Isomeric enhancement of davanone from natural davana oil aided by supercritical carbon dioxide

J Agric Food Chem. 2007 Apr 18;55(8):3037-43. doi: 10.1021/jf062652y. Epub 2007 Mar 27.

Abstract

The chemical nature of davanone isolated from natural davana oil via packed column preparative supercritical fluid chromatography with a carbon dioxide-based mobile phase has been defined. Analyses used to characterize davanone included nuclear magnetic resonance spectroscopy, optical rotation, mass spectrometry, headspace solid-phase microextraction, enantiomeric purity via gas chromatography (GC), and GC-coupled olfactometry. For comparison, natural davana oil was subjected to the same types of measurements. The enriched davanone sample was nearly 100% optically pure. This indicates that fractionation of the davana oil with supercritical fluids at near room temperature had little effect on the optical integrity of the sample.

MeSH terms

  • Artemisia / chemistry*
  • Chromatography, Gas
  • Chromatography, Supercritical Fluid*
  • Gas Chromatography-Mass Spectrometry
  • Isomerism
  • Magnetic Resonance Spectroscopy
  • Plant Oils / chemistry*
  • Sesquiterpenes / chemistry*
  • Smell
  • Stereoisomerism

Substances

  • Plant Oils
  • Sesquiterpenes
  • davanone