An electron spin resonance study and antimicrobial activity of copper(II)-phenanthroline complexes

Zoroddu, M. A.; Zanetti, Stefania Anna Lucia; Pogni, Rebecca; Basosi, Riccardo

doi:10.1016/0162-0134(96)00015-3

Cited by 140 publications

(18 citation statements)

References 18 publications

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“…As the metal/ligand ratio increases, the EPR spectra reveal the simultaneous presence of different complex species. At 1:2.5 metal/ligand molar ratio, the parameters of the main species ( g ∥ = 2.293, A ∥ = 162 × 10 –4 cm -1 ) are analogous to those observed for the copper(II) complex species formed by 2,9-dimethyl-1,10-phenanthroline [ 44 , 76 ]. Such parameters indicate a stronger ligand field compared to [Cu(cuproindione] 2+ , suggesting the presence of more nitrogen atoms around the metal ions and thus the formation of Cu(cuproindione) 2 ] 2+ having a tetragonal geometry more distorted than that of the analogous species formed by phendione.…”

Section: Resultsmentioning

confidence: 54%

Cytotoxic phenanthroline derivatives alter metallostasis and redox homeostasis in neuroblastoma cells

et al. 2018

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Copper homeostasis is generally investigated focusing on a single component of the metallostasis network. Here we address several of the factors controlling the metallostasis for neuroblastoma cells (SH-SY5Y) upon treatment with 2,9-dimethyl-1,10-phenanthroline-5,6-dione (phendione) and 2,9-dimethyl-1,10-phenanthroline (cuproindione). These compounds bind and transport copper inside cells, exert their cytotoxic activity through the induction of oxidative stress, causing apoptosis and alteration of the cellular redox and copper homeostasis network. The intracellular pathway ensured by copper transporters (Ctr1, ATP7A), chaperones (CCS, ATOX, COX 17, Sco1, Sco2), small molecules (GSH) and transcription factors (p53) is scrutinised.

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Section: Resultsmentioning

confidence: 54%

Cytotoxic phenanthroline derivatives alter metallostasis and redox homeostasis in neuroblastoma cells

et al. 2018

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“…The biological activity displayed by copper-based complexes of similar structures is plentiful, and several applications have been found. Zoroddu et al (1996) reported a significant activity of copper–phenantroline complexes against Gram-positive and Gram-negative bacteria [ 64 ]. Patel et al (2005) showed that the copper(II) complex with L-Phenylalanine exhibited substantial activity against some human pathogens, particularly against Bacillus subtilis , and a significant antifungal activity against Aspergillus terreus .…”

Section: Discussionmentioning

confidence: 99%

Synthesis, Crystal Structure, and Computational Methods of Vanadium and Copper Compounds as Potential Drugs for Cancer Treatment

et al. 2020

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Transition metal-based compounds have shown promising uses as therapeutic agents. Among their unique characteristics, these compounds are suitable for interaction with specific biological targets, making them important potential drugs to treat various diseases. Copper compounds, of which Casiopeinas® are an excellent example, have shown promising results as alternatives to current cancer therapies, in part because of their intercalative properties with DNA. Vanadium compounds have been extensively studied for their pharmacological properties and application, mostly in diabetes, although recently, there is a growing interest in testing their activity as anti-cancer agents. In the present work, two compounds, [Cu(Metf)(bipy)Cl]Cl·2H2O and [Cu(Impy)(Gly)(H2O)]VO3, were obtained and characterized by visible and FTIR spectroscopies, single-crystal X-ray diffraction, and theoretical methods. The structural and electronic properties of the compounds were calculated through the density functional theory (DFT) using the Austin–Frisch–Petersson functional with dispersion APFD, and the 6-311 + G(2d,p) basis set. Non-covalent interactions were analyzed using Hirshfeld surface analysis (HSA) and atom in molecules analysis (AIM). Additionally, docking analysis to test DNA/RNA interactions with the Casiopeina-like complexes were carried out. The compounds provide metals that can interact with critical biological targets. In addition, they show interesting non-covalent interactions that are responsible for their supramolecular arrangements.

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“…Among them, bipyridines and 1,10-phenanthrolines have been the most attractive due to their various functions [ 9 ]. The 1,10-phenanthroline (phen) and its derivatives exhibit antiviral, antifungal and antimycoplasmal activities [ 10 ]. It has been reported that stable bis-phen complexes inhibited DNA or RNA polymerase activities and induced strand scission of DNA in the presence of reducing agents (thiol or H 2 O 2 ) [ 4 , 11 , 12 , 13 , 14 , 15 ].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Crystal Structure, Spectroscopic Properties and Potential Biological Activities of Salicylate‒Neocuproine Ternary Copper(II) Complexes

et al. 2015

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Mixed ligand copper(II) complexes containing derivatives of salicylic acid and heterocyclic ligands with nitrogen donor atoms have been the subject of various studies and reviews. In this paper, synthesis and characterization of the ternary copper(II) complexes of neocuproine (2,9-dimethyl-1,10-phenanthroline, Neo) and salicylate ligands (Sal) are reported. In addition, the crystal structures of ([Cu(H2O)(5-Cl-Sal)(Neo)] (1), [Cu(μ-Sal)(Neo)]2 (2), Cu2(μ-5-Cl-Sal)(5-Cl-HSal)2(Neo)2]·EtOH (3)) were determined. In order to compare structural and biological properties of the prepared complexes, spectroscopic and biological studies were performed. Results of X-ray diffraction show that prepared complexes form three types of crystal structures in a given system: monomeric, dimeric and dinuclear complex. The preliminary study on the DNA cleavage activity has shown that the complexes under study behave as the chemical nucleases in the presence of added hydrogen peroxide with slight differences in the activity (1 > 2 > 3). The complexes 1 and 2 exhibited nuclease activity itself indicating the interaction of complexes with the DNA. It has been proposed that the enhanced destructive effect of the complexes 1 and 2 on the DNA is a result of two possible mechanisms of action: (i) the conversion of closed circular DNA (form I) to the nicked DNA (form II) caused by the copper complex itself and (ii) damage of DNA by Reactive Oxygen Species (ROS)—products of the interaction of copper with hydrogen peroxide by means of Fenton reaction (hydroxyl radicals). Thus the biological activity of the prepared Cu(II) complexes containing derivatives of salicylic acid and phenanthroline molecules is substantiated by two independent mechanisms. While derivatives of salicylic acids in the coordination sphere of copper complexes are responsible for radical-scavenging activity (predominantly towards superoxide radical anion), the presence of chelating ligand 2,9-dimethyl-1,10-phenanthroline significantly enhances capability of Cu(II) complexes binding to DNA via intercalation.

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An electron spin resonance study and antimicrobial activity of copper(II)-phenanthroline complexes

Cited by 140 publications

References 18 publications

Cytotoxic phenanthroline derivatives alter metallostasis and redox homeostasis in neuroblastoma cells

Cytotoxic phenanthroline derivatives alter metallostasis and redox homeostasis in neuroblastoma cells

Synthesis, Crystal Structure, and Computational Methods of Vanadium and Copper Compounds as Potential Drugs for Cancer Treatment

Synthesis, Crystal Structure, Spectroscopic Properties and Potential Biological Activities of Salicylate‒Neocuproine Ternary Copper(II) Complexes

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