Action of copper(II) complex with β-diketone and 1,10-phenanthroline (CBP-01) on sarcoma cells and biological effects under cell death

Polloni, Lorena; Seni-Silva, Ana Carolina; Teixeira, Samuel Cota; Azevedo, Fernanda Van Petten de Vasconcelos; Zóia, Mariana Alves Pereira; Silva, Marcelo Santos da; Lima, Paula Marynella Alves Pereira; Correia, Lucas Ian Veloso; Almeida, Janaina do Couto; Silva, Cláudio Vieira da; Ávila, Veridiana de Melo Rodrigues; Goulart, Luíz Ricardo; Morelli, Sandra; Guerra, Wendell; Júnior, Robson José de Oliveira

doi:10.1016/j.biopha.2019.01.047

Cited by 29 publications

(29 citation statements)

References 32 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Therefore, complex 1 was selected for further studies. Additionally, when compared to other Cu II complexes containing analogous ligands, complex 1 has already been shown to stand out as one of the most active copper-based compounds 25 , 26 with high selectivity 22 , as it can be confirmed by the present work.…”

Section: Discussionsupporting

confidence: 80%

“…Both complexes synthesized showed cytotoxic properties, but in preliminary tests, complex 1 demonstrated better results such as a high selectivity index, in addition to interesting antitumor properties, making it a candidate for antitumor drugs. The ligands phen and 4-fh or 4-nh did not present significant activity against diverse tumorigenic and non-tumorigenic cells 16 , 22 . Thus, the chelation to copper ion provided the cytotoxic activity of these compounds.…”

Section: Discussionmentioning

confidence: 90%

See 1 more Smart Citation

A selective CuII complex with 4-fluorophenoxyacetic acid hydrazide and phenanthroline displays DNA-cleaving and pro-apoptotic properties in cancer cells

Machado

Paixão

Lino

et al. 2021

Sci Rep

Self Cite

View full text Add to dashboard Cite

The thin line between efficacy and toxicity has challenged cancer therapy. As copper is an essential micronutrient and is important to tumor biology, CuII complexes emerged as an alternative to chemotherapy; however, its biological properties need to be better understood. Thus, we report in vitro the antitumor effects of two CuII complexes named [Cu(4-fh)(phen)(ClO4)2] (complex 1) and [Cu(4-nh)(phen)(ClO4)2]·H2O (complex 2), in which 4-fh = 4-fluorophenoxyacetic acid hydrazide; 4-nh = 4-nitrobenzoic hydrazide and phen = 1,10-phenanthroline. Both complexes presented cytotoxic activity against tumor cells, but only complex 1 showed significant selectivity. Complex 1 also induced DNA-damage, led to G0/G1 arrest and triggered apoptosis, which was initiated by an autophagy dysfunction. The significant in vitro selectivity and the action mechanism of complex 1 are noteworthy and reveal this prodrug as promising for anticancer therapy.

show abstract

Section: Discussionsupporting

confidence: 80%

Section: Discussionmentioning

confidence: 90%

A selective CuII complex with 4-fluorophenoxyacetic acid hydrazide and phenanthroline displays DNA-cleaving and pro-apoptotic properties in cancer cells

Machado

Paixão

Lino

et al. 2021

Sci Rep

Self Cite

View full text Add to dashboard Cite

show abstract

“…The results in terms of copper complex-induced nuclear, cell surface and mitochondrial changes are in good correlation with the incidence of apoptosis as revealed in the increase of sub-G1 population. Chemical agents that damage DNA are known to act via modulation of redox system, to produce growth arrest and induce apoptotic cell death [ 28 , 29 , 34 , 35 , 51 , 65 , 70 ]. Cell cycle progression is regulated in an orderly manner from G1 to M, through S and G2, by phase-specific regulation of the levels of cyclins, cyclin-dependent kinases (CDKs) and tubulin, and also their inhibitors, which have strong association with apoptosis [ 74 , 75 ].…”

Section: Discussionmentioning

confidence: 99%

“…Aiming at these desired pharmacodynamic profiles, diimines, tetradentate ligands and substituted derivatives as ligands are currently attractive in the discovery of metal-based drugs for different cancers [ 25 , 26 ]. These coordinated or transition metal complexes have been found to be potent as cell cycle inhibitors [ 27 , 28 , 29 ], DNA topoisomerase inhibitors [ 30 , 31 ], pro- and anti-apoptotic protein modulators (p53, Bax and Bcl-2) [ 32 , 33 , 34 ], etc. Particularly, these metal complexes bring about cancer cell death through inhibition of DNA synthesis [ 14 , 26 , 28 , 35 ], alteration of mitochondrial membrane potential and/or suppression of inhibitors of apoptosis [ 26 , 36 , 37 ].…”

Section: Introductionmentioning

confidence: 99%

“…Unique 3D geometry and electronic and other molecular mechanics of this specially designed complex can selectively regulate the membrane permeability, bind with DNA and induce cell death (i.e., apoptosis) [ 9 ]. Also, the typical structure of diimines provides for the ability of the complex to participate as a DNA intercalator and/or nucleo-cytoplasmic disruptor through apoptotic mechanism [ 28 , 29 ].…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Induction of Redox-Mediated Cell Death in ER-Positive and ER-Negative Breast Cancer Cells by a Copper(II)-Phenolate Complex: An In Vitro and In Silico Study

et al. 2020

View full text Add to dashboard Cite

This research was aimed at finding the cytotoxic potential of the mixed ligand copper(II) complex [Cu(tdp)(phen)](ClO4)—where H(tdp) is the tetradentate ligand 2-[(2-(2-hydroxyethylamino)-ethylimino)methyl]phenol, and phen is 1,10-phenanthroline—to two genotypically different breast cancer cells, MCF-7 (p53+ and ER+) and MDA-MB-231 (p53- and ER-). The complex has been already shown to be cytotoxic to ME180 cervical carcinoma cells. The special focus in this study was the induction of cell death by apoptosis and necrosis, and its link with ROS. The treatment brought about nuclear fragmentation, phosphatidylserine externalization, disruption of mitochondrial trans-membrane potential, DNA damage, cell cycle arrest at sub-G1 phase, and increase of ROS generation, followed by apoptotic death of cells during early hours and a late onset of necrosis in the cells surviving the apoptosis. The efficacy of the complex against genotypically different breast cancer cells is attributed to a strong association through p53-mitochondrial redox—cell cycle junction. The ADMET properties and docking of the complex at the active site of Top1 are desirable attributes of a lead molecule for development into a therapeutic. Thus, it is shown that the copper(II)–phenolate complex[Cu(tdp)(phen)]+ offers potential to be developed into a therapeutic for breast cancers in general and ER-negative ones in particular.

show abstract

Synergistic effects of nanosized supramolecular complex inlaid with silver nanoparticles: Catalysis, sensors, and biological activities

El‐Aziz

Etaiw

Fouda

2022

Applied Organom Chemis

View full text Add to dashboard Cite

Nanosized supramolecular complex (SC), {[Cu 2 (CN) 3 (phen) 3 ]5H 2 O}, 1, inlaid with silver nanoparticles was synthesized and characterized by X-ray powder diffraction (XRPD), Fourier transform infrared (FT-IR) spectroscopy, thermogravimetric analysis (TGA), scanning electron microscope (SEM), transmission electron microscope (TEM), and inductively coupled plasma (ICP) spectroscopy. The catalytic activity of Ag/SC1 nanocomposite as heterogeneous catalysts against methylene blue (MB) dye exhibits phenomenal degradation efficiency in presence of H 2 O 2 under different conditions better than the nanosized SC1. Scavenger techniques proved that • OH radicals represent the main oxidant species for the mineralization of hazardous dyes. The photoluminescence property of Ag/SC1 nanocomposite demonstrates its remarkable ability to act as a high-performance luminescent sensor towards nitrobenzene, Fe 3+ , Hg 2+ , and Sn 2+ ions. In vitro cytotoxicity and cell viable activity of Ag/SC1 nanocomposite against a set of different human cancer cell lines shows that the highest level was recorded against hepatocellular carcinoma (HEPG-2) cells. DNA binding ability of Ag/SC1 nanocomposite signifies that the composite has weak DNA binding activity. Antioxidant activity demonstrates that Ag/SC1 nanocomposite exhibits weak activity towards scavenging behavior of ABTS •+ and good anti-hemolytic activity of red blood cells comparing with ascorbic acid. The antimicrobial activity of Ag/SC1 nanocomposite against some bacterial strains offered better antibacterial properties than the nanosized SC1.

show abstract

Action of copper(II) complex with β-diketone and 1,10-phenanthroline (CBP-01) on sarcoma cells and biological effects under cell death

Cited by 29 publications

References 32 publications

A selective CuII complex with 4-fluorophenoxyacetic acid hydrazide and phenanthroline displays DNA-cleaving and pro-apoptotic properties in cancer cells

A selective CuII complex with 4-fluorophenoxyacetic acid hydrazide and phenanthroline displays DNA-cleaving and pro-apoptotic properties in cancer cells

Induction of Redox-Mediated Cell Death in ER-Positive and ER-Negative Breast Cancer Cells by a Copper(II)-Phenolate Complex: An In Vitro and In Silico Study

Synergistic effects of nanosized supramolecular complex inlaid with silver nanoparticles: Catalysis, sensors, and biological activities

Contact Info

Product

Resources

About