Synthesis, spectroscopic characterization and in vitro studies of new heteroleptic copper (II) complexes derived from 2-hydroxy napthaldehyde Schiff’s bases and N, N donor ligands: Antimicrobial, DNA binding and cytotoxic investigations

Tummalapalli, Kiran; Giri, Prasanth Vuppalapati; Balamurali, M. M.; Vasavi, C. S.; Munusami, Punnagai; Iyer, Sathiyanarayanan Kulathu; Pathak, Madhvesh

doi:10.1016/j.ica.2015.04.033

Cited by 46 publications

(19 citation statements)

References 36 publications

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“…After the report that [Cu(phen) 2 ] + complex cleaves DNA, a great number of copper complexes with N,N-donors ligands have been synthesized and utilized as artificial nucleases [1]. Moreover, many of these copper compounds have been described to inhibit tumoral cell growth [2][3][4][5][6][7][8][9][10][11][12][13][14]. Regarding the clinical utility of these complexes, two of them devel-oped by L. Ruiz and co-workers, are already approved for clinical trials as antitumor drugs [15,16].…”

Section: Introductionmentioning

confidence: 99%

Novel copper(II) complexes with hydrazides and heterocyclic bases: Synthesis, structure and biological studies

Paixão

Marzano

Jaimes

et al. 2017

Journal of Inorganic Biochemistry

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Five new copper(II) complexes of the type [Cu(NO)(NN)(ClO)], in which NO=4-fluorophenoxyacetic acid hydrazide (4-FH) or 4-nitrobenzoic hydrazide (4-NH) and NN=1,10-phenanthroline (phen), 4-4'-dimethoxy-2-2'-bipyridine (dmb) or 2,2-bipyridine (bipy) were synthesized and characterized using various spectroscopic methods. The X-ray structural analysis of one representative compound indicates that the geometry around the copper ion is distorted octahedron, in which the ion is coordinated to hydrazide via the terminal nitrogen and the carbonyl oxygen, and to heterocyclic bases via their two nitrogen atoms. Two perchlorate anions occupy the apical positions, completing the coordination sphere. The cytotoxic activity of compounds was investigated in three tumor cell lines (K562, MDA-MB-231 and MCF-7). Concerning K562 cell line, the complexes with 1,10-phenanthroline exhibit high cytotoxic activity and are more active than carboplatin, free ligands and [Cu(phen)]. Considering the cytotoxicity results, further investigations for the compounds [Cu(4-FH)(phen)(ClO)] I and [Cu(4-NH)(phen)(ClO)]∙HO III were performed. Flow cytometric analysis revealed that these complexes induce apoptotic cell death in MDA-MB-231 cell line and bind to DNA with K values of 4.38×10 and 2.62×10, respectively. These compounds were also evaluated against wild type Mycobacterium tuberculosis (ATCC 27294) and exhibited antimycobacterial activity, displayed MIC values lower than those of the corresponding free ligands.

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Section: Introductionmentioning

confidence: 99%

Novel copper(II) complexes with hydrazides and heterocyclic bases: Synthesis, structure and biological studies

Paixão

Marzano

Jaimes

et al. 2017

Journal of Inorganic Biochemistry

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“…In the case of 4b , the cleavage of the nicked form is greater when compared to 4a (Figure , lanes 5 and 7). In contrast, for 4c and 4d , the observed cleavage activity is less compared to that of complexes 4a and 4b , as shown in Figure .Further, nuclease mechanistic studies of metal complexes 4a – 4d were carried out in the presence of different scavenging agents (Figure ) like DMSO (hydroxyl radical scavenger) and NaN 3 (singlet oxygen scavenger) . In the presence of hydroxyl radical scavenger (lanes 2 to lane 5) considerable decrease in the nuclease activity of DNA was observed, indicating the involvement of reactive hydroxyl radical species in cleaving the metal complexes.…”

Section: Resultsmentioning

confidence: 94%

Synthesis, characterization and biological applications of new copper(II) complexes of aryl hydrazones

Tummalapalli

Vasavi

Munusami

et al. 2016

Applied Organom Chemis

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On treatment of copper(II) acetate with aryl hydrazone ligands, four new solid derivatives of copper(II) were produced in appreciable yields. Various characterization techniques including infrared, UV–visible, NMR, electron paramagnetic resonance and mass spectroscopies, elemental analysis, scanning electron microscopy, powder X‐ray diffraction and thermogravimetric analysis revealed a tetra‐coordination in all the mononuclear crystalline complexes with high thermal stability. Further, significant interaction of these novel complexes with calf thymus DNA via intercalative mode of binding was revealed by electronic absorption spectroscopy. The chemical nuclease activity of the complexes on pBR322 DNA was investigated in the presence and absence of oxidizing agent (H2O2). A potent nuclease activity was observed only in the presence of H2O2. Further, antibacterial and antifungal studies of the new ligands and complexes revealed that the latter possessed comparatively better activity.

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“…Due to specific binding properties of Schiff bases and their various applications in cancer therapy, these compounds were reported as suitable candidates for antimicrobial, artificial nuclease, DNA probe, and antitumor drugs (Kiran et al, 2015). Research and design of new molecules that can interact with DNA is one of the most promising ways to discover new DNA-targeting anticancer drugs to be used in chemotherapy (Qiao et al, 2011).…”

Section: Discussionmentioning

confidence: 99%

Investigation of Biological Activities of 4-Hydroxy-3-(2-Hydroxy-5-Methylbenzylideamino) Benzenesulphonic Acid

Ünaldi¹,

Demir²

2019

Health Sci. Q.

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In this study, the antimicrobial activity, DNA cleavage, DNA binding and antioxidant properties of a sulfonic acid-based imine compound were investigated. The antimicrobial activity of the compound was investigated for minimum inhibitory concentration (MIC) against some bacteria and yeast cultures. The DNA cleavage activity of the compound was investigated as hydrolytic and oxidative with the gel electrophoresis method. H2O2 was used as an oxidizing agent for detection of the cleavage activity mechanism. The Ultraviolet-Visible (UV-Vis) field absorption spectroscopy method was used to determine the binding effect to DNA. The sulfonic acid-based imine compound reacted with Calf Thymus DNA (CT-DNA) which was examined by UV-Vis absorption spectroscopy. The free radical scavenging activity was determined using the 2,2-Diphenyl-1-picrylhydrazyl (DPPH) method.The studied compound was found to be effective on yeast and bacteria at different concentrations. The compound was found to be more effective on Staphylococcus aureus ATCC 25923 and Enterococcus faecalis ATCC 29212 bacteria. DNA cleavage study showed that the compound cleaved DNA without any external agents in hydrolytic and oxidative manner. UV-Vis spectroscopy studies of the interactions between the compound and CT-DNA showed that the compound interacts with CT-DNA via electrostatic binding. The compound to be tested was compared with the butylated hydroxytoluene (BHT) solution used as standard. It was found that the compound exhibits good antioxidant activity.

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Synthesis, spectroscopic characterization and in vitro studies of new heteroleptic copper (II) complexes derived from 2-hydroxy napthaldehyde Schiff’s bases and N, N donor ligands: Antimicrobial, DNA binding and cytotoxic investigations

Cited by 46 publications

References 36 publications

Novel copper(II) complexes with hydrazides and heterocyclic bases: Synthesis, structure and biological studies

Novel copper(II) complexes with hydrazides and heterocyclic bases: Synthesis, structure and biological studies

Synthesis, characterization and biological applications of new copper(II) complexes of aryl hydrazones

Investigation of Biological Activities of 4-Hydroxy-3-(2-Hydroxy-5-Methylbenzylideamino) Benzenesulphonic Acid

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