Enantioseparation of four cis and trans diastereomers of 2',3'-didehydro-2',3'-dideoxythymidine analogs, by high-performance liquid chromatography and capillary electrophoresis

J Chromatogr A. 2004 Apr 23;1034(1-2):161-7. doi: 10.1016/j.chroma.2004.02.021.

Abstract

Compounds 1-4 are the four stereoisomers of a synthetic new potential antiviral agent (d4T analog) containing two chiral centers and a base (uracil). Both high-performance liquid chromatography (HPLC) and capillary electrophoresis (CE) techniques were used to separate and quantify enantiomers with high resolution. The determination of enantiomeric purity of the compounds was developed using both amylose chiral stationary phase by HPLC and anionic cyclodextrins (highly S-CD) as chiral selectors in CE. The HPLC method was found to be superior in sensitivity to the CE method.

Publication types

  • Validation Study

MeSH terms

  • Chromatography, High Pressure Liquid / methods*
  • Electrophoresis, Capillary / methods*
  • Reproducibility of Results
  • Reverse Transcriptase Inhibitors / chemistry
  • Reverse Transcriptase Inhibitors / isolation & purification*
  • Sensitivity and Specificity
  • Stavudine / analogs & derivatives
  • Stavudine / chemistry
  • Stavudine / isolation & purification*
  • Stereoisomerism

Substances

  • Reverse Transcriptase Inhibitors
  • Stavudine