pillar array column.

MeSH terms

  • 2-Hydroxypropyl-beta-cyclodextrin / chemistry
  • Adsorption
  • Anti-Inflammatory Agents, Non-Steroidal / chemistry
  • Anti-Inflammatory Agents, Non-Steroidal / isolation & purification*
  • Chemistry, Pharmaceutical / methods*
  • Chromatography, Liquid / instrumentation*
  • Porosity
  • Silicon / chemistry*
  • Stereoisomerism

Substances

  • Anti-Inflammatory Agents, Non-Steroidal
  • 2-Hydroxypropyl-beta-cyclodextrin
  • Silicon