Two new triterpenoid 3,28-O-bisglycosides, MS-1 and MS-2, were isolated from the Merck Saponin (origin: Gypsophila paniculata L.). Their structures were elucidated on the basis of chemical and spectral data as follows. MS-1 (1): 3-O-β-d-galactopyranosyl-(→2)-[α-l-arabinopyranosyl-(→3)]-β-d-glucuronopyranosyl gypsogenin 28-O-β-d-xylopyranosyl-(→3)- β-d-xylopyranosyl-(→4)-α-l-rhamnopyranosyl-(→4)-[β-d-quinovopyranosyl-(→2)]-β-d- fucopyranoside. MS-2(2): 3-O-β-d-galactopyranosyl-(→2)-[α-l- arabinopyranosyl-(→3)]-β-d-glucuronopyranosyl quillaic acid 28-O-β-d-xylopyranosyl-(→3)-β-d-xylopyranosyl-(→4)-α-l-rhamnopyranosyl-(→4)-[β-d-quinovopyranosyl -(→2)]-β-d-fucopyranoside. The hydrothermal degradation, which led to selective cleavage of the ester glycosidic linkage, was useful for the structure elucidation.
carbohydrates, glycosides, triterpenoids, quillaic acid, gypsogenin, thermolysis, thermal degradation, Merck saponin, Gypsophyla paniculata
Publication DOI: 10.1002/jlac.1992199201155Journal NLM ID: 7907963Publisher: Weinheim, New York: Verlag Chemie
Institutions: Faculty of Pharmaceutical Sciences, Kyushu University, Fukuoka, Japan
Methods: 13C NMR, 1H NMR, IR, FAB-MS, GC-MS, TLC, acid hydrolysis, methanolysis, partial methanolysis, hydrothermolysis
Found