In vitro DNA and BSA-binding, cell imaging and anticancer activity against human carcinoma cell lines of mixed ligand copper(II) complexes

Anjomshoa, Marzieh; Torkzadeh‐Mahani, Masoud

doi:10.1016/j.saa.2015.05.076

Cited by 36 publications

(20 citation statements)

References 52 publications

(73 reference statements)

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“…These results show complexes 5 and 6 cannot compete for DNA-binding sites with GR and their interaction with DNA is external binding. Obtained results from competitive DNA-binding studies between metal complexes with EB [16,[20][21][22] are similar to obtained results with GR (Tables 1 and 2).…”

Section: Resultssupporting

confidence: 86%

“…Table 1 indicates obtained results from quenching of the emission band of the GR-DNA system at 592 nm with the addition of complexes. Table 2 shows obtained results from quenching of the emission band of the EB-DNA system at 592 nm with the addition of complexes in our previous reported [16,[20][21][22]. Furthermore, the quenching constants (K SV ) are calculated according to the Stern-Volmer equation (Eq.…”

Section: Resultsmentioning

confidence: 99%

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Competitive DNA-Binding Studies between Metal Complexes and GelRed as a New and Safe Fluorescent DNA Dye

Anjomshoa

Torkzadeh‐Mahani

2016

J Fluoresc

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The focus of this work is introduction of GelRed (GR) as a stable, sensitive and environmentally safe fluorescent DNA dye instead of the highly toxic ethidium bromide (EB). Competitive DNA-binding studies between metal complexes, [Cu(phen-dion)(phen)Cl]Cl (1), [Cu(phen-dione)(bpy)Cl]Cl (2), [Cu(dppt)2(H2O)]PF6 (3), [Ni(dppt)2Cl2] (4), [Zn(dppt)2Cl2] (5), and K3[Fe(CN)6] (6) (where phen-dione is 1,10-phenanthroline-5,6-dione, phen is 1,10- phenanthroline, bpy is 2,2'-bipyridine, and dppt is 5,6-diphenyl-3-(2-pyridyl)-1,2,4-triazine), and GelRed have been investigated under physiological conditions by fluorescence spectroscopy. This simple method can reveal the binding affinity and mode of metal complexes with DNA. The method is based on the decrease of fluorescence derived from the displacement of GelRed from DNA by metal complexes. The % fluorescence decrease is directly related to the extent of DNA binding. Results indicate the DNA binding affinities of complexes follow the order 3 > 4 > 1 > 2 > 5 > 6. The significant quenching of the emission band of the GR-DNA with the addition of complexes 1, 3, and 4 suggests that complexes compete for DNA-binding sites with GR and displace GR from the GR-DNA, which is usually characteristic of the intercalative interaction of compounds with DNA. A small quenching of the emission band of the GR-DNA with the addition of the complex 2 was observed that show the complex weaker competes for DNA-binding sites with GR than complexes 1, 3, and 4. Results show complexes 5 and 6 cannot compete for DNA-binding sites with GR and their interaction with DNA is external binding (groove or electrostatic bindig).

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Section: Resultssupporting

confidence: 86%

Section: Resultsmentioning

confidence: 99%

Competitive DNA-Binding Studies between Metal Complexes and GelRed as a New and Safe Fluorescent DNA Dye

Anjomshoa

Torkzadeh‐Mahani

2016

J Fluoresc

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“…When the temperature of the surroundings is kept constant, the viscosity of the DNA changed with the altering of its length. The relation of relative viscosity (η/η 0 ) 1/3 with DNA length (L/L 0 ) meets such an equation; L/L 0 = (η/η 0 ) 1/3 , where L 0 and L are the lengths of the molecules at the absence and presence of the complex, respectively [ 37 ]. Research has shown that there is no change in DNA viscosity when the complex interacts electrostatically with DNA.…”

Section: Resultsmentioning

confidence: 99%

“…After incubation for 1 h, the flow time of each sample was recorded using a digital stopwatch and measured at least three times. The relative viscosity of DNA was calculated using the relation (η/η 0 ) 1/3 , where in η is the viscosity of DNA in the presence of the complexes and η 0 is the viscosity of DNA without the complexes [ 37 ].…”

Section: Methodsmentioning

confidence: 99%

In Vitro DNA-Binding, Anti-Oxidant and Anticancer Activity of Indole-2-Carboxylic Acid Dinuclear Copper(II) Complexes

et al. 2017

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Indole-2-carboxylic acid copper complex (ICA-Cu) was successfully prepared and characterized through elemental analysis, IR, UV-Vis, 1H-NMR, TG analysis, and molar conductance, and its molecular formula was [Cu2(C9H6O2N)4(H2O)2]·2H2O. The binding ability of ICA-Cu to calf thymus DNA (CT-DNA) was examined by fluorescence spectrometry and the viscosity method. The results indicated that, upon the addition of increasing amounts of CT-DNA, the excitation and emission intensity of ICA-Cu decreased obviously and the excitation spectra shifted towards a long wavelength. ICA-Cu could displace ethidium bromide (EB) from the EB-DNA system, making the fluorescence intensity of the EB-DNA system decrease sharply; the quenching constant KSV value was 3.99 × 104 M−1. The emission intensity of the ICA-Cu-DNA system was nearly constant, along with the addition of Na+ in a series of concentrations. The fluorescence of the complex could be protected after the complex interacted with DNA. A viscosity measurement further supported the result that the ICA-Cu complex may interact with DNA in an intercalative binding mode. The antioxidant activities of ICA-Cu were evaluated by a 2,2-diphenyl-1-picrylhydrazyl (DPPH) assay, a hydroxyl radical (OH) scavenging assay, and a 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulphonic acid (ABTS) assay. The ICA-Cu exhibited the highest inhibitory effects on the ABTS radical (94% inhibition at 60 µM), followed by OH and DPPH radicals (the degrees of inhibition being 71% and 56%, respectively). The in vitro cytotoxicity activity of ICA-Cu against two human breast cancer cell lines, MDA-MB-231 and MCF-7, was investigated by 3-[4,5-dimethyltiazol2-yl]-2.5-diphenyl-tetrazolium bromide (MTT) assay and cellular morphological analysis. The results showed that, upon increasing the concentration of ICA-Cu, an increase was observed in growth-inhibitory activity and the inhibition percentage were greater than 90% at 20 µM in both cell lines. Also, cellular morphological changes in the two cell lines agreed with the cytotoxicity results.

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“…The values of K sv were obtained from the Stern–Volmer quenching plots of F 0 / F versus [Q]. The linear Stern–Volmer plots (Figure , insets) represent a single quenching process, either dynamic or static . To differentiate the quenching mechanism of the complex–HSA systems, titration experiments were performed at three different temperatures, and the bimolecular quenching rate constants ( K q ) were calculated using the following equation:

K_{q} = \frac{K_{sv}}{τ_{0}}

where τ 0 is the average lifetime of biomolecule without quencher (10 −8 s) and K q is the Stern–Volmer quenching rate constant.…”

Section: Resultsmentioning

confidence: 99%

Synthesis, crystal structures and DNA/human serum albumin binding of ternary Cu(II) complexes containing amino acids and 6‐(pyrazin‐2‐yl)‐1,3,5‐triazine‐2,4‐diamino

Zhang

Liu

et al. 2017

Applied Organom Chemis

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Two water‐soluble 6‐(pyrazin‐2‐yl)‐1,3,5‐triazine‐2,4‐diamino (pzta)‐based Cu(II) complexes, namely [Cu(l‐Val)(pzta)(H2O)]ClO4 (1) and [Cu(l‐Thr)(pzta)(H2O)]ClO4 (2) (l‐Val: l‐valinate; l‐Thr: l‐threoninate), were synthesized and characterized using elemental analyses, molar conductance measurements, spectroscopic methods and single‐crystal X‐ray diffraction. The results indicated that the molecular structures of the complexes are five‐coordinated and show a distorted square‐pyramidal geometry, in which the central copper ions are coordinated to N,N atoms of pzta and N,O atoms of amino acids. The interactions of the complexes with DNA were investigated using electronic absorption, competitive fluorescence titration, circular dichroism and viscosity measurements. These studies confirmed that the complexes bind to DNA through a groove binding mode with certain affinities (Kb = 4.71 × 103 and 1.98 × 103 M−1 for 1 and 2, respectively). The human serum albumin (HSA) binding properties of the complexes were also evaluated using fluorescence and synchronous fluorescence spectroscopies, indicating that the complexes could quench the intrinsic fluorescence of HSA in a static quenching process. The relevant thermodynamic parameters revealed the involvement of van der Waals forces and hydrogen bonds in the formation of complex–HSA systems. Finally, molecular docking technology was also used to further verify the interactions of the complexes with DNA/HSA.

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In vitro DNA and BSA-binding, cell imaging and anticancer activity against human carcinoma cell lines of mixed ligand copper(II) complexes

Cited by 36 publications

References 52 publications

Competitive DNA-Binding Studies between Metal Complexes and GelRed as a New and Safe Fluorescent DNA Dye

Competitive DNA-Binding Studies between Metal Complexes and GelRed as a New and Safe Fluorescent DNA Dye

In Vitro DNA-Binding, Anti-Oxidant and Anticancer Activity of Indole-2-Carboxylic Acid Dinuclear Copper(II) Complexes

Synthesis, crystal structures and DNA/human serum albumin binding of ternary Cu(II) complexes containing amino acids and 6‐(pyrazin‐2‐yl)‐1,3,5‐triazine‐2,4‐diamino

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