Abstract
A normal-phase high-performance liquid chromatography system was developed to separate the prostaglandin, 15( S)-15-methyl PGF 2α methyl ester, from its 5,6- trans isomer and 15( R)-epimer. Several other related prostaglandins are resolved from their 5,6- trans isomers on silica columns after esterification of the free acid with a large chromophore. Similar derivatization is not possible with the methyl esters. Detection at 214 nm was therefore utilized, although it severely restricted solvent choices for the mobile phase. Resolution was achieved on a Zorbax-CN column with a hexane—dioxane—water mobile phase. Water plays an important role in the mobile phase. The concentration of water, soluble to 0.2%, has a unique effect on the retention behavior of these prostaglandins. A plot of water concentration versus capacity factor ( k′) increases approximately exponentially as the water concentration approaches saturation. At the same time, the number of theoretical plates also greatly increases. The resolution of the isomers was concluded to depend on the formation of an effective stationary phase formed from the interaction of the mobile phase with the bonded cyanopropyl group. Highly adsorptive sites on the stationary phase were masked, resulting in a large increase in efficiency.
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