Enantioselective separation of racemates using CHIRALPAK IG amylose-based chiral stationary phase under normal standard, non-standard and reversed phase high performance liquid chromatography

J Chromatogr A. 2018 Jan 12:1532:89-97. doi: 10.1016/j.chroma.2017.11.049. Epub 2017 Nov 24.

Abstract

We have previously reported on the solvent versatility of immobilized amylose and cellulose-based chiral stationary phases in enantioselective liquid chromatographic separation of racemates. The studies were mainly focusing on the tris substituted 3,5-dimethylphenylcarbamate polysaccharide-based chiral stationary phases namely CHIRALPAK IA® [Amylose tris (3,5-dimethylphenylcarbamate)] or ADMPC and CHIRALPAK IB® [Cellulose tris (3,5-dimethylphenylcarbamate)] or CDMPC. Here we focus on the application of the recently introduced amylose tris (3-chloro-5-methylphenylcarbamate) or ACMPC and brand name CHIRALPAK IG® with a chlorine substituent replacing the methyl group in CHIRALPAK IA®. This was investigated for the enantioslective separation of different classes of pharmaceuticals namely β- and α-blockers, anti-inflammatory and antifungal drugs, norepinephrine-dopamine reuptake inhibitor, catecholamines, sedative hypnotics, anti-histaminics, anticancer drugs, antiarrhythmic drugs, flavonoids, amino acids, alpha-2 adrenergic agonist, adrenaline and miscellaneous.A brief comparison between CHIRALPAK IG® and CHIRALPAK IA® under normal standard, non-standard and reversed mobile phase is demonstrated. The results revealed the versatility of the CHIRALPAK IG® column, its compatibility with a wide ranges of solvent and operation modes and its ability to separate chiral compounds not separated with other amylose based chiral stationary phases.

Keywords: CHIRALPAK IG; Enantioselective separation; HPLC; Nonstandard solvents; Reversed phase.

MeSH terms

  • Amylose / chemistry
  • Chemistry Techniques, Analytical / instrumentation
  • Chemistry Techniques, Analytical / methods*
  • Chromatography, High Pressure Liquid*
  • Chromatography, Reverse-Phase
  • Pharmaceutical Preparations / chemistry
  • Pharmaceutical Preparations / isolation & purification*
  • Solvents / chemistry
  • Stereoisomerism

Substances

  • Pharmaceutical Preparations
  • Solvents
  • Amylose