New copper(II) cyclam complexes with aminocarboxylate co-ligands: Synthesis, characterization, and in vitro antiproliferative and antibacterial studies

Two new cationic Cu(II) complexes of cyclam (1,4,8,11-tetraazacyclotetradecane) and aminocarboxylate coligands glycine or alanine have been synthesized. The complexes were characterized by elemental analysis (C, H and N), molar electrical conductivity, magnetic susceptibility measurement at room tem...

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Main Authors: Dražić Branka, Antonijević-Nikolić Mirjana, Marinović-Cincović Milena, Živković-Radovanović Vukosava, Borović Branka, Tanasković Slađana B.
Format: Article
Language:English
Published: Serbian Chemical Society 2022-01-01
Series:Journal of the Serbian Chemical Society
Subjects:
Online Access:http://www.doiserbia.nb.rs/img/doi/0352-5139/2022/0352-51392200026D.pdf
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author Dražić Branka
Antonijević-Nikolić Mirjana
Marinović-Cincović Milena
Živković-Radovanović Vukosava
Borović Branka
Tanasković Slađana B.
author_facet Dražić Branka
Antonijević-Nikolić Mirjana
Marinović-Cincović Milena
Živković-Radovanović Vukosava
Borović Branka
Tanasković Slađana B.
author_sort Dražić Branka
collection DOAJ
description Two new cationic Cu(II) complexes of cyclam (1,4,8,11-tetraazacyclotetradecane) and aminocarboxylate coligands glycine or alanine have been synthesized. The complexes were characterized by elemental analysis (C, H and N), molar electrical conductivity, magnetic susceptibility measurement at room temperature, spectral methods (UV/Vis and Fourier transform infrared), as well as by thermogravimetric (TG) and differential thermal analysis (DTA). The analytical data of the complexes show the formation of mononuclear complexes with general formula [Cu(L)cyc](ClO4)2·nH2O, A) L = glycine, n = 1.5 and B) L = alanine, n = 2.5. The tetradentate ligand cyclam was coordinated to metals through four N donors. The spectroscopic data suggested that the amino carboxylate ligands coordinated via their carboxylate ion moieties. The six- -coordinate octahedral geometry around Cu(II) in both complexes was presumed. TG-DTA analysis indicated that complex B decomposed exothermally in a single step in the range of 310–400°C. The cytotoxic activity of Cu(II) complexes and the starting ligands were tested against human cervix adenocarcinoma cell line (HeLa), human melanoma (FemX) and human colon carcinoma (LS174). The IC50 values for the Cu(II) complexes were from 48.35–82.25 μM. Both complexes were tested for their antimicrobial activity against Staphylococcus aureus, Bacillus subtilis, Escherichia coli and the yeast Candida albicans.
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spelling doaj.art-ca9f82ffec864ccba0d966c0b3276cf82022-12-22T00:58:45ZengSerbian Chemical SocietyJournal of the Serbian Chemical Society0352-51391820-74212022-01-0187445146410.2298/JSC211107026D0352-51392200026DNew copper(II) cyclam complexes with aminocarboxylate co-ligands: Synthesis, characterization, and in vitro antiproliferative and antibacterial studiesDražić Branka0https://orcid.org/0000-0003-1723-3268Antonijević-Nikolić Mirjana1https://orcid.org/0000-0003-4277-9780Marinović-Cincović Milena2https://orcid.org/0000-0001-6197-1511Živković-Radovanović Vukosava3https://orcid.org/0000-0003-2558-4957Borović Branka4https://orcid.org/0000-0003-0371-0991Tanasković Slađana B.5https://orcid.org/0000-0002-3486-2800Faculty of Pharmacy, Belgrade, SerbiaAcademy of Applied Studies Šabac, Department for Medical, Business and Technological Studies, Šabac, SerbiaInstitute of Nuclear Sciences Vinča, University of Belgrade, Vinča, Belgrade, SerbiaFaculty of Chemistry, University of Belgrade, Belgrade, SerbiaInstitute of Meat Hygiene and Technology, Belgrade, SerbiaFaculty of Pharmacy, Belgrade, SerbiaTwo new cationic Cu(II) complexes of cyclam (1,4,8,11-tetraazacyclotetradecane) and aminocarboxylate coligands glycine or alanine have been synthesized. The complexes were characterized by elemental analysis (C, H and N), molar electrical conductivity, magnetic susceptibility measurement at room temperature, spectral methods (UV/Vis and Fourier transform infrared), as well as by thermogravimetric (TG) and differential thermal analysis (DTA). The analytical data of the complexes show the formation of mononuclear complexes with general formula [Cu(L)cyc](ClO4)2·nH2O, A) L = glycine, n = 1.5 and B) L = alanine, n = 2.5. The tetradentate ligand cyclam was coordinated to metals through four N donors. The spectroscopic data suggested that the amino carboxylate ligands coordinated via their carboxylate ion moieties. The six- -coordinate octahedral geometry around Cu(II) in both complexes was presumed. TG-DTA analysis indicated that complex B decomposed exothermally in a single step in the range of 310–400°C. The cytotoxic activity of Cu(II) complexes and the starting ligands were tested against human cervix adenocarcinoma cell line (HeLa), human melanoma (FemX) and human colon carcinoma (LS174). The IC50 values for the Cu(II) complexes were from 48.35–82.25 μM. Both complexes were tested for their antimicrobial activity against Staphylococcus aureus, Bacillus subtilis, Escherichia coli and the yeast Candida albicans.http://www.doiserbia.nb.rs/img/doi/0352-5139/2022/0352-51392200026D.pdfcopper(ii) complexescyclamglycinealanineantimicrobial and cytotoxic activity
spellingShingle Dražić Branka
Antonijević-Nikolić Mirjana
Marinović-Cincović Milena
Živković-Radovanović Vukosava
Borović Branka
Tanasković Slađana B.
New copper(II) cyclam complexes with aminocarboxylate co-ligands: Synthesis, characterization, and in vitro antiproliferative and antibacterial studies
Journal of the Serbian Chemical Society
copper(ii) complexes
cyclam
glycine
alanine
antimicrobial and cytotoxic activity
title New copper(II) cyclam complexes with aminocarboxylate co-ligands: Synthesis, characterization, and in vitro antiproliferative and antibacterial studies
title_full New copper(II) cyclam complexes with aminocarboxylate co-ligands: Synthesis, characterization, and in vitro antiproliferative and antibacterial studies
title_fullStr New copper(II) cyclam complexes with aminocarboxylate co-ligands: Synthesis, characterization, and in vitro antiproliferative and antibacterial studies
title_full_unstemmed New copper(II) cyclam complexes with aminocarboxylate co-ligands: Synthesis, characterization, and in vitro antiproliferative and antibacterial studies
title_short New copper(II) cyclam complexes with aminocarboxylate co-ligands: Synthesis, characterization, and in vitro antiproliferative and antibacterial studies
title_sort new copper ii cyclam complexes with aminocarboxylate co ligands synthesis characterization and in vitro antiproliferative and antibacterial studies
topic copper(ii) complexes
cyclam
glycine
alanine
antimicrobial and cytotoxic activity
url http://www.doiserbia.nb.rs/img/doi/0352-5139/2022/0352-51392200026D.pdf
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