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新型钯(II)和铂(II)与5,5 - 二乙基巴比妥酸盐形成的配合物,配体为2 - 苯基吡啶、2,2'-联吡啶和2,2'-二吡啶胺:合成、结构、DNA结合、分子对接、细胞摄取、抗氧化活性和细胞毒性

New palladium(II) and platinum(II) 5,5-diethylbarbiturate complexes with 2-phenylpyridine, 2,2'-bipyridine and 2,2'-dipyridylamine: synthesis, structures, DNA binding, molecular docking, cellular uptake, antioxidant activity and cytotoxicity.

作者信息

Icsel Ceyda, Yilmaz Veysel T, Kaya Yunus, Samli Hale, Harrison William T A, Buyukgungor Orhan

机构信息

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

出版信息

Dalton Trans. 2015 Apr 21;44(15):6880-95. doi: 10.1039/c5dt00728c.

Abstract

Novel palladium(ii) and platinum(ii) complexes of 5,5-diethylbarbiturate (barb) with 2-phenylpyridine (Hppy), 2,2'-bipyridine (bpy) and 2,2'-dipyridylamine (dpya) have been prepared and characterized by elemental analysis, IR, UV-Vis, NMR and ESI-MS. Single-crystal diffraction measurements show that complex consists of binuclear [Pd2(μ-barb-κN,O)2(ppy-κN,C)2] moieties, while complexes are mononuclear, [M(barb-κN)2(L-κN,N')] (L = bpy or dpya). has a composition of [Pt(dpya-κN,N')2][Ag(barb-κN)2]2·4H2O and was assumed to have a structure of [Pt(barb-κN)(Hppy-κN)(ppy-κN,C)]·3H2O. The complexes were found to exhibit significant DNA binding affinity by a non-covalent binding mode, in accordance with molecular docking studies. In addition, complexes and displayed strong binding with supercoiled pUC19 plasmid DNA. Cellular uptake studies were performed to assess the subcellular localization of the selected complexes. A moderate radical scavenging activity of and was confirmed by DPPH and ABTS tests. Complexes , , and showed selectivity against HT-29 (colon) cell line.

摘要

已制备了5,5 - 二乙基巴比妥酸酯(巴比妥酸,barb)与2 - 苯基吡啶(Hppy)、2,2'-联吡啶(bpy)和2,2'-二吡啶胺(dpya)形成的新型钯(II)和铂(II)配合物,并通过元素分析、红外光谱、紫外 - 可见光谱、核磁共振和电喷雾电离质谱对其进行了表征。单晶衍射测量表明,该配合物由双核[Pd2(μ - barb - κN,O)2(ppy - κN,C)2]部分组成,而其他配合物为单核,[M(barb - κN)2(L - κN,N')](L = bpy或dpya)。[Pt(dpya - κN,N')2][Ag(barb - κN)2]2·4H2O的组成被假定具有[Pt(barb - κN)(Hppy - κN)(ppy - κN,C)]·3H2O的结构。根据分子对接研究,发现这些配合物通过非共价结合模式表现出显著的DNA结合亲和力。此外,这些配合物与超螺旋pUC19质粒DNA表现出强结合。进行了细胞摄取研究以评估所选配合物的亚细胞定位。通过DPPH和ABTS测试证实了这些配合物具有适度的自由基清除活性。配合物、和对HT - 29(结肠)细胞系表现出选择性。

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