Premium
Thermal Degradation of Glycosides, VII. Application of Hydrothermolysis to the Studies on the Constituents of the Merck Saponin
Author(s) -
Kim Youn Chul,
Higuchi Ryuichi,
Komori Tetsuya
Publication year - 1992
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.1992199201155
Subject(s) - chemistry , glycosidic bond , saponin , stereochemistry , triterpenoid saponin , glycoside , organic chemistry , medicine , alternative medicine , pathology , enzyme
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.