Antonijević-Nikolić, Mirjana

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  • Antonijević-Nikolić, Mirjana (3)
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Author's Bibliography

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

Dražić, Branka; Antonijević-Nikolić, Mirjana; Marinović-Cincović, Milena; Živković-Radovanović, Vukosava; Borović, Branka; Tanasković, Slađana

(Serbian Chemical Society, 2022)

TY  - JOUR
AU  - Dražić, Branka
AU  - Antonijević-Nikolić, Mirjana
AU  - Marinović-Cincović, Milena
AU  - Živković-Radovanović, Vukosava
AU  - Borović, Branka
AU  - Tanasković, Slađana
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5506
AB  - 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.
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - New copper(II) cyclam complexes with aminocarboxylate co-ligands: Synthesis, characterization, and in vitro antiproliferative and antibacterial studies
VL  - 87
IS  - 4
SP  - 451
EP  - 464
DO  - 10.2298/JSC211107026D
ER  - 
@article{
author = "Dražić, Branka and Antonijević-Nikolić, Mirjana and Marinović-Cincović, Milena and Živković-Radovanović, Vukosava and Borović, Branka and Tanasković, Slađana",
year = "2022",
abstract = "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.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "New copper(II) cyclam complexes with aminocarboxylate co-ligands: Synthesis, characterization, and in vitro antiproliferative and antibacterial studies",
volume = "87",
number = "4",
pages = "451-464",
doi = "10.2298/JSC211107026D"
}
Dražić, B., Antonijević-Nikolić, M., Marinović-Cincović, M., Živković-Radovanović, V., Borović, B.,& Tanasković, S.. (2022). New copper(II) cyclam complexes with aminocarboxylate co-ligands: Synthesis, characterization, and in vitro antiproliferative and antibacterial studies. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 87(4), 451-464.
https://doi.org/10.2298/JSC211107026D
Dražić B, Antonijević-Nikolić M, Marinović-Cincović M, Živković-Radovanović V, Borović B, Tanasković S. New copper(II) cyclam complexes with aminocarboxylate co-ligands: Synthesis, characterization, and in vitro antiproliferative and antibacterial studies. in Journal of the Serbian Chemical Society. 2022;87(4):451-464.
doi:10.2298/JSC211107026D .
Dražić, Branka, Antonijević-Nikolić, Mirjana, Marinović-Cincović, Milena, Živković-Radovanović, Vukosava, Borović, Branka, Tanasković, Slađana, "New copper(II) cyclam complexes with aminocarboxylate co-ligands: Synthesis, characterization, and in vitro antiproliferative and antibacterial studies" in Journal of the Serbian Chemical Society, 87, no. 4 (2022):451-464,
https://doi.org/10.2298/JSC211107026D . .

New Cu(II) and Co(II) octaazamacrocyclic complexes with 2-amino-3-phenylpropanoic acid

Vuckovic, Gordana; Antonijević-Nikolić, Mirjana; Tanaskovic, Sladana B.; Živković-Radovanović, Vukosava

(Serbian Chemical Soc, Belgrade, 2011)

TY  - JOUR
AU  - Vuckovic, Gordana
AU  - Antonijević-Nikolić, Mirjana
AU  - Tanaskovic, Sladana B.
AU  - Živković-Radovanović, Vukosava
PY  - 2011
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1351
AB  - New cationic Cu(II) and Co(II) complexes with N,N',N '',N'''-tetrakis(2-pyridylmethyl)-1,4,8,11-tetraazacyclotetradecane (tpmc) and the anion of 2-amino-3-phenylpropanoic acid (S-phenylalanine) were prepared. The complexes were analyzed and characterized by elemental analysis, conductometric, polarimetric, magnetic and cyclic voltammetric measurements, as well as by spectroscopic data (UV/Vis, IR). Both complexes are binuclear with the general formula [M(2)(S-Phe)tpmc](ClO(4))(3)center dot nH(2)O; S-PheH = S-phenylalanine, M(II) = Cu, n = 7; Co, n = 0. Based on previously reported data for some familiar complexes and the present results, pentacoordinated geometry was proposed. Both of the central metal ions are coordinated with two pyridyl and two cyclam nitrogens and bridged with -N-(CH(2))(3)-N-portions of the cyclam ring and oxygen atoms of the S-phenylalaninate ion. Antimicrobial screening of the complexes, solvent, starting salts and ligands alone was performed against fungi, mould and some bacteria. In certain cases, enhanced activity of Co(II) complex towards bacteria compared with the relevant free ligands and starting salts was detected.
AB  - Dobijena su dva nova kompleksa Cu(II) i Co(II) sa N,N',N',N'''-tetrakis(2-piridilmetil)-1,4,8,11-ciklotetradekanom (tpmc-om) i anjonom 2-amino-3-fenil-propanske kiseline (S-fenilalanina). Oni su analizirani i okarakterisani: elementalnom analizom, konduktometrijskim, polarimetrijskim, magnetnim i ciklično-voltametrijskim merenjima, kao i spektroskopskim podacima (UV/Vis, IR). Oba kompleksa su dinuklearna opšte formule [M2(S-Phe)tpmc](ClO4)3·nH2O; S-PheH = S-fenilalanin, M(II) = Cu, n = 7; Co, n = 0. Na osnovu ranije dobijenih podataka za srodne komplekse i novih rezultata pretpostavljena je pentakoordinaciona geometrija. Oba centralna metalna jona su koordinovana za po dva piridil i dva ciklamova azota i premošćena -N-(CH2)3-N-fragmentima ciklamovog prstena i kiseonikovim atomima S-fenilalaninato jona. Antimikrobni test kompleksa, rastvarača, polaznih soli i samih liganada je izvršen na gljivice, plesni i bakterije. U izvesnim slučajevima nađena je povećana aktivnost kompleksa Co(II) prema pojedinim bakterijama u odnosu na odgovarajuće slobodne ligande i polazne soli.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - New Cu(II) and Co(II) octaazamacrocyclic complexes with 2-amino-3-phenylpropanoic acid
T1  - Novi Cu(II) i Co(II) oktaazamakrociklični kompleksi sa 2-amino-3-fenil-propanskom kiselinom
VL  - 76
IS  - 5
SP  - 719
EP  - 731
DO  - 10.2298/JSC101201062V
ER  - 
@article{
author = "Vuckovic, Gordana and Antonijević-Nikolić, Mirjana and Tanaskovic, Sladana B. and Živković-Radovanović, Vukosava",
year = "2011",
abstract = "New cationic Cu(II) and Co(II) complexes with N,N',N '',N'''-tetrakis(2-pyridylmethyl)-1,4,8,11-tetraazacyclotetradecane (tpmc) and the anion of 2-amino-3-phenylpropanoic acid (S-phenylalanine) were prepared. The complexes were analyzed and characterized by elemental analysis, conductometric, polarimetric, magnetic and cyclic voltammetric measurements, as well as by spectroscopic data (UV/Vis, IR). Both complexes are binuclear with the general formula [M(2)(S-Phe)tpmc](ClO(4))(3)center dot nH(2)O; S-PheH = S-phenylalanine, M(II) = Cu, n = 7; Co, n = 0. Based on previously reported data for some familiar complexes and the present results, pentacoordinated geometry was proposed. Both of the central metal ions are coordinated with two pyridyl and two cyclam nitrogens and bridged with -N-(CH(2))(3)-N-portions of the cyclam ring and oxygen atoms of the S-phenylalaninate ion. Antimicrobial screening of the complexes, solvent, starting salts and ligands alone was performed against fungi, mould and some bacteria. In certain cases, enhanced activity of Co(II) complex towards bacteria compared with the relevant free ligands and starting salts was detected., Dobijena su dva nova kompleksa Cu(II) i Co(II) sa N,N',N',N'''-tetrakis(2-piridilmetil)-1,4,8,11-ciklotetradekanom (tpmc-om) i anjonom 2-amino-3-fenil-propanske kiseline (S-fenilalanina). Oni su analizirani i okarakterisani: elementalnom analizom, konduktometrijskim, polarimetrijskim, magnetnim i ciklično-voltametrijskim merenjima, kao i spektroskopskim podacima (UV/Vis, IR). Oba kompleksa su dinuklearna opšte formule [M2(S-Phe)tpmc](ClO4)3·nH2O; S-PheH = S-fenilalanin, M(II) = Cu, n = 7; Co, n = 0. Na osnovu ranije dobijenih podataka za srodne komplekse i novih rezultata pretpostavljena je pentakoordinaciona geometrija. Oba centralna metalna jona su koordinovana za po dva piridil i dva ciklamova azota i premošćena -N-(CH2)3-N-fragmentima ciklamovog prstena i kiseonikovim atomima S-fenilalaninato jona. Antimikrobni test kompleksa, rastvarača, polaznih soli i samih liganada je izvršen na gljivice, plesni i bakterije. U izvesnim slučajevima nađena je povećana aktivnost kompleksa Co(II) prema pojedinim bakterijama u odnosu na odgovarajuće slobodne ligande i polazne soli.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "New Cu(II) and Co(II) octaazamacrocyclic complexes with 2-amino-3-phenylpropanoic acid, Novi Cu(II) i Co(II) oktaazamakrociklični kompleksi sa 2-amino-3-fenil-propanskom kiselinom",
volume = "76",
number = "5",
pages = "719-731",
doi = "10.2298/JSC101201062V"
}
Vuckovic, G., Antonijević-Nikolić, M., Tanaskovic, S. B.,& Živković-Radovanović, V.. (2011). New Cu(II) and Co(II) octaazamacrocyclic complexes with 2-amino-3-phenylpropanoic acid. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 76(5), 719-731.
https://doi.org/10.2298/JSC101201062V
Vuckovic G, Antonijević-Nikolić M, Tanaskovic SB, Živković-Radovanović V. New Cu(II) and Co(II) octaazamacrocyclic complexes with 2-amino-3-phenylpropanoic acid. in Journal of the Serbian Chemical Society. 2011;76(5):719-731.
doi:10.2298/JSC101201062V .
Vuckovic, Gordana, Antonijević-Nikolić, Mirjana, Tanaskovic, Sladana B., Živković-Radovanović, Vukosava, "New Cu(II) and Co(II) octaazamacrocyclic complexes with 2-amino-3-phenylpropanoic acid" in Journal of the Serbian Chemical Society, 76, no. 5 (2011):719-731,
https://doi.org/10.2298/JSC101201062V . .
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A study of novel cobalt(II) octaazamacrocyclic complexes with aminocarboxylates or their derivatives

Vuckovic, Gordana; Tanaskovic, Sladana B.; Antonijević-Nikolić, Mirjana; Živković-Radovanović, Vukosava; Gojgić-Cvijović, Gordana D.

(Serbian Chemical Soc, Belgrade, 2009)

TY  - JOUR
AU  - Vuckovic, Gordana
AU  - Tanaskovic, Sladana B.
AU  - Antonijević-Nikolić, Mirjana
AU  - Živković-Radovanović, Vukosava
AU  - Gojgić-Cvijović, Gordana D.
PY  - 2009
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1003
AB  - Four new air-stable mixed-ligand Co(II) complexes having the general formula [Co(2)(Y)tpmc]Z(3)center dot q(H(2)O/CH(3)CN) (HY = N-methylglycine/N,N-dimethylglycine, Z = BF(4)(-), qH(2)O = 4 or 3; HY = S-norvaline/S-valine Z = ClO(4)(-), qCH(3)CN = 0.5; qH(2)O = 0.5; tpmc = N,N',N '',N'"-tetrakis(2-pyridymethyl)-1,4,8,11-tetraazacyclotetradecane) were prepared. The composition, some physical and chemical properties and their tentative geometries were evaluated based on elemental analysis (C, H, N), conductometric and magnetic measurernents, spectroscopic data (UV/Vis, IR) and cyclic voltammetry. The data were compared with earlier described analogous complexes containing the macrocyclic ligand and aliphatic aminocarboxylates. It is assumed that all complexes are binuclear with an exo coordination mode of the octaazarnacrocyclic pendant ligand in the boat conformation. In addition, two -N-(CH(2))(2)-N- portions of the cyclam ring within the tpmc ligand and Co(II) ions in the high-spin state are most probably bridged via oxygen atoms from the anion of the aminocarboxylate/derivatives, whereas nitrogen atoms rest uncoordinated. In all cases, a combined chelate-bridged coordination is proposed as the most probable. The complexes were electrochemically stable in the potential range -1.0 to 1.0 V. They were also preliminary assayed toward some microorganisms together with the ligands, starting simple salts and solvents as test substances. In some cases, certain antimicrobial activity of the complexes was detected.
AB  - Dobijena su četiri nova mešovito-ligandna kompleksa Co(II), stabilna na vazduhu, opšte formule [Co2(Y)tpmc]Z3×q(H2O/CH3CN) (HY = N-metilglicin/N,N-dimetilglicin, Z=-4BF , qH2O=4 ili 3); HY = S-norvalin/S-valin, Z=-ClO4, qCH3CN=0,5; qH2O=0,5; tpmc= N,N',N'',N'''-tetrakis(2-piridilmetil)-1,4,8,11-tetraazaciklotetradekan). Sastav, neka fizička i hemijska svojstva i njihove približne geometrije su izvedene na osnovu elementalne analize (C, H, N), konduktometrijskih i magnetnih merenja, spektroskopskih podataka (UV/Vis, IR) odnosno ciklične voltametrije. Podaci su upoređeni sa ranije opisanim analogim kompleksima koji sadrže makrociklični ligand i alifatične aminokarboksilate. Pretpostavljeno je da su svi kompleksi dinuklearni sa egzo koordinacijom pendantnog oktaazamakrocikla u konformaciji lađe. Pored dva -N-(CH2)2-N- dela ciklamovog prstena unutar tpmc-a, joni visoko-spinskog Co(II) su najverovatnije premošćeni angažovanjem kiseonikovih atoma sa anjona aminokarboksilata/derivata, dok atomi azota ostaju nekoordinovani. Za sve komplekse predložen je kombinovani helatno-mostovni način vezivanja. Kompleksi su bili elektrohemijski stabilni u opsegu potencijala -1,0 do 1,0 V. Oni su preliminarno testirani na mikroorganizme zajedno sa ligandima, polaznim prostim solima i rastvaračima kao test supstancama. U nekim slučajevima je nađena izvesna antimikrobna aktivnost kompleksa.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - A study of novel cobalt(II) octaazamacrocyclic complexes with aminocarboxylates or their derivatives
T1  - Proučavanje novih kompleksa kobalta(II) sa oktaazamakrociklom i aminokarboksilatima ili njihovim derivatima
VL  - 74
IS  - 6
SP  - 629
EP  - 640
DO  - 10.2298/JSC0906629V
ER  - 
@article{
author = "Vuckovic, Gordana and Tanaskovic, Sladana B. and Antonijević-Nikolić, Mirjana and Živković-Radovanović, Vukosava and Gojgić-Cvijović, Gordana D.",
year = "2009",
abstract = "Four new air-stable mixed-ligand Co(II) complexes having the general formula [Co(2)(Y)tpmc]Z(3)center dot q(H(2)O/CH(3)CN) (HY = N-methylglycine/N,N-dimethylglycine, Z = BF(4)(-), qH(2)O = 4 or 3; HY = S-norvaline/S-valine Z = ClO(4)(-), qCH(3)CN = 0.5; qH(2)O = 0.5; tpmc = N,N',N '',N'"-tetrakis(2-pyridymethyl)-1,4,8,11-tetraazacyclotetradecane) were prepared. The composition, some physical and chemical properties and their tentative geometries were evaluated based on elemental analysis (C, H, N), conductometric and magnetic measurernents, spectroscopic data (UV/Vis, IR) and cyclic voltammetry. The data were compared with earlier described analogous complexes containing the macrocyclic ligand and aliphatic aminocarboxylates. It is assumed that all complexes are binuclear with an exo coordination mode of the octaazarnacrocyclic pendant ligand in the boat conformation. In addition, two -N-(CH(2))(2)-N- portions of the cyclam ring within the tpmc ligand and Co(II) ions in the high-spin state are most probably bridged via oxygen atoms from the anion of the aminocarboxylate/derivatives, whereas nitrogen atoms rest uncoordinated. In all cases, a combined chelate-bridged coordination is proposed as the most probable. The complexes were electrochemically stable in the potential range -1.0 to 1.0 V. They were also preliminary assayed toward some microorganisms together with the ligands, starting simple salts and solvents as test substances. In some cases, certain antimicrobial activity of the complexes was detected., Dobijena su četiri nova mešovito-ligandna kompleksa Co(II), stabilna na vazduhu, opšte formule [Co2(Y)tpmc]Z3×q(H2O/CH3CN) (HY = N-metilglicin/N,N-dimetilglicin, Z=-4BF , qH2O=4 ili 3); HY = S-norvalin/S-valin, Z=-ClO4, qCH3CN=0,5; qH2O=0,5; tpmc= N,N',N'',N'''-tetrakis(2-piridilmetil)-1,4,8,11-tetraazaciklotetradekan). Sastav, neka fizička i hemijska svojstva i njihove približne geometrije su izvedene na osnovu elementalne analize (C, H, N), konduktometrijskih i magnetnih merenja, spektroskopskih podataka (UV/Vis, IR) odnosno ciklične voltametrije. Podaci su upoređeni sa ranije opisanim analogim kompleksima koji sadrže makrociklični ligand i alifatične aminokarboksilate. Pretpostavljeno je da su svi kompleksi dinuklearni sa egzo koordinacijom pendantnog oktaazamakrocikla u konformaciji lađe. Pored dva -N-(CH2)2-N- dela ciklamovog prstena unutar tpmc-a, joni visoko-spinskog Co(II) su najverovatnije premošćeni angažovanjem kiseonikovih atoma sa anjona aminokarboksilata/derivata, dok atomi azota ostaju nekoordinovani. Za sve komplekse predložen je kombinovani helatno-mostovni način vezivanja. Kompleksi su bili elektrohemijski stabilni u opsegu potencijala -1,0 do 1,0 V. Oni su preliminarno testirani na mikroorganizme zajedno sa ligandima, polaznim prostim solima i rastvaračima kao test supstancama. U nekim slučajevima je nađena izvesna antimikrobna aktivnost kompleksa.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "A study of novel cobalt(II) octaazamacrocyclic complexes with aminocarboxylates or their derivatives, Proučavanje novih kompleksa kobalta(II) sa oktaazamakrociklom i aminokarboksilatima ili njihovim derivatima",
volume = "74",
number = "6",
pages = "629-640",
doi = "10.2298/JSC0906629V"
}
Vuckovic, G., Tanaskovic, S. B., Antonijević-Nikolić, M., Živković-Radovanović, V.,& Gojgić-Cvijović, G. D.. (2009). A study of novel cobalt(II) octaazamacrocyclic complexes with aminocarboxylates or their derivatives. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 74(6), 629-640.
https://doi.org/10.2298/JSC0906629V
Vuckovic G, Tanaskovic SB, Antonijević-Nikolić M, Živković-Radovanović V, Gojgić-Cvijović GD. A study of novel cobalt(II) octaazamacrocyclic complexes with aminocarboxylates or their derivatives. in Journal of the Serbian Chemical Society. 2009;74(6):629-640.
doi:10.2298/JSC0906629V .
Vuckovic, Gordana, Tanaskovic, Sladana B., Antonijević-Nikolić, Mirjana, Živković-Radovanović, Vukosava, Gojgić-Cvijović, Gordana D., "A study of novel cobalt(II) octaazamacrocyclic complexes with aminocarboxylates or their derivatives" in Journal of the Serbian Chemical Society, 74, no. 6 (2009):629-640,
https://doi.org/10.2298/JSC0906629V . .
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