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Structural, Magnetic, DFT, and Biological Studies of Mononuclear and Dinuclear Cu-II Complexes with Bidentate N-Heteroaromatic Schiff Base Ligands

Authorized Users Only
2015
Authors
Todorović, Tamara R.
Grubisic, Sonja
Pregelj, Matej
Jagodic, Marko
Misirlic-Dencic, Sonja
Dulović, Marija
Marković, Ivanka
Klisuric, Olivera
Malešević, Aleksandar
Mitic, Dragana
Anđelković, Katarina
Filipović, Nenad
Article (Published version)
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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 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:
Medicinal chemistry / Magnetic properties / Density functional calculations / Cytotoxicity / Copper / Apoptosis
Source:
European Journal of Inorganic Chemistry, 2015, 23, 3921-3931
Publisher:
  • 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
[ Google Scholar ]
9
7
URI
http://rimsi.imsi.bg.ac.rs/handle/123456789/920
Collections
  • Radovi istraživača / Researchers’ publications
Institution/Community
Institut za multidisciplinarna istraživanja
TY  - JOUR
AU  - Todorović, Tamara R.
AU  - Grubisic, Sonja
AU  - Pregelj, Matej
AU  - Jagodic, Marko
AU  - Misirlic-Dencic, Sonja
AU  - Dulović, Marija
AU  - Marković, Ivanka
AU  - Klisuric, Olivera
AU  - Malešević, Aleksandar
AU  - Mitic, Dragana
AU  - Anđelković, Katarina
AU  - Filipović, Nenad
PY  - 2015
UR  - http://rimsi.imsi.bg.ac.rs/handle/123456789/920
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
EP  - 3931
IS  - 23
SP  - 3921
DO  - 10.1002/ejic.201500349
ER  - 
@article{
author = "Todorović, Tamara R. and Grubisic, Sonja and Pregelj, Matej and Jagodic, Marko and Misirlic-Dencic, Sonja and Dulović, Marija and Marković, Ivanka and Klisuric, Olivera and Malešević, Aleksandar and Mitic, Dragana and Anđelković, Katarina and Filipović, 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",
pages = "3931-3921",
number = "23",
doi = "10.1002/ejic.201500349"
}
Todorović, T. R., Grubisic, S., Pregelj, M., Jagodic, M., Misirlic-Dencic, S., Dulović, M., Marković, I., Klisuric, O., Malešević, A., Mitic, D., Anđelković, K.,& Filipović, 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 TR, Grubisic S, Pregelj M, Jagodic M, Misirlic-Dencic S, Dulović M, Marković I, Klisuric O, Malešević A, Mitic D, Anđelković K, Filipović 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 R., Grubisic, Sonja, Pregelj, Matej, Jagodic, Marko, Misirlic-Dencic, Sonja, Dulović, Marija, Marković, Ivanka, Klisuric, Olivera, Malešević, Aleksandar, Mitic, Dragana, Anđelković, Katarina, Filipović, 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 . .

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