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从欧洲七叶树中提取的具有细胞毒性的三萜皂苷

Cytotoxic triterpenoid saponins from Aesculus glabra Willd.

机构信息

National Center for Pharmaceutical Crops, Arthur Temple College of Forestry and Agriculture, Stephen F. Austin State University, Nacogdoches, TX 75972-6109, USA.

出版信息

Phytochemistry. 2012 Mar;75:67-77. doi: 10.1016/j.phytochem.2011.11.012. Epub 2011 Dec 16.

Abstract

Twenty-four acylated polyhydroxyoleanene saponins were isolated from the seeds of Aesculus glabra. Sixteen of them, namely aesculiosides G1-G16 (1-16), were determined as compounds by spectroscopic and chemical analysis. The structural features of all 24 saponins are: (1) arabinofuranosyl units affixed to C-3 of the glucuronopyranosyl unit in the trisaccharide chain; (2) no 24-OH substitution; (3) C-2 sugar moiety substitution of the 3-O-glucuronopyranosyl unit is either glucopyranosyl or galactopyranosyl. The features of these isolated saponin structures provide more evidence for chemical taxonomy within the genus Aesculus. The cytotoxicity of the aesculiosides (1-16) were tested against A549 and PC-3 cancer cell lines with GI₅₀ from 5.4 to >25 μM.

摘要

从苦枥白蜡树的种子中分离得到了 24 种酰化聚羟基齐墩果烷型皂苷。通过光谱和化学分析,确定其中 16 种(1-16)为化合物。所有 24 种皂苷的结构特征为:(1)在三糖苷链中,阿拉伯呋喃糖基单元连接在葡萄糖醛酸吡喃糖基单元的 C-3 位;(2)没有 24-OH 取代;(3)3-O-葡萄糖醛酸吡喃糖基单元的 C-2 糖部分取代为吡喃葡萄糖基或吡喃半乳糖基。这些分离出的皂苷结构特征为七叶树属内的化学分类学提供了更多证据。对 A549 和 PC-3 癌细胞系进行了 aesculiosides(1-16)的细胞毒性测试,其 GI₅₀ 值为 5.4 至 >25 μM。

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