Co(III) complexes based on α-N-heterocyclic thiosemicarbazone ligands: DNA binding, DNA cleavage, and topoisomerase I/II inhibitory activity studies

Deng, Jungang; Li, Tao; Su, Gaoxing; Qin, Qi‐Pin; Liu, Yani; Gou, Yanzi

doi:10.1016/j.molstruc.2018.04.074

Cited by 22 publications

(11 citation statements)

References 53 publications

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“…Thiosemicarbazide, 2-hydroxy-5-methoxyacetophenone, DMF (N,N-Dimethylformamide) EtOH (Ethyl alcohol), H2SO4 (Sulfuric acid), CT-DNA (Deoxyribonucleic acid from calf thymus) and Trizma base (for Tris/HCl buffer) were obtained from Sigma-Aldrich and Merck. 1 H NMR spectrum was monitored by A Bruker AC 400 (400 MHz) NMR spectrometer. FT-IR spectrum was carried out by using Attenuated Total Reflection-Fourier Transformed Infrared (ATR-FTIR) spectrometer (Perkin Elmer 100).…”

Section: Apparatusmentioning

confidence: 99%

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CT-DNA/BSA Binding Studies of Thiosemicarbazone-Derivated Zn(II) Complex

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Fındık

Akgemci

2022

Cumhuriyet Science Journal

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Section: Apparatusmentioning

confidence: 99%

“…DNA is the fundamental intracellular target in drug design (1). Combination of DNA and small molecules can give rise to cell death and cancer cells DNA damage (2).…”

Section: Introductionmentioning

confidence: 99%

CT-DNA/BSA Binding Studies of Thiosemicarbazone-Derivated Zn(II) Complex

Uçar

Fındık

Akgemci

2022

Cumhuriyet Science Journal

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“…Lipophilic Mn 2+ , Zn 2+ and Ga 3+ complexes have demonstrated anti-tumour activity due to their ability to facilitate intracellular delivery of the free ligand upon metal dissociation or transmetallation to the Fe 3+ or Cu 2+ complexes [19][20][21][22][23][24]. Cobalt thiosemicarbazonato complexes have been isolated in the Co 2+ and Co 3+ oxidation states and have been investigated as redox-active prodrugs for hypoxia targeting and as anti-bacterial and anti-cancer agents [25][26][27]. Zinc ions have been found to play an important role in medicine, with compounds developed for treating neurodegeneration as well as anti-diabetic, anti-tumour, anti-bacterial, anti-microbial and anti-inflammatory agents [16,[28][29][30][31][32][33][34].…”

Section: Introductionmentioning

confidence: 99%

The Synthesis of a Bis(thiosemicarbazone) Macrocyclic Ligand and the Mn(II), Co(II), Zn(II) and 68Ga(III) Complexes

et al. 2021

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A 1,4,7,10-tetraazacyclododecane (cyclen) variant bearing two thiosemicarbazone pendant groups has been prepared. The ligand forms complexes with Mn2+, Co2+ and Zn2+. X-ray crystallography of the Mn2+, Co2+ and Zn2+ complexes showed that the ligand provides a six-coordinate environment for the metal ions. The Mn2+ and Zn2+ complexes exist in the solid state as racemic mixtures of the Δ(δ,δ,δ,δ)/Λ(λ,λ,λ,λ) and Δ(λ,λ,λ,λ)/Λ(δ,δ,δ,δ) diastereomers, and the Co2+ complex exists as the Δ(δ,δ,δ,δ)/Λ(λ,λ,λ,λ) and Δ(λ,λ,λ,δ)/Λ(δ,δ,δ,λ) diastereomers. Density functional theory calculations indicated that the relative energies of the diastereomers are within 10 kJ mol−1. Magnetic susceptibility of the complexes indicated that both the Mn2+ and Co2+ ions are high spin. The ligand was radiolabelled with gallium-68, in the interest of developing new positron emission tomography imaging agents, which produced a single species in high radiochemical purity (>95%) at 90 °C for 10 min.

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“…[ 17,18 ] Co (III) complexes containing α‐ N ‐heterocyclic thiosemicarbazones have been examined for topoisomerase I/II inhibitory activity. [ 19 ] Co (III) bis (thiosemicarbazone) complexes (diacetyl bis (thiosemicarbazone), pyruvaldehyde bis (thiosemicarbazone), glyoxal bis (thiosemicarbazone)) were synthesized and evaluated for anticancer potential by King et al [ 8 ] In vitro antiproliferative and in vivo anti‐angiogenic properties of tetradentate Schiff base Co (III) complexes were studied against A549 and VERO cell lines. [ 20 ] In this connection, we have synthesized Co (III) complexes of 3‐acetyl‐6‐chloro‐chromene‐2‐one thiosemicarbazone/semicarbazone, 3‐acetyl‐7‐hydroxy‐chromene‐2‐one thiosemicarbazone/semicarbazone, characterized them spectroscopically and studied their anticancer activity against A549, MCF‐7, and HUVEC cells.…”

Section: Introductionmentioning

confidence: 99%

Various coordination modes of new coumarin Schiff bases toward Cobalt (III) ion: Synthesis, spectral characterization, in vitro cytotoxic activity, and investigation of apoptosis

Kalaiarasi

Subarkhan

Balasubramaniam

et al. 2021

Applied Organom Chemis

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Four Co (III) complexes containing substituted acetyl coumarin Schiff bases have been synthesized and structurally characterized using IR, UV–visible, 1H nuclear magnetic resonance (NMR), and mass spectroscopic techniques, which suggested that the complexes Co1 and Co3 have a similar type of coordination behavior with the binding of the ligands through ring carbonyl oxygen, azomethine nitrogen and enolate oxygen atoms. In complexes Co2 and Co4, the coordination was through ring carbonyl oxygen, azomethine nitrogen, and thiolate sulfur atoms and the complexes are of ML2 type. The anticancer potential of the synthesized complexes has been analyzed against cancerous cells such as human breast cancer cells (MCF‐7), human lung cancer cells (A549), and non‐cancerous Human Umbilical Vein Endothelial Cells (HUVEC). The activity of the complexes exceeded that of the ligands and the standard drug cisplatin, and the order of activity observed was Co4 > Co3 > Co2 > Co1 > cisplatin > ligands. The IC50 values of the complexes were less than 5 μM in both the cancer cells and greater than 200 μM for non‐cancerous cells indicating the specificity of the complexes toward cancer cells. The morphological changes of the MCF‐7 and A549 cells with the complexes Co1‐Co4 have been studied by AO‐EB (Acridine Orange‐Ethidium Bromide) and Hoechst 33258 staining methods, and these results revealed that the complexes induce cell death only through apoptosis. Further the mode of cell death induced by the complexes has been confirmed by flow cytometric analysis. Complex Co4 showed better activity due to the electron‐donating hydroxyl group present in the seventh position of the coumarin ring. These results highlight the strong possibility of developing highly active cobalt coumarin complexes as anticancer agents.

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Co(III) complexes based on α-N-heterocyclic thiosemicarbazone ligands: DNA binding, DNA cleavage, and topoisomerase I/II inhibitory activity studies

Cited by 22 publications

References 53 publications

CT-DNA/BSA Binding Studies of Thiosemicarbazone-Derivated Zn(II) Complex

CT-DNA/BSA Binding Studies of Thiosemicarbazone-Derivated Zn(II) Complex

The Synthesis of a Bis(thiosemicarbazone) Macrocyclic Ligand and the Mn(II), Co(II), Zn(II) and 68Ga(III) Complexes

Various coordination modes of new coumarin Schiff bases toward Cobalt (III) ion: Synthesis, spectral characterization, in vitro cytotoxic activity, and investigation of apoptosis

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