Reinvestigation of the Stereochemistry of the <i>C</i>‑Glycosidic Ellagitannins, Vescalagin and Castalagin

Abstract

The stereochemistry of the <i>C</i>-glycosidic ellagitannins, vescalagin and castalagin, has been reinvestigated using computational methods. DFT calculations of their ¹H and ¹³C 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