Bioactive saponins and glycosides .3. Horse chestnut .1. The structures, inhibitory effects on ethanol absorption, and hypoglycemic activity of escins Ia, Ib, IIa, IIb, and IIIa from the seeds of Aesculus hippocastanum L
Bioactive saponins and glycosides .3. Horse chestnut .1. The structures, inhibitory effects on ethanol absorption, and hypoglycemic activity of escins Ia, Ib, IIa, IIb, and IIIa from the seeds of Aesculus hippocastanum L
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DOI：
10.1248/cpb.44.1454
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发表时间：
1996-08-01
影响因子：
1.7
通讯作者：
Kitagawa, I
中科院分区：
文献类型：
--
作者：
Yoshikawa, M;Murakami, T;Kitagawa, I
从七叶树种子中分离得到5个具有生物活性的三萜寡糖苷，分别命名为七叶皂苷Ia、Ib、IIa、IIb和IIIa。根据化学和物理化学证据确定了ESCins IS、Ib、IIa、IIb和IIIa的化学结构，其中包括利用光化学反应选择性地裂解葡萄糖醛酸键和四醋酸铅脱羧基反应。在大鼠口服葡萄糖耐量试验中发现七叶皂苷Ia、Ib、IIa和IIb具有抑制乙醇吸收和降血糖的作用。报道了一些构效关系。
Five bioactive triterpene oligoglycosides named escins Ia, Ib, IIa, IIb, and IIIa were isolated from the seeds of horse chestnut tree, Aesculus hippocastanum L. (Hippocastanaceae). The chemical structures of escins Is, Ib, IIa, IIb, and IIIa were determined on the basis of chemical and physicochemical evidence, which included selective cleavage of the glucuronide linkage using photochemical reaction and lead tetraacetate decarboxylation reaction. Escins Ia, Ib, IIa, and IIb were found to exhibit an ethanol absorption-inhibitory effect and hypoglycemic activity in the oral glucose tolerance test in rats. Some structure-activity relationships are reported.