Preparation, characterisation and study of in vitro biologically active azamacrocyclic Cu(II) dicarboxylate complexes

Antonijević-Nikolić, Mirjana; Antić-Stanković, Jelena; Tanasković, Slađana; Korabik, Maria; Gojgić-Cvijović, Gordana; Vučković, Gordana

doi:10.1016/j.molstruc.2013.10.006

Cited by 11 publications

(13 citation statements)

References 40 publications

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“…The electrochemical stability of 2 indicates that the dissolution of the complex in DMSO is not causing the dissociation of the complex. A similar electrochemical behavior was observed in most of the Cu(II)-tpmc complexes with bridged μ-coordinated aromatic/aliphatic mono/dicarboxylates [35,38,39]. Comparison of the UV-vis and diffusion reflectance spectra of those complexes shows that the dissolution causes a change in conformation of the macrocycle rather than dissociation of the complex cation.…”

Section: Electrochemical Propertiessupporting

confidence: 63%

“…In reflectance spectrum, a band at 654 nm corresponds to d-d transitions in Cu(II) complexes. The absorption bands in the reflectance spectra of similar Cu(II) complexes are also in the range 621-654 nm [35,38,39]. According to this result it can be assumed that 2 has the same chromophore…”

Section: Lc-ms Uv-vis Reflectance Ftir Epr Spectra and Magnetic Mmentioning

confidence: 92%

“…The peaks and corresponding intensities from the fragmentation of the complex are given in table 2. The peak characteristic for the tpmc ligand also appears in the MS spectrum of 1 at 565,4 (7.83%) m/z, (C 34 H 44 N 8 + )[39,40].…”

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confidence: 95%

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Synthesis, characterization, and in vitro antiproliferative and antibacterial studies of tetraazamacrocyclic complexes of Co(II) and Cu(II) with pyromellitic acid

Nikolić¹,

Antić-Stanković

Tanasković

2018

Journal of Coordination Chemistry

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New cationic tetranuclear Co(II) and neutral binuclear Cu(II) complexes with tpmc (N,N´,N´´,N´´´-tetrakis-(2-pyridylmethyl)-1,4,8,11-tetraazacyclotetradecane) and bridging pyromellitate ligand pma (tetraanion 1,2,4,5-benzenetetracarboxylic acid) were isolated. The composition of the compounds is proposed based on elemental analyses (C, H, N, M = Cu, Co), molar conductivity determination, UV-vis, FTIR, EPR, LC-MS and reflectance spectroscopy, magnetic measurements, cyclic voltammetry, as well as TG and DTA. It is proposed that in [Co 4 (pma)(tpmc) 2 ](ClO 4) 4 •6H 2 O (1), cobalt(II) is six-coordinate out of cyclam rings and one OCOfrom pma participates in coordination with one Co(II). In the case of [Cu 2 (pma)tpmc]•8H 2 O (2), one OCOfrom pma bridges two Cu(II). The cytotoxic activity of 1 and 2 was tested against tumor cell lines human cervix adenocarcinoma (HeLa), estrogenreceptor-positive human breast cancer (MCF-7), human myelogenous leukemia (K562) and the human Caucasian Burkitt's lymphoma (Ramos). The IC 50 values for 1 and 2 were within the range 44.66±2.39 to 152.40±2.28 μM, and from 140.88±3.51 to 192.05±2.09 μM, respectively. Both 1 and 2 were tested for antimicrobial activity. We determined that minimal inhibitory concentration for 1 against Staphylococcus aureus, Bacillus subtilis and Klebsiella pneumoniae was 25 mM. Complex 2 did not express activity against tested microbial strains.

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Section: Electrochemical Propertiessupporting

confidence: 63%

Section: Lc-ms Uv-vis Reflectance Ftir Epr Spectra and Magnetic Mmentioning

confidence: 92%

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Synthesis, characterization, and in vitro antiproliferative and antibacterial studies of tetraazamacrocyclic complexes of Co(II) and Cu(II) with pyromellitic acid

Nikolić¹,

Antić-Stanković

Tanasković

2018

Journal of Coordination Chemistry

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“…Until now, only a few metal complexes with coordinated tpmc have been synthesized [15][16][17][18][19][20][21], mostly with copper(II) ions, in dinuclear complexes [22][23][24]. These complexes have shown different electrochemical properties [25,26], as well as antibacterial [4,17] and cytotoxic activity [19,27,28]. According to our knowledge, this is the first report of the synthesis, characterization, and electrochemical and biological study of a dinuclear zinc complex with tpmc containing nitrato ion as a bridging ligand, as well as a dinuclear nickelnitrato complex with tpmc ligand.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization and biological study of new dinuclear zinc(II) and nickel(II) octaaza macrocyclic complexes

Krstić

Petković

Milčić

et al. 2019

Maced. J. Chem. Chem. Eng.

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Two new nitrato complexes of zinc and nickel with 1,4,8,11-tetrakis(2-pyridylmethyl)-1,4,8,11-tetraazacyclotetradecane (tpmc), have been synthesized and characterized. The IR spectral peaks showed that the coordinated and ionic nitrate ions are in agreement with the formula proposed by elemental analysis. Conductometric titrations predicted methanol to be a convenient solvent for synthesis and revealed the stoichiometry of the complexes, while molar electrical conductivities indicated a 1 : 3 complex electrolyte type for the zinc complex, and a 1 : 2 complex electrolyte type for the nickel complex. The optimized complex structure was obtained by molecular modeling and density functional theory calculations. The biological activity of the novel complexes was examined by screening eight different bacterial strains and two cancer cell lines. The zinc complex showed better antimicrobial activity against the bacterial strains, while the complexes did not show significance antiproliferative activity toward cancer cells MCF-7 and MDA-MB-231.

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“…In the literature data for similar complexes, electrolyte type 1:6 molar conductivity are in the range 628-994 S cm 2 mol -1 . 13,14,22 The conductivity of a NaClO 4 solution in CH 3 CN (4×10 -3 M) of 540 S cm 2 mol -1 refers to the important contribution of conductivity from the NaClO 4 incorporated in the crystal lattice. 14…”

mentioning

confidence: 99%

New mixed-ligand Ni(II) and Zn(II) macrocyclic complexes with bridged (endo,endo)-bicyclo [2.2.1]hept-5-ene-2,3-dicarboxylate: Synthesis, characterization, antimicrobial and cytotoxic activity

Nikolić¹,

Dražić²,

Antić-Stanković³

et al. 2019

JSCS

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New carboxylate complexes of the tetraazamacrocyclic ligand N,N',N'',N'''-tetrakis(2-pyridilmethyl)-1,4,8,11-tetraazacyclotetradecane (tpmc) with Ni(II) and Zn(II) as central ions were prepared. In mixed-ligand complexes (endo,endo)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate dianion (C 9 H 8 O 4 2-) is also coordinated to metal ions. The complexes were characterized by elemental analysis (C, H, N), FTIR and UV-Vis spectroscopy, molar conductivity determination and magnetic susceptibility measurement at room temperature. The analytical data of the complexes show the formation of binuclear [Ni 2 (C 9 H 8 O 4)tpmc](ClO 4) 2 •4H 2 O and tetranuclear [Zn 4 (C 9 H 8 O 4)(tpmc) 2 ](ClO 4) 6 • •CH 3 CN•KClO 4 •4H 2 O complexes. In tetranuclear Zn(II) complex bicyclic dicarboxylate ligand is most likely to be bridge coordinated, and in binuclear Ni(II) complex it is coordinated in a combined bridged manner with chelate rings formation. In both complexes macrocyclic ligand was exo coordinated, out of cyclam ring and adopts a boat conformation. The Zn(II) complex is one of the rare tetranuclear Zn(II)-tpmc complexes with carboxylate ion bridging two Zn 2 tpmc units. The complexes were tested for antibacterial activity against Gram-positive bacteria Staphylococcus aureus (ATCC 25923) and Bacillus subtilis (ATCC 6633), Gram-negative bacterium Escherichia coli (ATCC 25922), and yeast Candida albicans (ATCC 10231), and were screened for antiproliferative activity against human cervix adenocarcinoma (HeLa) and human myelogenous leukemia (K562) cell lines.

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Preparation, characterisation and study of in vitro biologically active azamacrocyclic Cu(II) dicarboxylate complexes

Cited by 11 publications

References 40 publications

Synthesis, characterization, and in vitro antiproliferative and antibacterial studies of tetraazamacrocyclic complexes of Co(II) and Cu(II) with pyromellitic acid

Synthesis, characterization, and in vitro antiproliferative and antibacterial studies of tetraazamacrocyclic complexes of Co(II) and Cu(II) with pyromellitic acid

Synthesis, characterization and biological study of new dinuclear zinc(II) and nickel(II) octaaza macrocyclic complexes

New mixed-ligand Ni(II) and Zn(II) macrocyclic complexes with bridged (endo,endo)-bicyclo [2.2.1]hept-5-ene-2,3-dicarboxylate: Synthesis, characterization, antimicrobial and cytotoxic activity

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