Two new mixed copper(<scp>ii</scp>)–dipeptide complexes of N,N-donor heterocycle ligands: studies on their non-covalent DNA binding, chemical nuclease, antioxidant and anticancer activities

Gan, Qian; Zhang, Chun‐Lian; Wang, Bingfeng; Xiong, Yong; Fu, Yongqiang; Mao, Zong‐Wan; Le, Xueyi

doi:10.1039/c6ra01868h

Cited by 27 publications

(9 citation statements)

References 68 publications

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“…The ESI‐MS spectra for complexes 1 and 2 in methanol solution exhibited peaks at m / z = 368.1 and 370.1, respectively, which matched exactly with the coordination cations [Cu( l ‐Val)(pzta)] + and [Cu( l ‐Thr)(pzta)] + , respectively. The axially coordinated waters in the complexes have been dissociated in the process, which is similar to the result obtained for our previously reported complexes . The electronic absorption spectra of the complexes were recorded in aqueous solution at room temperature.…”

Section: Resultssupporting

confidence: 85%

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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Section: Resultssupporting

confidence: 85%

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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“…An oxidative mechanism is the major way for DNA cleavage by copper complexes. [35][36][37] In an oxidative DNA cleavage mechanism, the formation of a reactive hydroxyl radical ( • OH), a superoxide anion radical ( • O 2 -), and/or a singlet oxygen species ( 1 O 2 ), or a peroxide radical ( • O 2 -2 ) may lead to damage to the base or/and sugar of DNA. To specify which reactive oxygen species (ROS) was responsible for the DNA cleavage, the DNA cleavage reactions of the complex were performed in the presence of ROS scavengers, such as DMSO, NaN 3 , KI, and t-BuOH (D 2 O, Fig.…”

Section: Dna Cleavage Resultsmentioning

confidence: 99%

Chemical and photo-induced nuclease activity of a novel minor groove DNA binder Cu(II) complex

Yıldız

Çoban

2019

JSCS

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A new type of copper(II) metal complex containing 1,10-phenanthroline (phen) and 8-(difluoromethoxy)-3,4-dihydro-2H-[1,3]thiazino[3,2-a]benzimidazole (dtb) ligands was prepared and characterized. The ds-DNA interaction of the complex was studied by UV-Vis spectrophotometry, competitive fluorometric titration with ethidium bromide (EB) and 4′,6-diamidino-2-phenylindole (DAPI), viscosity measurements and agarose gel electrophoresis. The results show that the complex can bind to ds-DNA in the minor groove by displacing DAPI molecules. DNA cleavage mechanism studies revealed that hydrogen peroxide radicals are responsible for DNA oxidative cleavage.

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“…The thermal denaturation behaviour of DNA in the presence of complexes can give an insight into the conformational change when the temperature is raised, and offer information about the mode and strength of interaction of complexes with DNA . A high Δ T m value is suggestive of an intercalative mode of binding of a metal complex to DNA, while a low value (1–3 °C) indicates a non‐intercalative binding mode such as groove and/or electrostatic binding mode .…”

Section: Resultsmentioning

confidence: 99%

Newly synthesized Cu(II) pyrazino[2,3‐f][1,10]phenanthroline complexes as potential anticancer candidates

İnci

Aydın

Huriyet

et al. 2018

Applied Organom Chemis

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pyrazino[2,3-f][1,10]phenanthroline; gly: glycine;tyr: tyrosine), have been synthesized and characterized using CHN analysis, electrospray ionization mass spectrometry, Fourier transform infrared spectroscopy and single-crystal X-ray diffraction. Interaction of these complexes with calf thymus DNA has been investigated using absorption spectral titration, ethidium bromide and Hoechst 33258 displacement assay and thermal denaturation measurements. These complexes were found to be efficient cleaving agents and cleavage reactions were mediated by hydrolytic and oxidative pathways. The interaction between these complexes and bovine serum albumin (BSA) was investigated using electronic absorption and fluorescence spectroscopy. The experimental results show that the fluorescence quenching mechanism of these complexes and BSA is a static quenching process. Furthermore, in vitro cytotoxicities of these complexes against tumour cell lines (Caco-2, MCF-7 and A549) and healthy cell line (BEAS-2B) showed that they exhibited anticancer activity with low IC 50 values. These complexes were markedly active against the cell lines and can be good drug candidates that are effective and safe for healthy tissue.

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Two new mixed copper(ii)–dipeptide complexes of N,N-donor heterocycle ligands: studies on their non-covalent DNA binding, chemical nuclease, antioxidant and anticancer activities

Abstract: Two novel mononuclear mixed ligand copper(ii)-dipeptide complexes have been synthesized. The DNA interactions of the complexes were investigated. In addition, the antioxidant and antitumor activities of the complexes were evaluated.

Cited by 27 publications

References 68 publications

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

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

Chemical and photo-induced nuclease activity of a novel minor groove DNA binder Cu(II) complex

Newly synthesized Cu(II) pyrazino[2,3‐f][1,10]phenanthroline complexes as potential anticancer candidates

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