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Published on: November 17, 2011
Resolution of dihydroxyeicosanoates and of dihydroxyeicosatrienoates by chiral phase chromatography
J H Capdevila1, S Wei, A Kumar
1Department of Medicine, Vanderbilt University Medical School, Nashville, Tennessee 37232.
Abstract:
A chromatographic method is described for the direct enantiomeric characterization of 5,6-, 8,9-, 11,12-, and 14,15-vic-dihydroxyeicosatrienoic acids (DHETs), metabolites of the cytochrome P-450 arachidonate epoxygenase pathway, and of their corresponding saturated vic-dihydroxyeicosanoic acids. Following esterification, the individual methyl or pentafluorobenzyl esters are resolved by chiral-phase chromatography utilizing a Chiralcel OC or OD column. This methodology will find analytical and preparative applications since it is simple and efficient and preserves, intact, the diol functionality.
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