Chromatographic separation and assignment of absolute configuration of hydroxywarfarin isomers

Chirality. 2014 Feb;26(2):95-101. doi: 10.1002/chir.22274. Epub 2013 Dec 13.

Abstract

The absolute configuration of several hydroxywarfarin isomers was assigned using a comparison of elution order on chiral stationary phases, optical rotation, and circular dichroism (CD) spectra, with confirmation of assignments made by comparison between experimental and calculated CD spectra and selective synthesis of hydroxywarfarin isomers from enantiopure warfarin using human liver microsomes.

Keywords: TD-DFT; absolute configuration; chiral SFC; human liver microsomes; hydroxywarfarins; method development.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Chromatography*
  • Circular Dichroism
  • Computer Simulation*
  • Humans
  • Hydroxylation
  • Isomerism
  • Microsomes, Liver / chemistry
  • Microsomes, Liver / metabolism
  • Molecular Structure
  • Stereoisomerism
  • Warfarin / chemistry*
  • Warfarin / isolation & purification*
  • Warfarin / metabolism

Substances

  • Warfarin