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卤代硫代氨基脲及其铜(II)、镍(II)配合物:详细的光谱表征及对人肝癌细胞HepG2的抗肿瘤活性研究

Halo-substituted thiosemicarbazones and their copper(II), nickel(II) complexes: detailed spectroscopic characterization and study of antitumour activity against HepG2 human hepatoblastoma cells.

作者信息

Jagadeesh M, Kalangi Suresh K, Sivarama Krishna L, Reddy A Varada

机构信息

Department of Chemistry, S.V. University, Tirupati 517 502, India.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2014 Jan 24;118:552-6. doi: 10.1016/j.saa.2013.08.092. Epub 2013 Sep 4.

DOI:10.1016/j.saa.2013.08.092
PMID:24084484
Abstract

Copper(II) and nickel(II) complexes of two different halogen substituted thiosemicarbazone ligands were synthesized. The ligands 3,4-difluoroacetophenone thiosemicarbazone (1) and 2-bromo-4'-chloroacetophenone thiosemicarbazone (2) were characterized and confirmed spectroscopically by FT-IR, FT-Raman, UV-vis and fluorescence spectral analysis, while the respective copper(II) complexes [Cu(C9H9N3F2S)2Cl2] (1a), [Cu(C9H9N3ClBrS)2Cl2] (2a) and nickel(II) complexes [Ni(C9H9N3F2S)2] (1b), [Ni(C9H9N3ClBrS)2] (2b) were characterized by FT-IR, UV-vis and electron paramagnetic spectroscopy (EPR). The EPR spectra of the Cu(II) complexes provided the rhombic octahedral and axial symmetry of the complexes 1a and 2a respectively. For the complex 1a, the g values calculated as g1=2.1228, g2=2.0706 and g3=2.001 between 2900 and 3300 G. While for the complex 2a, a set of two resonance absorptions were observed. The synthesized compounds were tested for antitumor activity and showed that the ability to kill liver cancer cells significantly. Out of all the synthesized compounds, copper(II) complexes 1a and 2a showed high cytotoxic effect on liver cancer cells with 67.51% and 42.77% of cytotoxicity respectively at 100 μM.

摘要

合成了两种不同卤素取代的硫代半卡巴腙配体的铜(II)和镍(II)配合物。通过傅里叶变换红外光谱(FT-IR)、傅里叶变换拉曼光谱(FT-Raman)、紫外可见光谱和荧光光谱分析对配体3,4-二氟苯乙酮硫代半卡巴腙(1)和2-溴-4'-氯苯乙酮硫代半卡巴腙(2)进行了表征和光谱确认,而相应的铜(II)配合物[Cu(C9H9N3F2S)2Cl2](1a)、[Cu(C9H9N3ClBrS)2Cl2](2a)和镍(II)配合物[Ni(C9H9N3F2S)2](1b)、[Ni(C9H9N3ClBrS)2](2b)则通过FT-IR、紫外可见光谱和电子顺磁共振光谱(EPR)进行了表征。铜(II)配合物的EPR光谱分别给出了配合物1a和2a的菱形八面体和轴向对称性。对于配合物1a,在2900至3300 G之间计算出的g值为g₁ = 2.1228、g₂ = 2.0706和g₃ = 2.001。而对于配合物2a,观察到一组两个共振吸收峰。对合成的化合物进行了抗肿瘤活性测试,结果表明它们具有显著杀死肝癌细胞的能力。在所有合成的化合物中,铜(II)配合物1a和2a对肝癌细胞显示出高细胞毒性作用,在100 μM时细胞毒性分别为67.51%和42.77%。

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