4-(2-氨基乙基)苯磺酰胺席夫碱Pd(II)配合物:结构、DNA结合和抗增殖活性

IF 2.7 3区 化学 Q2 CHEMISTRY, INORGANIC & NUCLEAR
Douglas H. Nakahata , Gabriele de M. Pereira , Marcos A. Ribeiro , Igor S. Oliveira , Josélia C. de Oliveira Moreira , Robson Pontes , João E. de Carvalho , Ana Lucia T.G. Ruiz , Nicholas P. Farrell , Pedro P. Corbi
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引用次数: 0

摘要

本文合成了2个4-(2-氨基乙基)苯磺酰胺席夫碱配合物钯(II),并对其进行了表征。用核磁共振(NMR)谱、质谱和单晶x射线衍射对配合物进行了表征。含有吡啶基供体的配合物[PdCl2(L1)]在二甲亚砜中不发生配体置换,而含有喹啉基供体的配合物[PdCl2(L2)]则发生了立即的配体置换。溶液中这种行为的差异归因于较大的喹啉环的空间效应,这可能导致与Pd(II)中心的相互作用较弱,尽管氮给体周围的电子密度相似,如15N核磁共振探测。利用圆二色性(CD)光谱、荧光光谱竞争结合实验和琼脂糖凝胶电泳研究了配合物与小牛胸腺DNA的结合相互作用。CD光谱数据表明,这两种复合物都诱导了DNA的构象变化。荧光光谱证实了配合物与DNA的相互作用,与[PdCl2(L1)]导致溴化乙啶的更多位移。对6种肿瘤细胞系的抗增殖试验表明,[PdCl2(L1)]化合物对咽部鳞状细胞癌(FaDu)最具活性。这些发现突出了4-(2-氨基乙基)苯磺酰胺希夫碱具有定制反应性的潜力,可用于设计生物活性钯(II)配合物。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Pd(II) complexes of 4-(2-aminoethyl)benzenesulfonamide Schiff bases: Structure, DNA binding and antiproliferative activity

Pd(II) complexes of 4-(2-aminoethyl)benzenesulfonamide Schiff bases: Structure, DNA binding and antiproliferative activity
In this study, two palladium(II) complexes of 4-(2-aminoethyl)benzenesulfonamide Schiff bases were synthesized and characterized. The complexes were characterized by nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry and single-crystal X-ray diffraction. Complex [PdCl2(L1)], bearing a pyridyl donor, did not undergo ligand replacement in dimethylsulfoxide, while [PdCl2(L2)], which bears a quinolinyl donor underwent immediate ligand replacement. This difference in behavior in solution was attributed to a steric effect of the bulkier quinoline ring, which may lead to a weaker interaction with the Pd(II) center, even though the electronic density around the N-donors is similar, as probed by 15N NMR. The binding interactions of the complexes with calf-thymus DNA were investigated using circular dichroism (CD) spectroscopy, competitive binding experiments by fluorescence spectroscopy, and agarose gel electrophoresis. The CD spectral data suggested that both complexes induce conformational changes in DNA. Fluorescence spectroscopy confirmed interactions of the complexes with DNA, with [PdCl2(L1)] leading to more displacement of ethidium bromide. Antiproliferative assays against a panel of 6 cancer cell lines showed that the [PdCl2(L1)] compound was most active against the pharynx squamous cell carcinoma (FaDu). These findings highlight the potential of 4-(2-aminoethyl)benzenesulfonamide Schiff bases with tailored reactivity profiles for the design of bioactive palladium(II) complexes.
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来源期刊
Inorganica Chimica Acta
Inorganica Chimica Acta 化学-无机化学与核化学
CiteScore
6.00
自引率
3.60%
发文量
440
审稿时长
35 days
期刊介绍: Inorganica Chimica Acta is an established international forum for all aspects of advanced Inorganic Chemistry. Original papers of high scientific level and interest are published in the form of Articles and Reviews. Topics covered include: • chemistry of the main group elements and the d- and f-block metals, including the synthesis, characterization and reactivity of coordination, organometallic, biomimetic, supramolecular coordination compounds, including associated computational studies; • synthesis, physico-chemical properties, applications of molecule-based nano-scaled clusters and nanomaterials designed using the principles of coordination chemistry, as well as coordination polymers (CPs), metal-organic frameworks (MOFs), metal-organic polyhedra (MPOs); • reaction mechanisms and physico-chemical investigations computational studies of metalloenzymes and their models; • applications of inorganic compounds, metallodrugs and molecule-based materials. Papers composed primarily of structural reports will typically not be considered for publication.
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