Biological Activity of Triazolopyrimidine Copper(II) Complexes Modulated by an Auxiliary N-N-Chelating Heterocycle Ligands

Novel complexes of type [Cu(N-N)(dmtp)2(OH2)](ClO4)2·dmtp ((1) N-N: 2,2′-bipyridine; (2) L: 1,10-phenantroline and dmtp: 5,7-dimethyl-1,2,4-triazolo[1,5-a</i&...

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Autores principales:	Lavinia L. Ruta, Ileana C. Farcasanu, Mihaela Bacalum, Mina Răileanu, Arpad Mihai Rostas, Constantin Daniliuc, Mariana Carmen Chifiriuc, Luminița Măruțescu, Marcela Popa, Mihaela Badea, Emilia Elena Iorgulescu, Rodica Olar
Formato:	article
Lenguaje:	EN
Publicado:	MDPI AG 2021
Materias:	copper(II) complex 1,2,4-triazolo[1,5-<i>a</i>]pyrimidine cytotoxicity biofilm metallonuclease activity DNA intercalation Organic chemistry QD241-441
Acceso en línea:	https://doaj.org/article/515b1d0afad44937b5fb4f62609c0344
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spelling	oai:doaj.org-article:515b1d0afad44937b5fb4f62609c03442021-11-25T18:27:08ZBiological Activity of Triazolopyrimidine Copper(II) Complexes Modulated by an Auxiliary N-N-Chelating Heterocycle Ligands10.3390/molecules262267721420-3049https://doaj.org/article/515b1d0afad44937b5fb4f62609c03442021-11-01T00:00:00Zhttps://www.mdpi.com/1420-3049/26/22/6772https://doaj.org/toc/1420-3049Novel complexes of type [Cu(N-N)(dmtp)<sub>2</sub>(OH<sub>2</sub>)](ClO<sub>4</sub>)<sub>2</sub>·dmtp ((<b>1</b>) N-N: 2,2′-bipyridine; (<b>2</b>) L: 1,10-phenantroline and dmtp: 5,7-dimethyl-1,2,4-triazolo[1,5-<i>a</i>]pyrimidine) were designed in order to obtain biologically active compounds. Complexes were characterized as mononuclear species that crystallized in the space group P-1 of the triclinic system with a square pyramidal geometry around the copper (II). In addition to the antiproliferative effect on murine melanoma B16 cells, complex (<b>1</b>) exhibited low toxicity on normal BJ cells and did not affect membrane integrity. Complex (<b>2</b>) proved to be a more potent antimicrobial in comparison with (<b>1</b>), but both compounds were more active in comparison with dmtp—both against planktonic cells and biofilms. A stronger antimicrobial and antibiofilm effect was noticed against the Gram-positive strains, including methicillin-resistant <i>Staphylococcus aureus</i> (MRSA). Both electron paramagnetic resonance (EPR) and <i>Saccharomyces cerevisiae</i> studies indicated that the complexes were scavengers rather than reactive oxygen species promoters. Their DNA intercalating capacity was evidenced by modifications in both absorption and fluorescence spectra. Furthermore, both complexes exhibited nuclease-like activity, which increased in the presence of hydrogen peroxide.Lavinia L. RutaIleana C. FarcasanuMihaela BacalumMina RăileanuArpad Mihai RostasConstantin DaniliucMariana Carmen ChifiriucLuminița MăruțescuMarcela PopaMihaela BadeaEmilia Elena IorgulescuRodica OlarMDPI AGarticlecopper(II) complex1,2,4-triazolo[1,5-<i>a</i>]pyrimidinecytotoxicitybiofilmmetallonuclease activityDNA intercalationOrganic chemistryQD241-441ENMolecules, Vol 26, Iss 6772, p 6772 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	copper(II) complex 1,2,4-triazolo[1,5-<i>a</i>]pyrimidine cytotoxicity biofilm metallonuclease activity DNA intercalation Organic chemistry QD241-441
spellingShingle	copper(II) complex 1,2,4-triazolo[1,5-<i>a</i>]pyrimidine cytotoxicity biofilm metallonuclease activity DNA intercalation Organic chemistry QD241-441 Lavinia L. Ruta Ileana C. Farcasanu Mihaela Bacalum Mina Răileanu Arpad Mihai Rostas Constantin Daniliuc Mariana Carmen Chifiriuc Luminița Măruțescu Marcela Popa Mihaela Badea Emilia Elena Iorgulescu Rodica Olar Biological Activity of Triazolopyrimidine Copper(II) Complexes Modulated by an Auxiliary N-N-Chelating Heterocycle Ligands
description	Novel complexes of type [Cu(N-N)(dmtp)<sub>2</sub>(OH<sub>2</sub>)](ClO<sub>4</sub>)<sub>2</sub>·dmtp ((<b>1</b>) N-N: 2,2′-bipyridine; (<b>2</b>) L: 1,10-phenantroline and dmtp: 5,7-dimethyl-1,2,4-triazolo[1,5-<i>a</i>]pyrimidine) were designed in order to obtain biologically active compounds. Complexes were characterized as mononuclear species that crystallized in the space group P-1 of the triclinic system with a square pyramidal geometry around the copper (II). In addition to the antiproliferative effect on murine melanoma B16 cells, complex (<b>1</b>) exhibited low toxicity on normal BJ cells and did not affect membrane integrity. Complex (<b>2</b>) proved to be a more potent antimicrobial in comparison with (<b>1</b>), but both compounds were more active in comparison with dmtp—both against planktonic cells and biofilms. A stronger antimicrobial and antibiofilm effect was noticed against the Gram-positive strains, including methicillin-resistant <i>Staphylococcus aureus</i> (MRSA). Both electron paramagnetic resonance (EPR) and <i>Saccharomyces cerevisiae</i> studies indicated that the complexes were scavengers rather than reactive oxygen species promoters. Their DNA intercalating capacity was evidenced by modifications in both absorption and fluorescence spectra. Furthermore, both complexes exhibited nuclease-like activity, which increased in the presence of hydrogen peroxide.
format	article
author	Lavinia L. Ruta Ileana C. Farcasanu Mihaela Bacalum Mina Răileanu Arpad Mihai Rostas Constantin Daniliuc Mariana Carmen Chifiriuc Luminița Măruțescu Marcela Popa Mihaela Badea Emilia Elena Iorgulescu Rodica Olar
author_facet	Lavinia L. Ruta Ileana C. Farcasanu Mihaela Bacalum Mina Răileanu Arpad Mihai Rostas Constantin Daniliuc Mariana Carmen Chifiriuc Luminița Măruțescu Marcela Popa Mihaela Badea Emilia Elena Iorgulescu Rodica Olar
author_sort	Lavinia L. Ruta
title	Biological Activity of Triazolopyrimidine Copper(II) Complexes Modulated by an Auxiliary N-N-Chelating Heterocycle Ligands
title_short	Biological Activity of Triazolopyrimidine Copper(II) Complexes Modulated by an Auxiliary N-N-Chelating Heterocycle Ligands
title_full	Biological Activity of Triazolopyrimidine Copper(II) Complexes Modulated by an Auxiliary N-N-Chelating Heterocycle Ligands
title_fullStr	Biological Activity of Triazolopyrimidine Copper(II) Complexes Modulated by an Auxiliary N-N-Chelating Heterocycle Ligands
title_full_unstemmed	Biological Activity of Triazolopyrimidine Copper(II) Complexes Modulated by an Auxiliary N-N-Chelating Heterocycle Ligands
title_sort	biological activity of triazolopyrimidine copper(ii) complexes modulated by an auxiliary n-n-chelating heterocycle ligands
publisher	MDPI AG
publishDate	2021
url	https://doaj.org/article/515b1d0afad44937b5fb4f62609c0344
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Biological Activity of Triazolopyrimidine Copper(II) Complexes Modulated by an Auxiliary N-N-Chelating Heterocycle Ligands

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