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Binuclear Co(II) complexes with macrocycle and carboxylato ligands: structure, cytotoxicity and thermal behavior

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2021
Authors
Antonijević Nikolić, Mirjana
Mészáros Szécsényi, Katalin
Dražić, Branka
Rodić, Marko
Stanić, Vojislav
Tanasković, Slađana
Article (Published version)
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Abstract
In vitro cytotoxic evaluation, formation constants and thermal stability of four mixed-ligand Co(II) complexes with tpmc = N,N',N",N'"-tetrakis(2-pyridylmethyl)-1,4,8,11-tetraazacyclotetradecane and carboxylate/dicarboxylate co-ligands of formulas [Co2(benz)2tpmc](ClO4)2•3H2O (1), benz– = benzoate anion; [Co2(L)tpmc](ClO4)2•nH2O, L = pht2– (phthalate dianion), n=2 (2), L = ipht2– (isophthalate dianion), n=4 (3) and L = tpht2–(terephthalate dianion), n=4 (4) are reported. The stoichiometric composition of the compounds in the solution were determined spectrophotometrically using Job's methods. Formation constants, K and Gibbs free energy, ΔG values were calculated. The thermal behavior of the complexes was investigated by simultaneous TG/DSC and TG – MS measurements. The cytotoxic effect of the complexes, the free ligands, the DMSO solvent and cis-platin, as referent cytostatic drug, was evaluated on Human cervix adenocarcinoma (HeLa), human melanoma (Fem-x) and human colon carcinoma (L...S174) cell lines. The IC50 values were between 12.7–42.3 μM. The first crystal structure determination of the Co(II) complex [Co2(µ-pht)tpmc](ClO4)2•H2O with boat conformation of tpmc ligand, was also done. The complex crystallizes in monoclinic crystal system, C2/c space group. The geometries around both Co(II) atoms are highly distorted octahedral. The Co(II) ions exhibit CoN4O2 coordination environments with the four nitrogen donor atoms of the tpmc ligand and two oxygen atoms belonging to the one carboxylate group of pht2− ligand. The carboxylate groups of pht2− are coordinated in an endo-bidentate mode. The tpmc ligand adopted a boat conformation in which the two coordinated Co(II) atoms are located on the same side of the ring, with Co•••Co distance amounting 5.4799(5) Å.

Keywords:
cytotoxicity / aromatic carboxylate/dicarboxylate / crystal structure / formation constants / macrocycle Co(II) complexes / thermal decomposition mechanism
Source:
Journal of Molecular Structure, 2021, 1236
Publisher:
  • Elsevier B.V.
Funding / projects:
  • Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 200125 (University of Novi Sad, Faculty of Science) (RS-200125)
  • Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 200161 (University of Belgrade, Faculty of Pharmacy) (RS-200161)

DOI: 10.1016/j.molstruc.2021.130133

ISSN: 0022-2860

WoS: 000647557700014

Scopus: 2-s2.0-85103121670
[ Google Scholar ]
5
URI
https://farfar.pharmacy.bg.ac.rs/handle/123456789/3811
Collections
  • Radovi istraživača / Researchers’ publications
Institution/Community
Pharmacy
TY  - JOUR
AU  - Antonijević Nikolić, Mirjana
AU  - Mészáros Szécsényi, Katalin
AU  - Dražić, Branka
AU  - Rodić, Marko
AU  - Stanić, Vojislav
AU  - Tanasković, Slađana
PY  - 2021
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/3811
AB  - In vitro cytotoxic evaluation, formation constants and thermal stability of four mixed-ligand Co(II) complexes with tpmc = N,N',N",N'"-tetrakis(2-pyridylmethyl)-1,4,8,11-tetraazacyclotetradecane and carboxylate/dicarboxylate co-ligands of formulas [Co2(benz)2tpmc](ClO4)2•3H2O (1), benz– = benzoate anion; [Co2(L)tpmc](ClO4)2•nH2O, L = pht2– (phthalate dianion), n=2 (2), L = ipht2– (isophthalate dianion), n=4 (3) and L = tpht2–(terephthalate dianion), n=4 (4) are reported. The stoichiometric composition of the compounds in the solution were determined spectrophotometrically using Job's methods. Formation constants, K and Gibbs free energy, ΔG values were calculated. The thermal behavior of the complexes was investigated by simultaneous TG/DSC and TG – MS measurements. The cytotoxic effect of the complexes, the free ligands, the DMSO solvent and cis-platin, as referent cytostatic drug, was evaluated on Human cervix adenocarcinoma (HeLa), human melanoma (Fem-x) and human colon carcinoma (LS174) cell lines. The IC50 values were between 12.7–42.3 μM. The first crystal structure determination of the Co(II) complex [Co2(µ-pht)tpmc](ClO4)2•H2O with boat conformation of tpmc ligand, was also done. The complex crystallizes in monoclinic crystal system, C2/c space group. The geometries around both Co(II) atoms are highly distorted octahedral. The Co(II) ions exhibit CoN4O2 coordination environments with the four nitrogen donor atoms of the tpmc ligand and two oxygen atoms belonging to the one carboxylate group of pht2− ligand. The carboxylate groups of pht2− are coordinated in an endo-bidentate mode. The tpmc ligand adopted a boat conformation in which the two coordinated Co(II) atoms are located on the same side of the ring, with Co•••Co distance amounting 5.4799(5) Å.
PB  - Elsevier B.V.
T2  - Journal of Molecular Structure
T1  - Binuclear Co(II) complexes with macrocycle and carboxylato ligands: structure, cytotoxicity and thermal behavior
VL  - 1236
DO  - 10.1016/j.molstruc.2021.130133
ER  - 
@article{
author = "Antonijević Nikolić, Mirjana and Mészáros Szécsényi, Katalin and Dražić, Branka and Rodić, Marko and Stanić, Vojislav and Tanasković, Slađana",
year = "2021",
abstract = "In vitro cytotoxic evaluation, formation constants and thermal stability of four mixed-ligand Co(II) complexes with tpmc = N,N',N",N'"-tetrakis(2-pyridylmethyl)-1,4,8,11-tetraazacyclotetradecane and carboxylate/dicarboxylate co-ligands of formulas [Co2(benz)2tpmc](ClO4)2•3H2O (1), benz– = benzoate anion; [Co2(L)tpmc](ClO4)2•nH2O, L = pht2– (phthalate dianion), n=2 (2), L = ipht2– (isophthalate dianion), n=4 (3) and L = tpht2–(terephthalate dianion), n=4 (4) are reported. The stoichiometric composition of the compounds in the solution were determined spectrophotometrically using Job's methods. Formation constants, K and Gibbs free energy, ΔG values were calculated. The thermal behavior of the complexes was investigated by simultaneous TG/DSC and TG – MS measurements. The cytotoxic effect of the complexes, the free ligands, the DMSO solvent and cis-platin, as referent cytostatic drug, was evaluated on Human cervix adenocarcinoma (HeLa), human melanoma (Fem-x) and human colon carcinoma (LS174) cell lines. The IC50 values were between 12.7–42.3 μM. The first crystal structure determination of the Co(II) complex [Co2(µ-pht)tpmc](ClO4)2•H2O with boat conformation of tpmc ligand, was also done. The complex crystallizes in monoclinic crystal system, C2/c space group. The geometries around both Co(II) atoms are highly distorted octahedral. The Co(II) ions exhibit CoN4O2 coordination environments with the four nitrogen donor atoms of the tpmc ligand and two oxygen atoms belonging to the one carboxylate group of pht2− ligand. The carboxylate groups of pht2− are coordinated in an endo-bidentate mode. The tpmc ligand adopted a boat conformation in which the two coordinated Co(II) atoms are located on the same side of the ring, with Co•••Co distance amounting 5.4799(5) Å.",
publisher = "Elsevier B.V.",
journal = "Journal of Molecular Structure",
title = "Binuclear Co(II) complexes with macrocycle and carboxylato ligands: structure, cytotoxicity and thermal behavior",
volume = "1236",
doi = "10.1016/j.molstruc.2021.130133"
}
Antonijević Nikolić, M., Mészáros Szécsényi, K., Dražić, B., Rodić, M., Stanić, V.,& Tanasković, S.. (2021). Binuclear Co(II) complexes with macrocycle and carboxylato ligands: structure, cytotoxicity and thermal behavior. in Journal of Molecular Structure
Elsevier B.V.., 1236.
https://doi.org/10.1016/j.molstruc.2021.130133
Antonijević Nikolić M, Mészáros Szécsényi K, Dražić B, Rodić M, Stanić V, Tanasković S. Binuclear Co(II) complexes with macrocycle and carboxylato ligands: structure, cytotoxicity and thermal behavior. in Journal of Molecular Structure. 2021;1236.
doi:10.1016/j.molstruc.2021.130133 .
Antonijević Nikolić, Mirjana, Mészáros Szécsényi, Katalin, Dražić, Branka, Rodić, Marko, Stanić, Vojislav, Tanasković, Slađana, "Binuclear Co(II) complexes with macrocycle and carboxylato ligands: structure, cytotoxicity and thermal behavior" in Journal of Molecular Structure, 1236 (2021),
https://doi.org/10.1016/j.molstruc.2021.130133 . .

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