14364-82-0Relevant academic research and scientific papers
Thermal Degradation of Glycosides, VI - Hydrothermolysis of Cardenolide and Flavonoid Glycosides
Kim, Youn Chul,Higuchi, Ryuichi,Komori, Tetsuya
, p. 575 - 580 (2007/10/02)
The hydrothermolysis of cardenolide and flavonoid glycosides is described.On heating with water or water/dioxane, cardenolide (1, 5, 11) and flavonoid glycosides (16, 20, 23, 27) are converted into their genuine aglycones and partially hydrolyzed products, together with saccharide components.Meanwhile, the glycosidic linkage of 2-deoxy sugar moieties in cardenolide glycosides is more readily cleaved than that of the common sugar moieties by means of hydrothermolysis.Therefore, hydrothermolysis of the uzarigenin triglycoside (13), bearing a 2-deoxy sugar moiety whichis directly attached to the aglycone, leads to selective cleavage of the sugar-aglycone linkage.The hydrothermolyzed products have been isolated by chromatography and their structures elucidated by spectroscopic methods. Key Words: Thermolysis / Degradation, thermal / Carbohydrates / Glycosides / Cardenolides / Steroids / Flavonoids
Degradation of Cardenolide Glycosides
Kim, Youn Chul,Higuchi, Ryuichi,Komori, Tetsuya,Abe, Fumiko,Yamauchi, Tatsuo
, p. 943 - 947 (2007/10/02)
The thermal degradation of cardenolide glycosides consisting of different sugar moieties and aglycones was examined.On simple heating, the sugar - aglycone linkage of cardenolide glycosides having 2,6-dideoxy sugar moieties is readily cleaved, to afford their genuine aglycones.On the contrary, cardenolide glycosides possessing 6-deoxy sugar moieties are resistant to the degradative reaction.Besides the fission of the glycosidic linkages, some interesting reactions also took place.The pyrolyzed products were isolated by chromatography, and the structures were elucidated by spectroscopic evidence.
