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Article

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

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Department of Organic Chemistry, Biochemistry and Catalysis, Faculty of Chemistry, University of Bucharest, 90–92 Panduri Str., 050663 Bucharest, Romania
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Department of Life and Environmental Physics, Horia Hulubei National Institute for Physics and Nuclear Engineering, 30 Reactorului Str., 077125 Măgurele, Romania
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Department of Electricity, Solid State and Biophysics, Faculty of Physics, University of Bucharest, 405A Atomiştilor Str., 077125 Măgurele, Romania
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Laboratory of Atomic Structures and Defects in Advanced Materials, National Institute of Materials Physics, 405A Atomiştilor Str., 077125 Măgurele, Romania
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Organisch-Chemisches Institute, Westfälische Wilhelms-Universität Münster, Corrensstrasse 40, 48149 Münster, Germany
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Department of Microbiology, Faculty of Biology, University of Bucharest, 1–3 Aleea Portocalelor Str., 060101 Bucharest, Romania
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Department of Inorganic Chemistry, Biochemistry and Catalysis, Faculty of Chemistry, University of Bucharest, 90–92 Panduri Str., 050663 Bucharest, Romania
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Department of Analytical Chemistry, Faculty of Chemistry, University of Bucharest, 90–92 Panduri Str., 050663 Bucharest, Romania
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Authors to whom correspondence should be addressed.
Academic Editors: Franco Bisceglie and Gianantonio Battistuzzi
Molecules 2021, 26(22), 6772; https://doi.org/10.3390/molecules26226772
Received: 29 September 2021 / Revised: 20 October 2021 / Accepted: 5 November 2021 / Published: 9 November 2021
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]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 (1) exhibited low toxicity on normal BJ cells and did not affect membrane integrity. Complex (2) proved to be a more potent antimicrobial in comparison with (1), 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 Staphylococcus aureus (MRSA). Both electron paramagnetic resonance (EPR) and Saccharomyces cerevisiae 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. View Full-Text
Keywords: copper(II) complex; 1,2,4-triazolo[1,5-a]pyrimidine; cytotoxicity; biofilm; metallonuclease activity; DNA intercalation copper(II) complex; 1,2,4-triazolo[1,5-a]pyrimidine; cytotoxicity; biofilm; metallonuclease activity; DNA intercalation
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MDPI and ACS Style

Ruta, L.L.; Farcasanu, I.C.; Bacalum, M.; Răileanu, M.; Rostas, A.M.; Daniliuc, C.; Chifiriuc, M.C.; Măruțescu, L.; Popa, M.; Badea, M.; Iorgulescu, E.E.; Olar, R. Biological Activity of Triazolopyrimidine Copper(II) Complexes Modulated by an Auxiliary N-N-Chelating Heterocycle Ligands. Molecules 2021, 26, 6772. https://doi.org/10.3390/molecules26226772

AMA Style

Ruta LL, Farcasanu IC, Bacalum M, Răileanu M, Rostas AM, Daniliuc C, Chifiriuc MC, Măruțescu L, Popa M, Badea M, Iorgulescu EE, Olar R. Biological Activity of Triazolopyrimidine Copper(II) Complexes Modulated by an Auxiliary N-N-Chelating Heterocycle Ligands. Molecules. 2021; 26(22):6772. https://doi.org/10.3390/molecules26226772

Chicago/Turabian Style

Ruta, Lavinia L., Ileana C. Farcasanu, Mihaela Bacalum, Mina Răileanu, Arpad M. Rostas, Constantin Daniliuc, Mariana C. Chifiriuc, Luminița Măruțescu, Marcela Popa, Mihaela Badea, Emilia E. Iorgulescu, and Rodica Olar. 2021. "Biological Activity of Triazolopyrimidine Copper(II) Complexes Modulated by an Auxiliary N-N-Chelating Heterocycle Ligands" Molecules 26, no. 22: 6772. https://doi.org/10.3390/molecules26226772

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