Spectral and Chromatographic Analyses of Tannins. I. ^<13>C Nuclear Magnetic Resonance Spectra of Hydrolyzable Tannins

概要

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The ^<13>C nuclear magnetic resonance (^<13>C-NMR) spectra of hydrolyzable tannins, in which D-glucopyranose takes the ^4C_1 conformation, have been analyzed and the ^<13>C resonances of the glucose carbons fully assigned. The peak sequences of carbons in glucose are different among several types of hydrolyzable tannins, reflecting differences of the acyl (galloyl, hexahydroxy-diphenoyl and dehydrohexahydroxydiphenoyl) groups, as found upon comparison of penta-O-galloyl-β-D-glucose (1), casuarictin (7), tellimagrandin II (13) and isoterchebin (15). The additive character of galloylation and hexahydroxydiphenoylation shifts can be used for locating the positions of the acyl groups. The substituents and substitution mode at C-1 and C-2 of glucose in these tannins can be deduced from the diagnostic ^<13>C chemical shift of the anomeric carbon. The ^<13>C resonances of the dimeric hydrolyzable tannins were assigned on the basis of the data for their monomeric units.
社団法人日本薬学会の論文
1984-05-25