光叶梣茎皮中的糖苷。

Glycosides from the stem bark of Fraxinus sieboldiana.

作者信息

Lin Sheng, Wang Sujuan, Liu Mingtao, Gan Maoluo, Li Shuai, Yang Yongchun, Wang Yinghong, He Wenyi, Shi Jiangong

机构信息

Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, People's Republic of China.

出版信息

J Nat Prod. 2007 May;70(5):817-23. doi: 10.1021/np0700467. Epub 2007 Apr 27.

DOI:10.1021/np0700467

PMID:17461599

Abstract

A norditerpene glucopyranoside with a novel carbon skeleton (1), eight new aromatic glycosides (2-9), and 25 known glycosides have been isolated from a H2O-soluble portion of an ethanolic extract of the stem bark of Fraxinus sieboldiana. Their structures were determined by spectroscopic and chemical methods. Based on analysis of the NMR data of threo- and erythro-arylglycerols in different solvents, an application of Delta delta C8-C7 values to distinguish threo-arylglycerol and erythro-arylglycerol isomers was proposed. In the in vitro assays, compound 5 displayed TNF-alpha secretion inhibitory activity with an IC50 value of 1.6 microM, compound 6 showed antioxidative activity inhibiting Fe+2-cystine-induced rat liver microsomal lipid peroxidation with an IC50 value of 0.9 microM, and plantasioside (10) showed selective activity against the human colon cancer cell line (HCT-8) with an IC50 value of 3.4 microM.

摘要

从白蜡树茎皮乙醇提取物的水溶性部分中分离出一种具有新型碳骨架的去甲二萜葡萄糖苷（1）、八种新的芳香糖苷（2 - 9）以及25种已知糖苷。通过光谱和化学方法确定了它们的结构。基于对不同溶剂中苏式和赤式芳基甘油的核磁共振数据的分析，提出了应用Δδ C8 - C7值来区分苏式芳基甘油和赤式芳基甘油异构体的方法。在体外试验中，化合物5表现出肿瘤坏死因子-α分泌抑制活性，IC50值为1.6微摩尔；化合物6表现出抗氧化活性，抑制Fe + 2 - 胱氨酸诱导的大鼠肝微粒体脂质过氧化，IC50值为0.9微摩尔；而植酸苷（10）对人结肠癌细胞系（HCT - 8）表现出选择性活性，IC50值为3.4微摩尔。