Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding 071002, China.
Bioorg Med Chem Lett. 2013 Sep 1;23(17):4785-9. doi: 10.1016/j.bmcl.2013.07.009. Epub 2013 Jul 13.
Novel triphenylethylene-coumarin hybrid derivatives containing different amounts of amino side chains were designed and synthesized in good yields under microwave radiation. The derivatives 5b-d which possessed two amino side chains (except morpholinyl) showed a broad-spectrum and good anti-proliferative activity against five tumor cells and low cytotoxicity in osteoblast. UV-vis, fluorescence, and circular dichroism (CD) spectroscopies and thermal denaturation exhibited that compounds 10 c, 5c, and 13c bearing amino side chain (except morpholinyl) on 4-phenyl had significant interactions with Ct-DNA by the intercalative mode of binding. Structure-activity relationships (SARs) analysis suggested that the amino alkyl chain would play an important role both in the compounds against tumor cells proliferation and their interactions with DNA.
新型三苯乙烯-香豆素杂合衍生物含有不同数量的氨基侧链，在微波辐射下高产率地合成。具有两个氨基侧链（除吗啉基外）的衍生物 5b-d 对五种肿瘤细胞表现出广谱和良好的增殖抑制活性，且对成骨细胞的细胞毒性低。紫外可见光谱、荧光光谱和圆二色性（CD）光谱以及热变性表明，在 4-苯基上带有氨基侧链（除吗啉基外）的化合物 10c、5c 和 13c 与 CT-DNA 具有显著的相互作用，结合方式为插入式。构效关系（SAR）分析表明，氨基烷基链在化合物对肿瘤细胞增殖的抑制作用及其与 DNA 的相互作用中都起着重要的作用。
