Isomeric enhancement of davanone from natural davana oil aided by supercritical carbon dioxide.
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.
Coleman
William Monroe
WM
R. J. Reynolds Tobacco Company, Winston Salem, North Carolina 27102-1487, USA.
Dube
Michael Frances
MF
Ashraf-Khorassani
Mehdi
M
Taylor
Larry Thomas
LT
D019306:Artemisia / Q000737:chemistry*; D002849:Chromatography, Gas; D025924:Chromatography, Supercritical Fluid; D008401:Gas Chromatography-Mass Spectrometry; D007536:Isomerism; D009682:Magnetic Resonance Spectroscopy; D010938:Plant Oils / Q000737:chemistry*; D012717:Sesquiterpenes / Q000737:chemistry*; D012903:Smell; D013237:Stereoisomerism
D010938:Plant Oils; D012717:Sesquiterpenes; C520072:davanone