Thermal Degradation of Glycosides, VII. Application of Hydrothermolysis to the Studies on the Constituents of the Merck Saponin

✍ Scribed by Kim, Youn Chul ;Higuchi, Ryuichi ;Komori, Tetsuya

• Publisher: John Wiley and Sons
• Year: 1992
• Tongue: English
• Weight: 549 KB
• Volume: 1992
• Category: Article
• ISSN: 0947-3440
• DOI: 10.1002/jlac.1992199201155

✦ Synopsis

Abstract

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.