過ヨード酸およびシクロヘキシルアミンによる配糖体の加水分解法およびその糖部-非糖部結合決定の可能性 (original) (raw)

抄録

Cimigenol xyloside (I) (0.16mmol) was hydrolyzed at pH 6.2-6.6 for 4 days in about 50% aqueous methanol (390ml) with sodium meta-periodate (4.0mmol), cyclohexlamine (39mmol), and acetic acid (36mmol). Cimigenol-3-formate (V) and the genuine aglycone, cimigenol (II), were obtained as the genin part in respective yields of 51% and 32%. This hydrolytic procedure was applied to the hydrolyses of 25-O-acetyl-cimigenol xyloside (VII) and bacoside-A1(X) and -A2(XI), giving results analogous to that of I. It was concluded that the formyl carbon of the formates (V and IX) obtained by this hydrolysis originated from C-1 atom of the sugar miety, xylose, of glycosides I and VII, indicating the site of the glycosidic linkages in these glycosides.