Structural, Magnetic, DFT, and Biological Studies of Mononuclear and Dinuclear Cu-II Complexes with Bidentate N-Heteroaromatic Schiff Base Ligands
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2015
Authors
Todorović, Tamara
Grubišić, Sonja

Pregelj, Matej
Jagodic, Marko
Misirlic-Dencic, Sonja
Dulovic, Marija
Markovic, Ivanka

Klisurić, Olivera
Malešević, Aleksandar S.
Mitić, Dragana

Anđelković, Katarina

Filipovic, Nenad
Article (Published version)

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Copper(II) complexes with the condensation derivative of methyl hydrazinoacetate and 2-acetylpyridine were synthesized. The X-ray crystal structures for both complexes revealed that they are polymerized isomers. A common feature of both complexes is the bidentate coordination of the ligand by one hydrazone and one pyridine nitrogen atom. In the monomeric complex, the copper(II) center is tetracoordinate, whereas dimerization through chlorido bridges results in a pentacoordinate arrangement about the metal ions in the dimer. The electronic and magnetic properties of both complexes are discussed on the basis of their X-ray structures, electron paramagnetic resonance (EPR) spectroscopy studies, and superconducting quantum interference device (SQUID) magnetization measurements combined with DFT calculations. Magnetostructural comparisons with structurally similar copper(II) complexes are also provided, and a possible correlation has been established. The antitumor activities of the Cu-II c...omplexes were investigated against six different cancer cell lines, and the results suggest that the antiglioma action of the dimeric species is based on oxidative-stress-mediated phosphatidylserine externalization and caspase activation, which indicate apoptosis.
Keywords:
Copper / Magnetic properties / Density functional calculations / Medicinal chemistry / cytotoxicity / ApoptosisSource:
European Journal of Inorganic Chemistry, 2015, 23, 3921-3931Publisher:
- Wiley-V C H Verlag Gmbh, Weinheim
Funding / projects:
- Interactions of natural products, their derivatives and coordination compounds with proteins and nucleic acids (RS-172055)
- Modulation of intracellular energy balance-controlling signalling pathways in therapy of cancer and neuro-immuno-endocrine disorders (RS-41025)
DOI: 10.1002/ejic.201500349
ISSN: 1434-1948
WoS: 000359627100013
Scopus: 2-s2.0-84939270154
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IHTMTY - JOUR AU - Todorović, Tamara AU - Grubišić, Sonja AU - Pregelj, Matej AU - Jagodic, Marko AU - Misirlic-Dencic, Sonja AU - Dulovic, Marija AU - Markovic, Ivanka AU - Klisurić, Olivera AU - Malešević, Aleksandar S. AU - Mitić, Dragana AU - Anđelković, Katarina AU - Filipovic, Nenad PY - 2015 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/1705 AB - Copper(II) complexes with the condensation derivative of methyl hydrazinoacetate and 2-acetylpyridine were synthesized. The X-ray crystal structures for both complexes revealed that they are polymerized isomers. A common feature of both complexes is the bidentate coordination of the ligand by one hydrazone and one pyridine nitrogen atom. In the monomeric complex, the copper(II) center is tetracoordinate, whereas dimerization through chlorido bridges results in a pentacoordinate arrangement about the metal ions in the dimer. The electronic and magnetic properties of both complexes are discussed on the basis of their X-ray structures, electron paramagnetic resonance (EPR) spectroscopy studies, and superconducting quantum interference device (SQUID) magnetization measurements combined with DFT calculations. Magnetostructural comparisons with structurally similar copper(II) complexes are also provided, and a possible correlation has been established. The antitumor activities of the Cu-II complexes were investigated against six different cancer cell lines, and the results suggest that the antiglioma action of the dimeric species is based on oxidative-stress-mediated phosphatidylserine externalization and caspase activation, which indicate apoptosis. PB - Wiley-V C H Verlag Gmbh, Weinheim T2 - European Journal of Inorganic Chemistry T1 - Structural, Magnetic, DFT, and Biological Studies of Mononuclear and Dinuclear Cu-II Complexes with Bidentate N-Heteroaromatic Schiff Base Ligands IS - 23 SP - 3921 EP - 3931 DO - 10.1002/ejic.201500349 ER -
@article{ author = "Todorović, Tamara and Grubišić, Sonja and Pregelj, Matej and Jagodic, Marko and Misirlic-Dencic, Sonja and Dulovic, Marija and Markovic, Ivanka and Klisurić, Olivera and Malešević, Aleksandar S. and Mitić, Dragana and Anđelković, Katarina and Filipovic, Nenad", year = "2015", abstract = "Copper(II) complexes with the condensation derivative of methyl hydrazinoacetate and 2-acetylpyridine were synthesized. The X-ray crystal structures for both complexes revealed that they are polymerized isomers. A common feature of both complexes is the bidentate coordination of the ligand by one hydrazone and one pyridine nitrogen atom. In the monomeric complex, the copper(II) center is tetracoordinate, whereas dimerization through chlorido bridges results in a pentacoordinate arrangement about the metal ions in the dimer. The electronic and magnetic properties of both complexes are discussed on the basis of their X-ray structures, electron paramagnetic resonance (EPR) spectroscopy studies, and superconducting quantum interference device (SQUID) magnetization measurements combined with DFT calculations. Magnetostructural comparisons with structurally similar copper(II) complexes are also provided, and a possible correlation has been established. The antitumor activities of the Cu-II complexes were investigated against six different cancer cell lines, and the results suggest that the antiglioma action of the dimeric species is based on oxidative-stress-mediated phosphatidylserine externalization and caspase activation, which indicate apoptosis.", publisher = "Wiley-V C H Verlag Gmbh, Weinheim", journal = "European Journal of Inorganic Chemistry", title = "Structural, Magnetic, DFT, and Biological Studies of Mononuclear and Dinuclear Cu-II Complexes with Bidentate N-Heteroaromatic Schiff Base Ligands", number = "23", pages = "3921-3931", doi = "10.1002/ejic.201500349" }
Todorović, T., Grubišić, S., Pregelj, M., Jagodic, M., Misirlic-Dencic, S., Dulovic, M., Markovic, I., Klisurić, O., Malešević, A. S., Mitić, D., Anđelković, K.,& Filipovic, N.. (2015). Structural, Magnetic, DFT, and Biological Studies of Mononuclear and Dinuclear Cu-II Complexes with Bidentate N-Heteroaromatic Schiff Base Ligands. in European Journal of Inorganic Chemistry Wiley-V C H Verlag Gmbh, Weinheim.(23), 3921-3931. https://doi.org/10.1002/ejic.201500349
Todorović T, Grubišić S, Pregelj M, Jagodic M, Misirlic-Dencic S, Dulovic M, Markovic I, Klisurić O, Malešević AS, Mitić D, Anđelković K, Filipovic N. Structural, Magnetic, DFT, and Biological Studies of Mononuclear and Dinuclear Cu-II Complexes with Bidentate N-Heteroaromatic Schiff Base Ligands. in European Journal of Inorganic Chemistry. 2015;(23):3921-3931. doi:10.1002/ejic.201500349 .
Todorović, Tamara, Grubišić, Sonja, Pregelj, Matej, Jagodic, Marko, Misirlic-Dencic, Sonja, Dulovic, Marija, Markovic, Ivanka, Klisurić, Olivera, Malešević, Aleksandar S., Mitić, Dragana, Anđelković, Katarina, Filipovic, Nenad, "Structural, Magnetic, DFT, and Biological Studies of Mononuclear and Dinuclear Cu-II Complexes with Bidentate N-Heteroaromatic Schiff Base Ligands" in European Journal of Inorganic Chemistry, no. 23 (2015):3921-3931, https://doi.org/10.1002/ejic.201500349 . .