STRUCTURE OF DESACETYLSAPONINS OBTAINED FROM THE BARK OF QUILLAJA SAPONINARIA

Article abstract of DOI:10.1016/S0031-9422(00)81518-6

A triterpenoid saponin mixture (so-called quillajasaponin) obtained from the bark of Quillaja saponaria was treated with weak alkali and two major desacetylsaponins were isolated.On the basis of chemical and spectral evidence, they were determined as 3-O-β-D-galactopyranosyl-(1-->2)-<β-D-xylopyranosyl-(1-->3)>-β-D-glucuronopyranosyl quillaic acid 28-O-β-D-apiofuranosyl-(1-->3)-β-D-xylopyranosyl-(1-->4)-α-L-rhamnopyranosyl-(1-->2)-β-D-fucopyranoside and 28-O-β-D-apiofuranosyl-(1-->3)-β-D-xylopyranosyl-(1-->4)-<β-D-glucopyranosyl-(1-->3)>-α-L-rhamnopyranosyl-(1-->2)-β-D-fucopyranoside.Diazomethane degradation providing selectively the 28-O-glycoside from the 3,28-O-bisglycoside was a useful method for the structure elucidation. key Word Index--Quillaja saponaria; Rosaceae; quillaja bark; quillajasaponin; triterpenoid saponin; desacylsaponin; diazomethane degradation; quillaic acid 3,28-O-bisglycoside; quillaic acid