Fifteen phenolic compounds including eight new flavonoid glycosides were isolated from Tohoku licorice (a kind of commercial licorice, which is regarded as the underground part of Glycyrrhiza uralensis). The structures of the new compounds (3R)-vestitol 7-O-glucoside and acylated flavonoid glycosides (licorice-glycosides A, B, C1, C2, D1, D2 and E), were elucidated. The H-1 NMR and CD spectral data of the acylated chalcone apioglucosides suggested the existence of intramolecular stacking of the feruloyl or p-coumaroyl groups over the aglycone residue.
conformation, Glycyrrhiza uralensis, Leguminosae, p-coumaric acid, licorice, ferulic acid, acylated flavonoid glycoside, vestitol glucoside, licorice-glycoside A-E, indole-3-carboxylic acid
Publication DOI: 10.1016/S0031-9422(97)00560-8Journal NLM ID: 0151434Publisher: Elsevier
Institutions: Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai, China, Institut de Pharmacognosie et Phytochimie, Université de Lausanne, Lausanne, Switzerland, Institute for Chemical Reaction Science, Tohoku University, Sendai, Japan, Institut de Chimie, Université de Neuchâtel, Neuchâtel, Switzerland, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai, Chinaы
Methods: 13C NMR, 1H NMR, FAB-MS, acid hydrolysis, methanolysis, HPLC, alkaline hydrolysis, UV, extraction, optical rotation measurement, CD, reversed-phase chromatography, HR-ESI-MS, NOESY, HR-FAB-MS
Found