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Thermal degradation of glycosides, II. Thermal effect on acetates of typical triterpenoid and steroid glycosides
Author(s) -
Higuchi Ryuichi,
Noguchi Yuko,
Kitamura Yoichi,
Kim Youn Chul,
Komori Tetsuya
Publication year - 1988
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.198819880812
Subject(s) - chemistry , glycoside , glycosidic bond , steroid , aglycone , fragmentation (computing) , organic chemistry , sugar , stereochemistry , biochemistry , hormone , computer science , enzyme , operating system
The termal effect on acetates of triterpenoid and steroid glycosides was examined. Contrary to the case of free glycosides, on heating the acetates of typical triterpenoid and steroid glycosides (including cardiac glycosides) on a melting point apparatus the cleavage reactions of sugar–aglycone and sugar–sugar linkage did not take place, and no aglycones or prosapogenins were obtained. However, two interesting and useful reactions did occur in the course of thermolysis of cardiac glycoside acetates. By taking into account the thermal effect on the glycoside acetates, and their FD mass spectra, an important suggestion on the mechanism of FD mass fragmentation of the glycosidic linkage was obtained.