Journal
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
Volume 46, Issue 8, Pages 3302-3308Publisher
ELSEVIER FRANCE-EDITIONS SCIENTIFIQUES MEDICALES ELSEVIER
DOI: 10.1016/j.ejmech.2011.04.051
Keywords
Oxasqualenoids; Marine polyether; Laurencia; Integrin inhibitor
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Funding
- MEC [CTQ2008-06754-C04-01, SAF2008-02251]
- EXMAR (ACISII)
- Red Tematica de Investigacion Cooperativa en Cancer, Instituto de Salud Carlos III [RD06/0020/1037]
- Fondo Europeo de Desarrollo Regional of the European Union
- Junta de Castilla y Leon [GR15]
- SEGAI-ULL
- [C2008000145]
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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.
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