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Antioxidant and Anticancer Potential of the New Cu(II) Complexes Bearing Imine-Phenolate Ligands with Pendant Amine N-Donor Groups

Cu(II) complexes bearing NNO-donor Schiff base ligands (2a, b) have been synthesized and characterized. The single crystal X-ray analysis of the 2a complex revealed that a mononuclear and a dinuclear complex co-crystallize in the solid state. The electronic structures of the complexes are optimized...

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Autores principales: Pinheiro, Adriana Castro, Nunes, Ianka Jacondino, Ferreira, Wesley Vieira, Tomasini, Paula Pellenz, Trindade, Cristiano, Martins, Carolina Cristóvão, Wilhelm, Ethel Antunes, Oliboni, Robson da Silva, Netz, Paulo Augusto, Stieler, Rafael, Casagrande, Osvaldo de Lazaro, Saffi, Jenifer
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9960331/
https://www.ncbi.nlm.nih.gov/pubmed/36839698
http://dx.doi.org/10.3390/pharmaceutics15020376
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author Pinheiro, Adriana Castro
Nunes, Ianka Jacondino
Ferreira, Wesley Vieira
Tomasini, Paula Pellenz
Trindade, Cristiano
Martins, Carolina Cristóvão
Wilhelm, Ethel Antunes
Oliboni, Robson da Silva
Netz, Paulo Augusto
Stieler, Rafael
Casagrande, Osvaldo de Lazaro
Saffi, Jenifer
author_facet Pinheiro, Adriana Castro
Nunes, Ianka Jacondino
Ferreira, Wesley Vieira
Tomasini, Paula Pellenz
Trindade, Cristiano
Martins, Carolina Cristóvão
Wilhelm, Ethel Antunes
Oliboni, Robson da Silva
Netz, Paulo Augusto
Stieler, Rafael
Casagrande, Osvaldo de Lazaro
Saffi, Jenifer
author_sort Pinheiro, Adriana Castro
collection PubMed
description Cu(II) complexes bearing NNO-donor Schiff base ligands (2a, b) have been synthesized and characterized. The single crystal X-ray analysis of the 2a complex revealed that a mononuclear and a dinuclear complex co-crystallize in the solid state. The electronic structures of the complexes are optimized by Density Functional Theory (DFT) calculations. The monomeric nature of 2a and 2b species is maintained in solution. Antioxidant activities of the ligands (1a, b) and Cu(II) complexes (2a, b) were determined by in vitro assays such as 1,1-diphenyl-2-picrylhydrazyl free radicals (DPPH(.)) and 2,2′-azino-bis (3-ethylbenzothiazoline-6-sulfonic acid) radicals (ABTS(+)). Our results demonstrated that 2a showed better antioxidant activity. MTT assays were performed to assess the toxicity of ligands and Cu(II) complexes in V79 cells. The antiproliferative activity of compounds was tested against two human tumor cell lines: MCF-7 (breast adenocarcinoma) and SW620 (colorectal carcinoma) and on MRC-5 (normal lung fibroblast). All compounds showed high cytotoxicity in the all-cell lines but showed no selectivity for tumor cell lines. Antiproliferative activity by clonogenic assay 2b showed a more significant inhibitory effect on the MCF-7 cell lines than on MRC-5. DNA damage for the 2b compound at 10 µM concentration was about three times higher in MCF-7 cells than in MRC-5 cells.
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spelling pubmed-99603312023-02-26 Antioxidant and Anticancer Potential of the New Cu(II) Complexes Bearing Imine-Phenolate Ligands with Pendant Amine N-Donor Groups Pinheiro, Adriana Castro Nunes, Ianka Jacondino Ferreira, Wesley Vieira Tomasini, Paula Pellenz Trindade, Cristiano Martins, Carolina Cristóvão Wilhelm, Ethel Antunes Oliboni, Robson da Silva Netz, Paulo Augusto Stieler, Rafael Casagrande, Osvaldo de Lazaro Saffi, Jenifer Pharmaceutics Article Cu(II) complexes bearing NNO-donor Schiff base ligands (2a, b) have been synthesized and characterized. The single crystal X-ray analysis of the 2a complex revealed that a mononuclear and a dinuclear complex co-crystallize in the solid state. The electronic structures of the complexes are optimized by Density Functional Theory (DFT) calculations. The monomeric nature of 2a and 2b species is maintained in solution. Antioxidant activities of the ligands (1a, b) and Cu(II) complexes (2a, b) were determined by in vitro assays such as 1,1-diphenyl-2-picrylhydrazyl free radicals (DPPH(.)) and 2,2′-azino-bis (3-ethylbenzothiazoline-6-sulfonic acid) radicals (ABTS(+)). Our results demonstrated that 2a showed better antioxidant activity. MTT assays were performed to assess the toxicity of ligands and Cu(II) complexes in V79 cells. The antiproliferative activity of compounds was tested against two human tumor cell lines: MCF-7 (breast adenocarcinoma) and SW620 (colorectal carcinoma) and on MRC-5 (normal lung fibroblast). All compounds showed high cytotoxicity in the all-cell lines but showed no selectivity for tumor cell lines. Antiproliferative activity by clonogenic assay 2b showed a more significant inhibitory effect on the MCF-7 cell lines than on MRC-5. DNA damage for the 2b compound at 10 µM concentration was about three times higher in MCF-7 cells than in MRC-5 cells. MDPI 2023-01-22 /pmc/articles/PMC9960331/ /pubmed/36839698 http://dx.doi.org/10.3390/pharmaceutics15020376 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Pinheiro, Adriana Castro
Nunes, Ianka Jacondino
Ferreira, Wesley Vieira
Tomasini, Paula Pellenz
Trindade, Cristiano
Martins, Carolina Cristóvão
Wilhelm, Ethel Antunes
Oliboni, Robson da Silva
Netz, Paulo Augusto
Stieler, Rafael
Casagrande, Osvaldo de Lazaro
Saffi, Jenifer
Antioxidant and Anticancer Potential of the New Cu(II) Complexes Bearing Imine-Phenolate Ligands with Pendant Amine N-Donor Groups
title Antioxidant and Anticancer Potential of the New Cu(II) Complexes Bearing Imine-Phenolate Ligands with Pendant Amine N-Donor Groups
title_full Antioxidant and Anticancer Potential of the New Cu(II) Complexes Bearing Imine-Phenolate Ligands with Pendant Amine N-Donor Groups
title_fullStr Antioxidant and Anticancer Potential of the New Cu(II) Complexes Bearing Imine-Phenolate Ligands with Pendant Amine N-Donor Groups
title_full_unstemmed Antioxidant and Anticancer Potential of the New Cu(II) Complexes Bearing Imine-Phenolate Ligands with Pendant Amine N-Donor Groups
title_short Antioxidant and Anticancer Potential of the New Cu(II) Complexes Bearing Imine-Phenolate Ligands with Pendant Amine N-Donor Groups
title_sort antioxidant and anticancer potential of the new cu(ii) complexes bearing imine-phenolate ligands with pendant amine n-donor groups
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9960331/
https://www.ncbi.nlm.nih.gov/pubmed/36839698
http://dx.doi.org/10.3390/pharmaceutics15020376
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