Symposium on the Chemistry of Natural Products, symposium papers
Online ISSN : 2433-1856
32
Session ID : 41
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41 Thermal Degradation and Hydrothermolysis of Glycosides and Its Application to the Structure Elucidation of Natural Products
Y. Ch. KimR. HiguchiT. Komori
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Abstract
Thermal degradation of the flavonoid glycosides and hydrothermolysis of the triterpenoid-, steroid-, steroidal alkaloid-, cardenolide-, and flavonoid glycosides were studied. The latter cleavage reaction was applied to the structure determination of new triterpenoid glycosides and gangliosides. The useful products for structure elucidation and FD mass fragmentation analysis were obtained by means of thermal degradation of flavonoid glycosides. Hydrothermolysis of the above mentioned glycosides also afforded useful products, namely genuine aglycones, prosapogenins and oligosaccharides, which were not obtained easily by another methods. Furthermore, selective cleavage reaction of ester type glycosidic linkages using hydrothermolysis could be found out. The structures of sugar moiety of a lanostane-type triterpenoid pentaglycoside (67) isolated from the sea cucumber Pentacta australis, a gypsogenin 3,28-O-bisglycoside (69) from Gypsophila paniculata, and a ganglioside molecular species (75) from the starfish Asterias amurensis versicolor Sladen were characterized with the assistance of the effective cleavage reaction, hydrothermolysis.
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© 1990 the committee on digitalization of presentations delivered in symposiums on natural organic compounds
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