[Enantiomeric high performance liquid chromatographic separation of epinephrine and analogous using chiral mobile phase additives]

Se Pu. 1998 Sep;16(5):424-6.
[Article in Chinese]

Abstract

The enantiomeric resolution of epinephrine, isoproterenol, ephedrine was studied by reversed phase HPLC. beta-CD, DM-beta-CD, TM-beta-CD were used as chiral mobile phase additives. The effects of the concentration of DM-beta-CD and the concentration of methanol on resolution of D,L-epinephrine were investigated. The results showed: D,L-epinephrine and D,L-isoproterenol can be separated by beta-CD, DM-beta-CD, TM-beta-CD, but D,L-ephedrine can't. Hydrogen bonding plays an important role in the chiral recognition mechanism. In the separation of isoproterenol, the enantioselectivity of TM-beta-CD was better than those of beta-CD and DM-beta-CD. As the concentration of DM-beta-CD changed from 0.04 mmol/L to 1.00 mmol/L, the resolution varied slightly. The experiment of the effect of methanol concentration on Rs showed: when the ratio of methanol/water was 40/60, the Rs reached the maximum. The coefficients of variation of retention time of D-epinephrine and L-epinephrine were 1.3% and 1.4% respectively. It is demonstrated that the chromatographic systems with a dynamically-generated stationary phase with methylated-beta-cyclodextrin are versatile tools for enantiomer separation. This technique leads to column with excellent time stability and good reproducibility of the enantio-selectivity.

Publication types

  • English Abstract

MeSH terms

  • Adrenergic Agents / analysis
  • Adrenergic Agents / isolation & purification
  • Adrenergic Agonists / analysis
  • Adrenergic Agonists / isolation & purification
  • Chromatography, High Pressure Liquid
  • Ephedrine / analysis
  • Ephedrine / isolation & purification*
  • Epinephrine / analysis
  • Epinephrine / isolation & purification*
  • Isomerism
  • Isoproterenol / analysis
  • Isoproterenol / isolation & purification*

Substances

  • Adrenergic Agents
  • Adrenergic Agonists
  • Ephedrine
  • Isoproterenol
  • Epinephrine