Structure elucidation of a glycoside of 2 beta, 3 beta, 23-trihydroxy-16-oxoolean-12-en-28-oic acid from Bellis bernardii using mass spectrometry for the sugar sequence determination.
The structure of a novel saponin, possessing an unusual aglycone named bellisonic acid and isolated from whole plants of Bellis bernardii, has been elucidated by modern ms and nmr techniques as 3-O-alpha-L-rhamnopyranosyl-2 beta, 3 beta, 23-trihydroxy-16-oxoolean-12-en-28-oic acid 28-alpha-L-rhamnopyranosyl(1-->3)-O-beta-D-xylopyranosyl(1-->4)-alpha-L- rhamnopyranosyl(1-->2)-beta-D-fucopyranoside [1]. Ms procedures of general applicability allowed unambiguous sugar sequence determination from very small amounts of material.
Schöpke
T
T
Humboldt-Universität zu Berlin, Fachbereich Pharmazie, Germany.
Thiele
H
H
Wray
V
V
Nimtz
M
M
Hiller
K
K
D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D006027:Glycosides / Q000737:chemistry* / Q000302:isolation & purification; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008969:Molecular Sequence Data; D009828:Oleanolic Acid / Q000031:analogs & derivatives*; D010944:Plants / Q000737:chemistry*; D012503:Saponins / Q000737:chemistry* / Q000302:isolation & purification
D006027:Glycosides; D012503:Saponins; C093769:bernardioside B4; D009828:Oleanolic Acid