Evaluation of DNA/Protein interactions and cytotoxic studies of copper(II) complexes incorporated with N, N donor ligands and terpyridine ligand

Tummalapalli, Kiran; C.S, Vasavi; Munusami, Punnagai; Pathak, Madhvesh; Balamurali, M. M.

doi:10.1016/j.ijbiomac.2016.11.022

Cited by 38 publications

(16 citation statements)

References 51 publications

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“…Because complexes 2 and 5 were able to inhibit the NF-κB/AP-1 transcription activity and 4 blocked the nuclear translocation, it can be concluded that the mode of action (MoA) of these complexes lies in the modulation of cellular trafficking of transcription factors. It is worth to mention another possible MoA, such as the inhibition of binding of 2 and 5 to DNA, as was reported for Cu(II)-flavonoid complexes (see the review of Selvaraj et al, 2014 [ 22 ]), as well as for diimine co-ligands [ 48 ]; see also Section 2.11 of this article. However, further detailed analyses, involving e.g., longer incubation times and further apoptosis/inflammation signalling proteins, should be done to confirm this hypothesis.…”

Section: Resultsmentioning

confidence: 76%

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Copper(II) Complexes Containing Natural Flavonoid Pomiferin Show Considerable In Vitro Cytotoxicity and Anti-inflammatory Effects

Vančo

Trávníček

Hošek

et al. 2021

IJMS

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A series of new heteroleptic copper(II) complexes of the composition [Cu(L)(bpy)]NO3·2MeOH (1), [Cu(L)(dimebpy)]NO3·2H2O (2), [Cu(L)(phen)]NO3·2MeOH (3), [Cu(L)(bphen)]NO3·MeOH (4), [Cu(L)(dppz)]NO3·MeOH (5) was prepared, where HL = 3-(3,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-6-(3-methylbut-2-ene-1-yl)-4H,8H-benzo[1,2-b:3,4-b']dipyran-4-one, (pomiferin) and bpy = 2,2'-bipyridine, dimebpy = 4,4ʹ-dimethyl-2,2ʹ-bipyridine, phen = 1,10-phenanthroline, bphen = 4,7-diphenyl-1,10-phenanthroline, and dppz = dipyrido[3,2-a:2',3'-c]phenazine. The complexes were characterized using elemental analysis, infrared and UV/Vis spectroscopies, mass spectrometry, thermal analysis and conductivity measurements. The in vitro cytotoxicity, screened against eight human cancer cell lines (breast adenocarcinoma (MCF-7), osteosarcoma (HOS), lung adenocarcinoma (A549), prostate adenocarcinoma (PC-3), ovarian carcinoma (A2780), cisplatin-resistant ovarian carcinoma (A2780R), colorectal adenocarcinoma (Caco-2) and monocytic leukemia (THP-1), revealed the complexes as effective antiproliferative agents, with the IC50 values of 2.2–13.0 μM for the best performing complexes 3 and 5. All the complexes 1–5 showed the best activity against the A2780R cells (IC50 = 2.2–6.6 μM), and moreover, the complexes demonstrated relatively low toxicity on healthy human hepatocytes, with IC50 > 100 μM. The complexes were evaluated by the Annexin V/propidium iodide apoptosis assay, induction of cell cycle modifications in A2780 cells, production of reactive oxygen species (ROS), perturbation of mitochondrial membrane potential, inhibition of apoptosis and inflammation-related signaling pathways (NF-κB/AP-1 activity, NF-κB translocation, TNF-α secretion), and tested for nuclease mimicking activity. The obtained results revealed the corresponding complexes to be effective antiproliferative and anti-inflammatory agents.

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Section: Resultsmentioning

confidence: 76%

“…Copper complexes of phen, bpy, dppz and their derivatives are known to bind on/into DNA and possess nuclease activity [ 14 , 48 , 56 ]. DNA binding activity was also described for several flavonoid complexes (see the review of Selvaraj et al (2014) [ 22 ]).…”

Section: Resultsmentioning

confidence: 99%

Copper(II) Complexes Containing Natural Flavonoid Pomiferin Show Considerable In Vitro Cytotoxicity and Anti-inflammatory Effects

Vančo

Trávníček

Hošek

et al. 2021

IJMS

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“…The presence of modified phen ligands significantly enhanced the ctDNA binding affinity with K app (apparent DNA binding constant) values rising from 7 × 10 6 M (bp) −1 for complex 1 (phen) to ~ 10 7 M (bp) −1 for complexes 2 and 3 (DPQ and DPPZ, respectively). Both phenazine complexes had a binding affinity comparable to a reference intercalating antibiotic, Actinomycin D (3 × 10 7 M (bp) −1 ) [28]. Complex 4, containing the extended phenazine substituent DPPN, had a lower binding constant of ~ 5 × 10 6 M (bp) −1 (Table 2), an effect previously observed with copper(II) ternary complexes [29].…”

Section: Binding Affinity To Calf-thymus and Salmon Testes Dnamentioning

confidence: 64%

“…This compound also showed a strong interaction with DNA and it was able to intercalate between the DNA nucleobases due to the presence of the planar aromatic phenanthroline ligand. [Cu(phen) 2 ] 2+ opened the route to the synthesis of several metal complexes with DNA intercalative properties using modified phenanthroline ligands such as DPQ, DPPZ and DPPN (DPQ = dipyrido[3,2-f:2′,3′-h] quinoxaline, DPPZ = dipyrido[3,2-a:2′,3′-c]phenazine, and DPPN = benzo[i]dipyrido[3,2-a:2′,3′-c]phenazine) [23][24][25][26][27][28][29][30]. These complexes showed great DNA binding affinity and anticancer properties but negligible selectivity for tumour tissues.…”

Section: Introductionmentioning

confidence: 99%

Anticancer activity, DNA binding and cell mechanistic studies of estrogen-functionalised Cu(II) complexes

et al. 2019

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Four estrogen-functionalised copper complexes were synthesised and investigated as electrochemical active DNA binding and cleavage agents. These complexes strategically contain a biocompatible metal centre [Cu(II)], a planar aromatic ligand as DNA intercalative agent and an estradiol-derivative moiety which acts as delivery vector to target estrogen-receptor-positive (ER+) cancer cells. Cytotoxic activity was studied over a panel of estrogen-receptor-positive (ER+) and negative (ER−) human cancer cell lines by means of both 2D and 3D cell viability studies. The complexes showed high in vitro intercalative interaction with nuclear DNA and demonstrated to be strong DNA cleaving agents. This series of Cu compounds are potent anticancer agents with low and sub-micromolar IC 50 values and the cellular uptake follows the lipophilicity order meaning that the internalisation mainly happened via passive diffusion. Finally, the estrogen-complexes are involved in the cellular redox stress by stimulating the production of ROS (reactive oxygen species).

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“…23) MANIKANDAMATHAVAN et al, 2014), metoxifenil (Fig. A introdução de co-ligantes como aminoácidos (ZHOU et al, 2013), fármacos sintéticas (YILMAZ et al, 2017), hidroxiquinolina (DEKA et al, 2017 e diimínicos (MANIKANDAMATHAVAN et al, 2011;RAJALAKSHMI et al, 2011;ABDI et al, 2012;SANTOS et al, 2014;SALIMI et al, 2015;INAMDAR;SHEELA, 2016;TUMMALAPALLI et al, 2017;JAIN et al, 2020) 2013), um crescente interesse entre os químicos bioinorgânicos começou a surgir não apenas devido à presença de níquel em enzimas, mas também pela atividade biológica encontrada em complexos de níquel.…”

Section: Espécies Reativas De Oxigênio (Eros) E Carcinogêneseunclassified

Síntese e avaliação do potencial antitumoral de complexos de cobre(II) e níquel(II) contendo ligantes de interesse biológico

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Aos meus pais Antônio José e Mônica, meuesposo Thiago e a toda minha família por serem meu Porto Seguro. Uma luz em dias nublados. Amo vocês. AgradecimentosA Deus, porque dele vem a minha força e é nele que deposito todas as minhas esperanças "(...) nos gloriamos até nas tribulações. Pois, sabemos que a tribulação produz a paciência; a paciência prova a fidelidade; e a fidelidade comprovada, produz a esperança (Romanos 5: 3-5). Durante todos esses anos de muito trabalho e dedicação, eu descobri que a ciência cura, traz esperança e nos tira da nossa zona de conforto em busca de tantas respostas e soluções, mas também descobri que foi Deus que me guiou até aqui. Ao meu orientador Dr. Wendell pelo seu profissionalismo e comprometimento com a pesquisa, sua orientação e amizade foram fundamentais para concluir essa etapa e continuar acreditando em dias melhores. Aos meus amigos e colegas do Lasfar Mônica, Drielly, Janaína, Letícia, Wesley, Rafael e Maurício, obrigado pela leveza, conversas, trocas cientificas, risadas, cafés e congressos. Foi muito saudável dividir o mesmo espaço com todos vocês, não tínhamos competição uns com os outros, mas uma vontade de juntos fazer ciência e conseguimos. Aos alunos de iniciação científica Daniel e Milena que dividiram comigo muitos experimentos. Obrigada pelo tempo de vocês, esforço e dedicação. Vocês foram fundamentais nessa jornada.As alunas de pós-graduação Ana Clara e Flávia pelas inúmeras conversas, parceria e amizade, sempre compartilhamos das mesmas aflições e angústias.Aos meus pais Antônio e Mônica, pessoas maravilhosas de um coração enorme.Todos os conselhos e apoio foram essenciais para encarar e resolver os problemas que surgiram ao longo desses anos. Vocês são meu exemplo, minha admiração, meu porto seguro, que sorte eu tenho. Amo vocês.Ao meu esposo Thiago pela paciência e por diversas vezes entender as minhas renúncias e superações. Ter pessoas certas ao nosso lado que acreditam nos nossos sonhos e nos incentivam a continuar é raro. Obrigada por ser essa pessoa, pelo seu companheirismo, amizade, cumplicidade e amor. Eu te amo muito.A minha irmã Moniele que nos meus dias de dúvidas e cansaço esteve ao meu lado consolando com uma palavra amiga e um bom café.A minha linda e incrível família. Aos meus avós, em especial ao meu avô João Campos (in memoriam), que foi muito especial na minha trajetória acadêmica com seus sábios ensinamentos, se um dia eu duvidei da minha capacidade, Ele jamais.A todos os professores do Instituto de Química pelos ensinamentos, em especial das disciplinas de Química Inorgânica, pois com maestria compartilharam seus conhecimentos. A secretária Mayta Peixoto e o coordenador Dr. Rodrigo Muñoz do Programa de Pós Graduação em Química (PPGQUI), pela presteza e orientação durante todo o processo do doutorado. As funcionárias Elimar e Deuzuite por manterem nosso lugar de trabalho limpo e que por muitos meses dividiram comigo no horário do almoço histórias cheias de risadas. Aos técnicos Roni Santos e Magayver Portela do Laboratório Multiusuário do I...

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Evaluation of DNA/Protein interactions and cytotoxic studies of copper(II) complexes incorporated with N, N donor ligands and terpyridine ligand

Cited by 38 publications

References 51 publications

Copper(II) Complexes Containing Natural Flavonoid Pomiferin Show Considerable In Vitro Cytotoxicity and Anti-inflammatory Effects

Copper(II) Complexes Containing Natural Flavonoid Pomiferin Show Considerable In Vitro Cytotoxicity and Anti-inflammatory Effects

Anticancer activity, DNA binding and cell mechanistic studies of estrogen-functionalised Cu(II) complexes

Síntese e avaliação do potencial antitumoral de complexos de cobre(II) e níquel(II) contendo ligantes de interesse biológico

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