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新型双核和多核银(I)糖精酸盐配合物与叔膦的合成、晶体结构、体外 DNA 结合、抗菌和细胞毒性活性。

Synthesis, crystal structures, in vitro DNA binding, antibacterial and cytotoxic activities of new di- and polynuclear silver(I) saccharinate complexes with tertiary monophosphanes.

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

J Photochem Photobiol B. 2014 Feb 5;131:31-42. doi: 10.1016/j.jphotobiol.2013.12.014. Epub 2014 Jan 3.

Abstract

Four new silver(I) saccharinate (sac) complexes, [Ag(μ-sac)(PPh3)]2 (1), [Ag(μ-sac)(PPh2Cy)]2 (2), [Ag(μ-sac)(PPhCy2)]2 (3) and [Ag(μ-sac)(PCy3)]n (4), where PPh3=triphenylphosphane, PPh2Cy=cyclohexyldiphenylphosphane, PPhCy2=dicyclohexylphenylphosphane and PCy3=tricyclohexylphosphane, have been synthesized and fully characterized by elemental analysis, IR, NMR, ESI-MS and single crystal X-ray diffraction. Fluorescence ethidium bromide displacement indicate that all complexes bind to fish sperm (FS) DNA by intercalation with binding constants (KA) of 29.1±0.26×10(5)M(-1) for 1, 2.54±0.12×10(5)M(-1) for 2, 2.42±0.08×10(5)M(-1) for 3, 0.19±0.03×10(5)M(-1) for 4. The relative viscosities of the FS-DNA solutions increase with increasing of the complex concentration, providing strong evidence for the intercalation mode. The gel electrophoresis assay further confirms their binding with the pBR322 plasmid DNA. The MIC values of the silver(I) complexes are generally higher than those of AgNO3 and silver sulfadiazine, but 1 presents a promising activity against Salmonellatyphimurium and Staphylococcusaureus. All complexes are highly cytotoxic on human lung carcinoma (A549) and human breast adenocarcinoma (MCF-7) cell lines with IC50 values ranging from 0.82 to 3.13μM.

摘要

四种新的银(I)糖酸盐(sac)配合物,[Ag(μ-sac)(PPh3)]2(1),[Ag(μ-sac)(PPh2Cy)]2(2),[Ag(μ-sac)(PPhCy2)]2(3)和[Ag(μ-sac)(PCy3)]n(4),其中 PPh3=triphenylphosphane,PPh2Cy=cyclohexyldiphenylphosphane,PPhCy2=dicyclohexylphenylphosphane 和 PCy3=tricyclohexylphosphane,已经通过元素分析、IR、NMR、ESI-MS 和单晶 X 射线衍射法合成并完全表征。荧光溴化乙锭取代表明,所有配合物均通过嵌入结合常数(KA)为 29.1±0.26×10(5)M(-1)与鱼精(FS)DNA 结合,对于 1,2.54±0.12×10(5)M(-1)对于 2,2.42±0.08×10(5)M(-1)对于 3,0.19±0.03×10(5)M(-1)对于 4。FS-DNA 溶液的相对粘度随配合物浓度的增加而增加,为嵌入模式提供了有力的证据。凝胶电泳试验进一步证实了它们与 pBR322 质粒 DNA 的结合。银(I)配合物的 MIC 值通常高于 AgNO3 和磺胺嘧啶银,但 1 对鼠伤寒沙门氏菌和金黄色葡萄球菌具有良好的活性。所有配合物对人肺癌(A549)和人乳腺癌(MCF-7)细胞系均具有高细胞毒性,IC50 值范围为 0.82 至 3.13μM。

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