Abstract
Abstract An unidentified peak has been observed in the chromatograms of thermally stressed meclocycline sulfosalicylate creams by high performance liquid chromatography (HPLC). The unknown has been isolated by preparative HPLC and by high-performance thin layer chromatographic (HPTLC) methods and identified to be a reversible isoroer, the 4-epimer, of meclocycline, a tetracycline analog. The identification has been accomplished by matching the ultraviolet, mass, and circular dichroism spectra of the unknown with those of the synthetic epimer. The conversion of meclocycline to the 4-epimer has been achieved in glacial acetic acid and the product purified by HPTLC. The 4-epimer has been found to be easily converted to the original meclocycline in hot ethanol. The data indicate the epimerization not to be the favored reaction, but rather an equilibrium state which favors the intact meclocycline.
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