Study of the anticancer potential of Cd complexes of selenazoyl-hydrazones and their sulfur isosters

Marković, Sanja B; Maciejewska, Natalia; Olszewski, Mateusz; Višnjevac, Aleksandar; Puerta, Adrián; Padrón, José M.; Novaković, Irena; Kojić, Snežana; Fernandes, Henrique S.; Sousa, Sérgio F.; Ramotowska, Sandra; Chylewska, Agnieszka; Makowski, Mariusz; Todorović, Tamara R.; Filipović, Nenad R.

doi:10.1016/j.ejmech.2022.114449

Cited by 19 publications

(25 citation statements)

References 41 publications

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“…Preparation of pyridine-and pyrazine-based complexes enhanced ligands' antimicrobial and anticancer activities, while several of them even induced apoptosis. [5][6][7][8][9][10][11] On the other hand, THs and their complexes with Zn and Cd have shown photoluminescence properties. 12 Also, thiazolebased ligands [13][14][15][16] and their complexes with various metals, [17][18][19][20][21] including Zn, 22 showed promising photoluminescence properties.…”

Section: Introductionmentioning

confidence: 99%

“…23,24 In this work, we used N,N,N tridentate pyridine-based THs (HLS 1-3 , Scheme 2), 6,8 to prepare ZnĲII) complexes starting from ZnCl 2 and ZnĲNO 3 ) 2 . N,N,N Tridentate coordination to various metal ions is characteristic of this class of ligands, [5][6][7][8][9][10] as it is for the structurally similar pyrazine-based TH. 11 Since ligands HLS 1-3 , 4 and their complexes with CoĲIII) 6 and CdĲII) 7 were shown to possess significant antiproliferative activity, we investigated whether the coordination to ZnĲII) may enhance the activity.…”

Section: Introductionmentioning

confidence: 99%

“…N,N,N Tridentate coordination to various metal ions is characteristic of this class of ligands, [5][6][7][8][9][10] as it is for the structurally similar pyrazine-based TH. 11 Since ligands HLS 1-3 , 4 and their complexes with CoĲIII) 6 and CdĲII) 7 were shown to possess significant antiproliferative activity, we investigated whether the coordination to ZnĲII) may enhance the activity. In addition, due to the conjugate ligand systems used, we investigated the photophysical properties of the ligands and corresponding ZnĲII) complexes at both low (77 K) and room temperature (RT).…”

Section: Introductionmentioning

confidence: 99%

“…In this work, we used N , N , N tridentate pyridine-based THs ( HLS 1–3 , Scheme 2), 6,8 to prepare Zn( ii ) complexes starting from ZnCl 2 and Zn(NO 3 ) 2 . N , N , N Tridentate coordination to various metal ions is characteristic of this class of ligands, 5–10 as it is for the structurally similar pyrazine-based TH. 11…”

Section: Introductionmentioning

confidence: 99%

“…Since ligands HLS 1–3 , 4 and their complexes with Co( iii ) 6 and Cd( ii ) 7 were shown to possess significant antiproliferative activity, we investigated whether the coordination to Zn( ii ) may enhance the activity. In addition, due to the conjugate ligand systems used, we investigated the photophysical properties of the ligands and corresponding Zn( ii ) complexes at both low (77 K) and room temperature (RT).…”

Section: Introductionmentioning

confidence: 99%

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Zn(ii) complexes with thiazolyl–hydrazones: structure, intermolecular interactions, photophysical properties, computational study and anticancer activity

et al. 2022

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

Zn(ii) complexes with thiazolyl–hydrazones: structure, intermolecular interactions, photophysical properties, computational study and anticancer activity

et al. 2022

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Ligational behavior of a new bis (bidentate NO) donor hydrazone towards Co (II), Ni (II), and Cu (II) ions: Preparation, spectral, thermal, biological, docking, and theoretical studies

Samy

2022

Applied Organom Chemis

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Reaction of 4,6‐bis(1‐hydrazonoethyl)benzene‐1,3‐diol with 3‐nitrobenzaldehyde gave the new bis (bidentate) hydrazone ligand; 4,6‐bis(3‐nitrobenzalen‐1‐yl)methylene)hydrazono)ethyl)benzene‐1,3‐diol (H2L; H2BisBD). Binuclear Co (II), Ni (II), and Cu (II) complexes of general formula ([M2BisBD(H2O)x (EtOH)y].nH2O; M = Co, Ni or Cu, x = 4 or 6, y = 2 or 0; n = 1 or 0) have been successfully prepared. The structures of H2BisBD and its complexes have been characterized by means of analytical, spectroscopic (infrared, proton nuclear magnetic resonance, mass, UV–Vis, and electron spin resonance), molar conductivity, and magnetic susceptibility measurements and thermal gravimetric analysis. Octahedral geometrical structures were proposed for all complexes in which the hydrazone ligand behaves as a bis (monoanionic bidentate) via azomethine nitrogen and phenolic oxygen donor atoms. The scanning electron microscopy refers that the copper (II) complex is in the nano scale. The ligand and its complexes showed antitumor activity against Hepatocellular carcinoma. Complexation process improved the antitumor activity, and copper (II) complex showed a promising activity, which agree with docking data. Theoretical studies for the prepared compounds were calculated using Hyperchem program at PM3.

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A detailed experimental and computational study of Cd complexes with pyridyl‐based thiazolyl hydrazones

Kokanov

Filipović

Višnjevac

et al. 2022

Applied Organom Chemis

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Interest in Cd complexes has been growing in recent years. Cd complexes are considered a potential solution in the search for novel antibiotics that can fight antimicrobial resistance. In addition, Cd complexes draw attention to material chemistry. The main objective of this work was to prepare the first Cd(II) complexes with anionic forms of pyridine‐based thiazolyl hydrazone (THs) ligands HLS2 [(E)‐4‐(4‐methoxyphenyl)‐2‐(2‐[pyridine‐2‐ylmethylene]hydrazinyl)thiazole] and HLS3 [(E)‐2‐(2‐[pyridine‐2‐ylmethylene]hydrazinyl)‐4‐(p‐tolyl)thiazole] and perform their structural and spectroscopic characterization, as well as stability in solution and upon heating. Studies related to their biological activities and possible electrochromic applications are also being conducted. Complexes [Cd(HLS2)2] (1) and [Cd(HLS3)2] (2) have been characterized by a single‐crystal X‐ray diffraction and computational analysis of intermolecular interactions responsible for their solid‐state structures was performed. Thermal stability of 1 and 2 in the solid‐state was analyzed by TGA/MS, where as their solution stability was determined by the spectrophotometric titration method. Electrochemical and in situ UV–Vis spectroelectrochemical analyses of 1 and 2 were carried out to determine redox mechanisms and the influence of the substituents and electrolytes on their redox responses. The antioxidant capacity of both complexes was tested in antioxidant assays, while their antimicrobial activity was tested against five Gram‐positive and four Gram‐negative bacteria, as well as against three fungi. The obtained results indicate their potent antioxidant capacity. The antimicrobial activity of investigated compounds on almost all tested bacterial strains was stronger than that of the standard antibiotic erythromycin. The results of docking studies indicate that the minor groove DNA is the possible biological target of 1 and 2.

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Study of the anticancer potential of Cd complexes of selenazoyl-hydrazones and their sulfur isosters

Cited by 19 publications

References 41 publications

Zn(ii) complexes with thiazolyl–hydrazones: structure, intermolecular interactions, photophysical properties, computational study and anticancer activity

Zn(ii) complexes with thiazolyl–hydrazones: structure, intermolecular interactions, photophysical properties, computational study and anticancer activity

Ligational behavior of a new bis (bidentate NO) donor hydrazone towards Co (II), Ni (II), and Cu (II) ions: Preparation, spectral, thermal, biological, docking, and theoretical studies

A detailed experimental and computational study of Cd complexes with pyridyl‐based thiazolyl hydrazones

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