Dept. de Química Orgánica, Facultad de Ciencias, Universidad de Málaga, 29071 Málaga, Spain.
Dept. de Farmacología, Facultad de Farmacia, Universidad de Santiago de Compostela, 15782 Santiago de Compostela, Spain.
Bioorg Med Chem. 2010 Mar 15;18(6):2081-2088. doi: 10.1016/j.bmc.2010.02.014. Epub 2010 Feb 15.
The synthesis of oligo(ethylene glycol)-alkene substituted theophyllines in positions 7 and/or 8 is described. The binding activity at adenosine receptors of selected derivatives was studied. Compound 2 showed high affinity for human A(2B) receptor (K(i) = 4.16 nM) with a selectivity K(iA2A)/K(iA2B) of 24.1, and a solubility in water of 1 mM. The alkenyl substituent in some of the theophylline derivatives allows for covalent attachment of them onto hydrogen-terminated silicon substrate surfaces via hydrosilylation. Alternatively, an azido group was incorporated to an oligo(ethylene glycol)theophylline derivative as an anchor for tethering the molecules on ethynyl presenting surfaces via click reaction.
描述了在 7 位和/或 8 位取代的茶碱的聚乙二醇-烯烃的合成。研究了所选衍生物对腺苷受体的结合活性。化合物 2 对人 A(2B)受体具有高亲和力（K(i) = 4.16 nM），对 A(2A)受体的选择性 K(iA2A)/K(iA2B)为 24.1，并且在水中的溶解度为 1 mM。一些茶碱衍生物中的烯基取代基允许通过硅氢化反应将它们共价连接到氢终止的硅基底表面上。或者，叠氮基被掺入到聚乙二醇茶碱衍生物中，作为通过点击反应将分子固定在乙炔基呈现表面上的接头。
