Cytotoxic oxasqualenoids from the red alga Laurencia viridis

被引:42
|
作者
Cen-Pacheco, Francisco [1 ]
Villa-Pulgarin, Janny A. [2 ,3 ]
Mollinedo, Faustino [2 ]
Norte, Manuel [1 ]
Daranas, Antonio H. [1 ]
Fernandez, Jose J. [1 ]
机构
[1] Univ la Laguna, Inst Univ Bioorgan Antonio Gonzalez, Tenerife 38206, Spain
[2] Univ Salamanca, CSIC, Ctr Invest Canc, Inst Biol Mol & Celular Canc, E-37007 Salamanca, Spain
[3] Univ Salamanca, Ctr Hispano Luso Invest Agr CIALE, APOINTECH, E-37185 Salamanca, Spain
关键词
Oxasqualenoids; Marine polyether; Laurencia; Integrin inhibitor; COUPLING-CONSTANTS; APOPTOSIS; ANTAGONISTS; TARGETS;
D O I
10.1016/j.ejmech.2011.04.051
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Three new polyether squalene derivatives 15-dehydroxythyrsenol A (2), prethyrsenol A (3) and 13-hydroxyprethyrsenol A (4) have been isolated from the red alga Laurencia viridis. Their structures were determined through the interpretation of NMR spectroscopic data and chemical correlations. In addition, four semi-synthetic compounds modulating the solubility of the lead compound dehydrothyrsiferol (1) were prepared without loss of activity. The cytotoxicity of the new compounds exhibited low mu M activities. In order to explain their biological properties, docking simulations of the natural and synthetic compounds onto the alpha v beta 3 integrin binding region were carried out. (C) 2011 Elsevier Masson SAS. All rights reserved.
引用
收藏
页码:3302 / 3308
页数:7
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