Department de Química Inorgànica, Facultat de Química, Universitat de Barcelona, Martí y Franquès 1-11, 08028, Barcelona, Spain.
J Inorg Biochem. 2012 Apr;109:72-81. doi: 10.1016/j.jinorgbio.2012.01.003. Epub 2012 Jan 20.
The synthesis, characterization, DNA interaction and antiproliferative behavior of new π-arene ruthenium(II) piano-stool complexes with nitrogen ligands are described. Three series of organometallic compounds of formulae [RuCl(2)(η(6)-p-cym)L] were synthesized (with L=2-, 3- or 4-methylpyridine; L=2,3-, 2,4-, 2,5-, 3,4-, 3,5-dimethylpyridine and L=1,2-, 1,3- 1,4-methylaminobenzene). The crystal structures of [RuCl(2)(p-cym)(4-methylpyridine)], [RuCl(2)(p-cym)(3,4-dimethylpyridine)] and [RuCl(2)(p-cym)(1,4-methylaminobenzene)] were resolved and the characterization was completed by spectroscopic UV-vis, FT-IR and (1)H NMR studies. Electrochemical experiments were performed by cyclic voltammetry to estimate the redox potential of the Ru(II)/Ru(III) couple. The interaction with plasmid pBR322 DNA was studied through the examination of the electrophoretical mobility and atomic force microscopy, and interaction with ct-DNA by circular dichroism, viscosity measurements and fluorescence studies based on the DNA-ethidium bromide complex. The antiproliferative behavior of the series with L=methylpyridine was assayed against two tumor cell lines, i.e. LoVo and MiaPaca. The results revealed a moderate cytotoxicity with a higher activity for the LoVo cell line compared to the MiaPaca one.
新型π-芳基钌(II)钢琴凳配合物与氮配体的合成、表征、DNA 相互作用和抗增殖行为的研究。合成了三种[RuCl(2)(η(6)-p-cym)L]的有机金属化合物系列(其中 L=2-、3-或 4-甲基吡啶;L=2,3-、2,4-、2,5-、3,4-、3,5-二甲基吡啶和 L=1,2-、1,3-、1,4-甲基氨基苯)。解析了[RuCl(2)(p-cym)(4-甲基吡啶)]、[RuCl(2)(p-cym)(3,4-二甲基吡啶)]和[RuCl(2)(p-cym)(1,4-甲基氨基苯)]的晶体结构,并通过光谱 UV-vis、FT-IR 和 (1)H NMR 研究完成了表征。通过循环伏安法进行电化学实验,估算了 Ru(II)/Ru(III) 电对的还原电位。通过电泳迁移率和原子力显微镜研究了与质粒 pBR322 DNA 的相互作用,并通过圆二色性、粘度测量和基于 DNA-溴化乙锭复合物的荧光研究研究了与 ct-DNA 的相互作用。用[RuCl(2)(p-cym)(L)](L=甲基吡啶)系列对两种肿瘤细胞系,即 LoVo 和 MiaPaca,进行了抗增殖行为的测定。结果表明,与 MiaPaca 细胞系相比,对 LoVo 细胞系具有中等的细胞毒性,活性更高。