Copper(I) halide complexes of 5-carbethoxy-2-thiouracil: Synthesis, structure and in vitro cytotoxicity

Papazoglou, I.; Cox, Philip; Hatzidimitriou, A.; Kokotidou, Chrysoula; Choli‐Papadopoulou, Theodora; Aslanidis, P.

doi:10.1016/j.ejmech.2014.03.052

Cited by 28 publications

(11 citation statements)

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“…Changing the diimine ligands alters the anticancer properties; optimum cytotoxicity against several cancer cell lines were detected with dipyrido[3,2-a:2 ,3c]phenazine (dppz) ligand and its derivatives [26,27]. However, the thione-containing complexes have received far less attention [28][29][30]. The current work aimed to examine the potential of Cu(I)-phosphine containing thione ligands as anticancer agents.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Structural Studies, and Anticancer Properties of [CuBr(PPh3)2(4,6-Dimethyl-2-Thiopyrimidine-κS]

et al. 2021

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CuBr(PPh3)2(4,6-dimethylpyrimidine-2-thione) (Cu-L) was synthesized by stirring CuBr(PPh3)3 and 4,6-dimethylpyrimidine-2-thione in dichloromethane. The crystal structure of Cu-L was obtained, and indicated that the complex adopts a distorted tetrahedral structure with several intramolecular hydrogen bonds. Moreover, a centrosymmetric dimer is formed by the intermolecular hydrogen bonding of the bromine acceptor created by symmetry operation 1−x, 1−y, 1−z to the methyl group (D3 = C42) of the pyrimidine–thione ligand. HSA-binding of Cu-L and its ligand were evaluated, revealing that Cu-L binds to HSA differently than its ligand. The HSA-bindings were modeled by molecular docking, which suggested that Cu-L binds to the II A domain while L binds between the I B and II A domains. Anticancer activities toward OVCAR-3 and HeLa cell lines were tested and indicated the significance of the copper center in enhancing the cytotoxic effect; negligible toxicities for L and Cu-L were observed towards a non-cancer cell line. The current study highlights the potential of copper(I)-phosphine complexes containing thione ligands as therapeutic agents.

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Section: Introductionmentioning

confidence: 99%

Synthesis, Structural Studies, and Anticancer Properties of [CuBr(PPh3)2(4,6-Dimethyl-2-Thiopyrimidine-κS]

et al. 2021

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“…The molecular crystal structure of the complex is presented in Figure 22 and mixed-ligand mononuclear complexes of Cu(I) with the general formula [CuX(PPh3)2(eitotH2)], the crystal structure of which is presented in Figure 23. Papazoglou et al have prepared a dinuclear complex of Cu(I) (CuX, where (X = Cl, Br, I)) involving 5-carbethoxy-2-thiouracil (eitotH 2 ) as a ligand with the general formula [CuX(eitotH 2 ) 2 ] 2 [40]. The molecular crystal structure of the complex is presented in Figure 22 and mixed-ligand mononuclear complexes of Cu(I) with the general formula [CuX(PPh 3 )2(eitotH 2 )], the crystal structure of which is presented in Figure 23.…”

Section: Figure 19mentioning

confidence: 99%

Synthesis and Biological Activities of Some Metal Complexes of 2-Thiouracil and Its Derivatives: A Review

Marinova,

Tamahkyarova

2024

Compounds

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The thionamide antithyroid agents were discovered largely through observations carried out by various researchers in the 1940s that found that sulfhydryl-containing substances were goitrogenic in animals. Prof. Edwin B. Astwood started using these drugs to treat hyperthyroidism. In the current paper, we summarize the development background of these agents and the coordination possibility of 2-thiouracil and its derivatives, as well as the biological activities of some of its complexes. Some of them are used as agents for the treatment of tuberculosis, and arthritis, others have bactericidal and fungicidal activity, the third cytotoxic properties, and could be used to treat various types of cancer.

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“…The new copper(I) complexes have been evaluated for in vitro antitumor properties against two tumor cell lines, A549 (human pulmonary carcinoma cell line) and HeLa (human epithelial carcinoma cell line) and one normal immortalized cell line MRC5 (human fetal lung fibroblast) [35]. The mixedligand complexes possessing triphenylphosphine appear to be highly cytotoxic in contrast to the phosphine-free ones which inhibited cell proliferation only in relatively high concentrations.…”

Section: Antitumor and Cytotoxic Activitiesmentioning

confidence: 99%

Synthesis and Biological Activities of Some Metal Complexes of 2-Thiouracil and Its Derivatives: A Review

Marinova,

Tamahkyarova

2023

Preprint

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The thionamide antithyroid drugs were discovered largely following serendipitous observations by numerous researchers in the 1940s who found that sulfhydryl-containing compounds were goitrogenic in animals. Prof. Edwin B. Astwood was the first to use these compounds to treat hyperthyroidism. In this review, we summarize the history of the development of these drugs and the coordination possibility of 2-thiouracil and its derivatives, as well as the biological activities of some of its complexes. Some of them are used as agents for the treatment of tuberculosis, and arthritis, others have bactericidal and fungicidal activity, the third cytotoxic properties, and could be used to treat various types of cancer.

show abstract

Copper(I) halide complexes of 5-carbethoxy-2-thiouracil: Synthesis, structure and in vitro cytotoxicity

Cited by 28 publications

References 64 publications

Synthesis, Structural Studies, and Anticancer Properties of [CuBr(PPh3)2(4,6-Dimethyl-2-Thiopyrimidine-κS]

Synthesis, Structural Studies, and Anticancer Properties of [CuBr(PPh3)2(4,6-Dimethyl-2-Thiopyrimidine-κS]

Synthesis and Biological Activities of Some Metal Complexes of 2-Thiouracil and Its Derivatives: A Review

Synthesis and Biological Activities of Some Metal Complexes of 2-Thiouracil and Its Derivatives: A Review

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