Highly cytotoxic DNA-interacting copper(<scp>ii</scp>) coordination compounds

Brissos, Rosa F.; Torrents, Ester; Mello, Francyelli Mariana dos Santos; Pires, Wanessa Carvalho; Silveira-Lacerda, Elisângela de Paula; Caballero, Ana B.; Caubet, Amparo; Massera, Chiara; Roubeau, Olivier; Teat, Simon J.; Gámez, Patrick

doi:10.1039/c4mt00152d

Cited by 37 publications

(12 citation statements)

References 80 publications

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“…On increasing the concentration of CT-DNA, hypochromism of 6.34 % and redshift of 9 nm for 1, and hypochromism of 14.42 % and redshift of 12 nm for 2 are observed. Hypochromism with redshift is pointed out interaction of DNA via ligand intercalation [47]. This kind of findings were observed in another cupperscorpian like ligands [48] However, complex 3 shows hyperchromic effect (18.25 %).…”

Section: Discussionmentioning

confidence: 75%

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DNA binding and cleavage activity of three new copper (II) complexes of chiral N-salicyl-β-amino alcohol Schiff bases

et al. 2019

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Abstract. Three new copper(II) complexes (1-3) with general formula [Cu(HL)CH3COO] of N-salicyl-β-amino alcohol Schiff bases containing, (S)-(+)-phenyl glycinol, (1S, 2R)-2-amino-1, 2-diphenylethanol and 1, 1, 3-triphenyl-(R)-(+)-2-amino propanol, were synthesized. Their structures were characterized by FTIR, LCMS, magnetic moment, molar conductance and elemental analysis data. DFT calculations proposed distorted square planar geometries for the complexes. The calculated IR spectra are in good agreement with the experimental IR spectra, confirming the proposed structures. Their interactions with calf thymus DNA were investigated and their binding constants Kb were found. Gel electrophoresis reveals that all complexes display significant nuclease activity against supercoiled pentry/d-topo plasmid DNA. Resumen. Tres nuevos complejos de cobre (II) (1-3) con la fórmula general [Cu (HL) CH3COO] de N-salicil-β-amino alcohol Schiff bases que contienen, (S) - (+) - fenilglicinol, (1S, 2R). Se sintetizaron -2-amino-1, 2-difeniletanol y 1, 1, 3-trifenil- (R) - (+) - 2-amino propanol. Sus estructuras se caracterizaron por FTIR, LCMS, momento magnético, conductancia molar y datos de análisis elemental. Los cálculos de DFT propusieron geometrías planas cuadradas distorsionadas para los complejos. Los espectros de IR calculados están en buena concordancia con los espectros de IR experimentales, confirmando las estructuras propuestas. Se investigaron sus interacciones con el ADN del timo de ternera y se encontraron sus constantes de unión Kb. La electroforesis en gel revela que todos los complejos muestran una actividad nucleasa significativa contra el ADN plasmídico pentry / d-topo superenrollado.

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Section: Discussionmentioning

confidence: 75%

“…Cu(II) are well known to be a redox-active metal whose complexes can generate reactive oxygen species (ROS) which trigger DNA degradation and apoptosis of cancer [7][8][9]. Schiff bases copper(II) complexes have been extensively studied as encouraging alternatives to cisplatin and anticancer drugs [10][11][12].…”

Section: Introductionmentioning

confidence: 99%

DNA binding and cleavage activity of three new copper (II) complexes of chiral N-salicyl-β-amino alcohol Schiff bases

et al. 2019

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“…Table-1. From this spectral data, it is found that g|| (2.24) > g⊥ (2.03) > ge (2.0024), which revealed that the one unpaired electron is present in (dx2-y2) orbital and it is likely to be the octahedral geometry as conferred in electronic spectroscopy [46]. The g|| value of dimeric Cu(II) complex can be used as a measure of covalent behaviour of copper-ligand interaction.…”

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confidence: 82%

Synthesis, Spectral Characterization, Docking Analysis, DNA Binding/Cleavage, Antimicrobial and Cytotoxic Activity of New Dimeric Antipyrine-Schiff Base Metal Complexes

Alaghaz¹,

Alturiqi²,

Ammar³

et al. 2018

Asian J. Chem.

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In the present study, a new series of novel Schiff base ligand derived from (furan-2-carbaldehyde and 4-aminoantipyrine) and dimeric metal(II) complexes with the composition of [MLCl2]2, where M=Cu(II), Co(II), Ni(II) and Zn(II) have been synthesized and characterized by elemental analysis, magnetic susceptibility, molar conductivity measurements, FT-IR, UV-visible, 1 H NMR, 13 C NMR, EPR, MS (ESI), XRD, SEM and EDX studies. The spectral data recommend that the dimeric metal complexes embrace octahedral geometry around the central metal ions. The DMF solutions of the dimeric metal complexes demonstrate the lower molar conductance values which might be due to the non-electrolytic nature of the complexes (5.67-13.24 Ω -1 mol -1 cm -2 ). The biological studies involved are DNA interaction (binding and damage) antimicrobial, anti-proliferative and molecular docking. DNA interaction of these complexes carried out with using calf thymus DNA (CT-DNA) by electronic absorption titration, viscometric measurement which revealed that the synthesized dimeric complexes interact with DNA through intercalative binding mode. A gel electro-phoresis assay testifies the ability of complexes to cleave supercoiled pUC19 DNA in the presence of hydrogen peroxide as an activator. The synthesized compounds were initiated from their biological perspective. The antimicrobial assay indicates that dimeric complexes are good antimicrobial agents. Besides, in vitro antiproliferative activity of dimeric complexes were investigated on MCF-7, Hep G2, HBL-100 cell lines using an MTT assay. In addition, the molecular docking study was accomplished to considerate the nature of binding of the synthesized compounds with protein and DNA.

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“…Docking simulation is employed to authenticate the synergy mode of receptors with synthesized complexes [28]. The available inhibitor of the fibroblast growth factor receptor (FGFR) with potential antineoplastic activity.…”

Section: B Docking Simulationsmentioning

confidence: 99%

Synthesis of Novel and Bio-vital Pyridine based Ternary Compounds: Multi-Spectral Characterization, Biological Examination, Molecular Docking and In-Silico ADMET Profile

Fathima¹,

Nagarajan²

2019

IJEAT

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The novel bio-crucial ternary compounds were synthesized and characterized by several spectral techniques and other physicochemical analysis. From all the measurements, octahedral structure was proposed for all the synthesized compounds. Moreover, the synthesized compounds have driven for their biological outlook. The DNA synergy was achieved by UV-studies displayed that the prepared complexes may interact with nucleic acid through intercalated pathway. In addition, the antimicrobial analysis of synthesized compounds explicated the compounds were best antibiotics against selected microbes. The gel electrolysis study showed that the major DNA bifurcation activity of the complexes to separate the pUC 18 nucleic acid fragment. The in-vitro antiproliferative activity of the complexes is investigated on breast and liver tumour cell panel confirmed that the metal complexes have considerable metastatic tumour ability. The antioxidising report evident that the metal complexes carry the attractive talent to chase the radical correlated to ligand. The drug-like evaluations exposed that the mixed ligand complexes possess substantial drug-like efficiency based on Lipinski's set of laws. Ultimately, the docking simulations are validated to realize the binding mode of the ternary compounds with FGFR protein and 1BNA.

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Highly cytotoxic DNA-interacting copper(ii) coordination compounds

Cited by 37 publications

References 80 publications

DNA binding and cleavage activity of three new copper (II) complexes of chiral N-salicyl-β-amino alcohol Schiff bases

DNA binding and cleavage activity of three new copper (II) complexes of chiral N-salicyl-β-amino alcohol Schiff bases

Synthesis, Spectral Characterization, Docking Analysis, DNA Binding/Cleavage, Antimicrobial and Cytotoxic Activity of New Dimeric Antipyrine-Schiff Base Metal Complexes

Synthesis of Novel and Bio-vital Pyridine based Ternary Compounds: Multi-Spectral Characterization, Biological Examination, Molecular Docking and In-Silico ADMET Profile

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