title: Reinvestigation of the stereochemistry of the C-glycosidic ellagitannins, vescalagin and castalagin.
abstract: The stereochemistry of the C-glycosidic ellagitannins, vescalagin and castalagin, has been reinvestigated using computational methods. DFT calculations of their (1)H and (13)C NMR spectra, as well as TDDFT calculations of the ECD spectra of their des-hexahydroxydiphenoyl analogues, revealed that the structure of the triphenoyl moiety of vescalagin and castalagin should be revised.
authors.affiliation: Graduate School of Biomedical Sciences, Nagasaki University , 1-14 Bunkyo-machi, Nagasaki 852-8521, Japan.
authors.forename: Yosuke
authors.initials: Y
authors.lastname: Matsuo
authors.forename: Hatsumi
authors.initials: H
authors.lastname: Wakamatsu
authors.forename: Mohamed
authors.initials: M
authors.lastname: Omar
authors.forename: Takashi
authors.initials: T
authors.lastname: Tanaka
mesh_terms: D002851:Chromatography, High Pressure Liquid; D047348:Hydrolyzable Tannins / Q000737:chemistry*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D029963:Quercus / Q000737:chemistry
chemical_list: D047348:Hydrolyzable Tannins; C084709:vescalagin