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L-酪氨酸与取代的1,10-菲咯啉形成的二元和三元新型水溶性铜(II)配合物:取代对DNA相互作用和细胞毒性的影响。

Binary and ternary new water soluble copper(II) complexes of l-tyrosine and substituted 1,10-phenanthrolines: effect of substitution on DNA interactions and cytotoxicities.

作者信息

İnci Duygu, Aydın Rahmiye, Vatan Özgür, Yılmaz Dilek, Gençkal Hasene Mutlu, Zorlu Yunus, Cavaş Tolga

机构信息

Department of Chemistry, Faculty of Arts and Sciences, Uludag University, 16059 Bursa, Turkey.

Department of Chemistry, Faculty of Arts and Sciences, Uludag University, 16059 Bursa, Turkey.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2015 Jun 15;145:313-324. doi: 10.1016/j.saa.2015.03.011. Epub 2015 Mar 6.

Abstract

Binary and ternary water soluble copper(II) complexes - Cu(nphen)2(H2O)2·H2O (1), Cu(phen)2(H2O)2 (2), [Cu(nphen)(l-tyr)(H2O)]NO3·2H2O (3), [Cu(phen)(tyr)(H2O)] NO3·2H2O (4) - and diquarternary salts of nphen and phen (nphen=5-nitro-1,10-phenanthroline, phen=1,10-phenanthroline and tyr=l-tyrosine) have been synthesized and characterized by CHN analysis, (1)H NMR, (13)C NMR and IR spectroscopy, thermal analysis and single crystal X-ray diffraction techniques. The CT-DNA binding properties of these compounds have been investigated by thermal denaturation measurements, absorption and emission spectroscopy. The supercoiled pUC19 plasmid DNA cleavage activity of these compounds has been explored by agarose gel electrophoresis. The cytotoxicity of these compounds against MCF-7, Caco-2, A549 cancer cells and BEAS-2B healthy cells was also studied by using XTT method. The complexes 1-4 exhibit significant high cytotoxicity with low IC50 values in compared with cisplatin. The effect of the substituents of phen and coordinated amino acid in the above complexes are presented and discussed.

摘要

二元和三元水溶性铜(II)配合物——Cu(nphen)2(H2O)2·H2O (1)、Cu(phen)2(H2O)2 (2)、[Cu(nphen)(l-酪氨酸)(H2O)]NO3·2H2O (3)、[Cu(phen)(酪氨酸)(H2O)] NO3·2H2O (4)——以及nphen和phen的双季铵盐(nphen = 5-硝基-1,10-菲咯啉,phen = 1,10-菲咯啉,酪氨酸 = l-酪氨酸)已通过CHN分析、(1)H NMR、(13)C NMR和红外光谱、热分析以及单晶X射线衍射技术进行了合成和表征。通过热变性测量、吸收和发射光谱研究了这些化合物与CT-DNA的结合特性。通过琼脂糖凝胶电泳探索了这些化合物对超螺旋pUC19质粒DNA的切割活性。还使用XTT法研究了这些化合物对MCF-7、Caco-2、A549癌细胞和BEAS-2B健康细胞的细胞毒性。与顺铂相比,配合物1-4表现出显著的高细胞毒性且IC50值较低。文中展示并讨论了上述配合物中phen的取代基和配位氨基酸的影响。

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