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生物活性皂苷和糖苷。III. 七叶树。(1):欧洲七叶树种子中七叶皂苷Ia、Ib、IIa、IIb和IIIa的结构、对乙醇吸收的抑制作用及降血糖活性

Bioactive saponins and glycosides. III. 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.

作者信息

Yoshikawa M, Murakami T, Matsuda H, Yamahara J, Murakami N, Kitagawa I

机构信息

Kyoto Pharmaceutical University, Japan.

出版信息

Chem Pharm Bull (Tokyo). 1996 Aug;44(8):1454-64. doi: 10.1248/cpb.44.1454.

DOI:10.1248/cpb.44.1454
PMID:8795266
Abstract

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 Ia, Ib, IIa, IIb, and IIIa were determine 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.

摘要

从七叶树(七叶树科,欧洲七叶树)种子中分离出了五种具有生物活性的三萜寡糖苷,即七叶皂苷Ia、Ib、IIa、IIb和IIIa。七叶皂苷Ia、Ib、IIa、IIb和IIIa的化学结构是根据化学和物理化学证据确定的,这些证据包括利用光化学反应选择性裂解葡糖醛酸苷键以及四乙酸铅脱羧反应。在大鼠口服葡萄糖耐量试验中,发现七叶皂苷Ia、Ib、IIa和IIb具有乙醇吸收抑制作用和降血糖活性。报道了一些构效关系。

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