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Monofunctional platinum(ii) dithiocarbamate complexes: synthesis, characterization and anticancer activity

机译:单官能铂(II)二硫代氨基甲酸盐复合物:合成,表征和抗癌活动

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Heteroleptic platinum( II ) dithiocarbamates, of general formula [Pt(DTC)LCl], where DTC = 4-(4-methoxyphenyl)piperazine-1-carbodithioate ( 1 and 2 ) and 4-(furan-2-carbonyl)piperazine-1-carbodithioate ( 3 ) and L = tri(4-flourophenylphosphine) ( 1 and 3 ) and tri(4-chlorophenylphosphine) ( 2 ) have been synthesized and characterized by different analytical techniques. These complexes are square planar with picoplatin or phenanthriplatin type steric hindrance from aromatic C–H groups of the phosphine ligand as shown by single-crystal analysis. In 1 , the Pt square plane is hindered by two axially oriented hydrogens, whereas by only one in 2 and 3 . DNA-binding studies by UV/visible spectroscopy revealed a stronger electrostatic interaction of 1 compared to 2 and 3 , and the results are further supported by viscometry and cyclic voltammetric measurements. Their in vitro anticancer activity against five different cancer cell lines using a MTT assay revealed high potency of the complexes. The higher activity of 1 than both 2 and 3 is consistent with DNA binding strength and we speculate that it may be due to the relatively inert nature of platinum towards off-target biomolecules ensured by the hindrance caused by the two axially oriented hydrogens.
机译:通式[Pt(DTC)LCl]的异式铂(II)二硫代氨基酯,其中DTC = 4-(4-甲氧基苯基)哌嗪-1-碳二酯(1和2)和4-(呋喃-2-羰基)哌嗪 - 通过不同的分析技术合成1 - 碳二酯(3)和L =三=三(4-荧光苯基膦)(1和3)和三(4-氯苯基膦)(2)。这些配合物是具有磷吡啶的平面平面,或者磷酸酯的芳族C-H组的空间梗阻,如单晶分析所示。在1中,Pt方形平面受到两个轴向取向的氢的阻碍,而仅在2和3中仅一个。通过UV /可见光谱的DNA结合研究显示,与2和3相比,1的较强的静电相互作用,并通过粘度法和循环伏安测量进一步支持结果。它们对五种不同癌细胞系的体外抗癌活性使用MTT测定显示复合物的高效力。比2和3的较高活性与DNA结合强度一致,并且我们推测它可能是由于铂朝向靶向生物分子的相对惰性性质,通过由两个轴向取向的氢引起的障碍确保。

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