Binuclear Co(II) complexes with macrocycle and carboxylato ligands: structure, cytotoxicity and thermal behavior
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2021
Authors
Antonijević-Nikolić, MirjanaSzécsényi, Katalin Mészáros
Dražić, Branka
Rodić, Marko V.
Stanić, Vojislav
Tanasković, Slađana
Article (Published version)
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© 2021
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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. © 2021
Keywords:
macrocycle Co(II) complexes / crystal structure / cytotoxicity / aromatic carboxylate/dicarboxylate / formation constants / thermal decomposition mechanismSource:
Journal of Molecular Structure, 2021, 1236, 130133-Funding / projects:
- Ministry of Science, Technological Development and Innovation of the Republic of Serbia, institutional funding - 200125 (University of Novi Sad, Faculty of Science) (RS-MESTD-inst-2020-200125)
- Ministry of Science, Technological Development and Innovation of the Republic of Serbia, institutional funding - 200161 (University of Belgrade, Faculty of Pharmacy) (RS-MESTD-inst-2020-200161)
DOI: 10.1016/j.molstruc.2021.130133
ISSN: 0022-2860
WoS: 000647557700014
Scopus: 2-s2.0-85103121670
Institution/Community
VinčaTY - JOUR AU - Antonijević-Nikolić, Mirjana AU - Szécsényi, Katalin Mészáros AU - Dražić, Branka AU - Rodić, Marko V. AU - Stanić, Vojislav AU - Tanasković, Slađana PY - 2021 UR - https://vinar.vin.bg.ac.rs/handle/123456789/9160 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. © 2021 T2 - Journal of Molecular Structure T1 - Binuclear Co(II) complexes with macrocycle and carboxylato ligands: structure, cytotoxicity and thermal behavior VL - 1236 SP - 130133 DO - 10.1016/j.molstruc.2021.130133 ER -
@article{ author = "Antonijević-Nikolić, Mirjana and Szécsényi, Katalin Mészáros and Dražić, Branka and Rodić, Marko V. 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. © 2021", journal = "Journal of Molecular Structure", title = "Binuclear Co(II) complexes with macrocycle and carboxylato ligands: structure, cytotoxicity and thermal behavior", volume = "1236", pages = "130133", doi = "10.1016/j.molstruc.2021.130133" }
Antonijević-Nikolić, M., Szécsényi, K. M., Dražić, B., Rodić, M. V., Stanić, V.,& Tanasković, S.. (2021). Binuclear Co(II) complexes with macrocycle and carboxylato ligands: structure, cytotoxicity and thermal behavior. in Journal of Molecular Structure, 1236, 130133. https://doi.org/10.1016/j.molstruc.2021.130133
Antonijević-Nikolić M, Szécsényi KM, Dražić B, Rodić MV, Stanić V, Tanasković S. Binuclear Co(II) complexes with macrocycle and carboxylato ligands: structure, cytotoxicity and thermal behavior. in Journal of Molecular Structure. 2021;1236:130133. doi:10.1016/j.molstruc.2021.130133 .
Antonijević-Nikolić, Mirjana, Szécsényi, Katalin Mészáros, Dražić, Branka, Rodić, Marko V., 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):130133, https://doi.org/10.1016/j.molstruc.2021.130133 . .