F. Chan
1970
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Journal
Journal of Chromatography A
Abstract
Abstract Attempts have been made to find a simple, rapid and inexpensive method based on TLC for the separation of 3,3′,4′,5,7-pentahydroxyflavanone from the closely related compound 3,3′,4′,5,7-pentahydroxyflavone. On commercially available TLC sheets no less than eighteen solvents were tried. Using an UV light source (3660 A, 2540 A) for detecting the extent of separation of these two compounds, it has been found that a majority of these solvents do not completely or only partially separate these compounds. Among the solvents tried, water at a pH of 4.8–5.0 appears to give a sharp and rapid separation. The average RF values calculated from many thin-layer chromatograms were found to be 0.05 for 3,3′,4′,5,7-pentahydroxyflavoneand 0.66 for 3,3′,4′,5,7-pentahydroxyflavanone. The penta-acetate of the flavanone has been prepared from the 3,3′,4′,5,7-pentahydroxyflavanone using acetic anhydride and catalyzed by pyridine. The separation procedure described can also be used for the separation of the penta-acetate from its parent substance. This procedure could be used not only for ascertaining the presence of the 3,3′,4′,5,7-pentahydroxyflavanone and 3,3′,4′,5,7-pentahydroxyflavone but could also be used for reaction kinetic studies involving numerous substances or conditions that may catalyze this reaction. For confirmation of these compounds, the TLC spots were eluted and collected on a capillary after the separation and X-ray diffraction experiments were performed. X-ray diffraction patterns of the compounds are presented.