Structure and Synthesis of Miyaginin, a p-Allylphenyl Glycoside from Lespedeza thunbergii forma macrantha

Article abstract of DOI:10.1246/bcsj.57.2893

The structure of miyaginin previously reported as p-vinylphenyl O-D-xylosyl-(1->6)-D-glucoside without stereochemical assignment of two glycosidic linkages was reinvestigated by spectral and chemical means and shown to be revised as p-allylphenyl O-β-D-xylopyranosyl-(1->6)-β-D-glucopyranoside (p-allylphenyl β-primeveroside).In order to confirm the revised structure, an unambiguous synthesis of miyaginin was performed.