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Synthesis, characterization, DFT calculation and biological activity of square-planar Ni(II) complexes with tridentate PNO ligands and monodentate pseudohalides. Part II

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2014
Authors
Milenković, Milica
Pevec, Andrej
Turel, Iztok
Vujcić, Miroslava
Milenković, Marina
Jovanović, Katarina
Gligorijević, Nevenka
Radulović, Siniša
Swart, Marcel
Gruden-Pavlović, Maja
Adaila, Kawther
Cobeljić, Božidar
Anđelković, Katarina
Article (Published version)
Metadata
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Abstract
Three square-planar complexes of Ni(II) with condensation derivative of 2-(diphenylphosphino)benzaldehyde and 4-phenylsemicarbazide and monodentate pseudohalides have been synthesized and characterized on the basis of the results of X-ray. NMR and IR spectroscopy and elemental analysis. Investigated complexes exhibited moderate antibacterial and cytotoxic activity. The most pronounced cytotoxic activity (in the range of cisplatin) to HeLa cell line was observed for ligand and all the complexes. Azido complex and ligand induced concentration dependent cell cycle arrest in the S phase, as well as decrease of percentage of cells in G1 phase, without significant increase of apoptotic fraction of cells. The interaction of the azido complex and ligand with CT-DNA results in changes in UV-Vis spectra typical for non-covalent bonding. The observed intrinsic binding constant of azido complex CT-DNA and ligand-CT-DNA were 3.22 x 10(5) M-1 and 2.79 x 10(5) M-1. The results of DNA cleavage experim...ents showed that azido complex nicked supercoiled plasmid DNA.

Keywords:
Nickel(II) complexes / Pseudohalides / X-ray crystal structures / Antimicrobial activity / Cytotoxicity
Source:
European Journal of Medicinal Chemistry, 2014, 87, 284-297
Publisher:
  • Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux
Funding / projects:
  • Interactions of natural products, their derivatives and coordination compounds with proteins and nucleic acids (RS-172055)

DOI: 10.1016/j.ejmech.2014.06.079

ISSN: 0223-5234

PubMed: 25262049

WoS: 000363431300027

Scopus: 2-s2.0-84907517896
[ Google Scholar ]
18
17
URI
https://farfar.pharmacy.bg.ac.rs/handle/123456789/2118
Collections
  • Radovi istraživača / Researchers’ publications
Institution/Community
Pharmacy
TY  - JOUR
AU  - Milenković, Milica
AU  - Pevec, Andrej
AU  - Turel, Iztok
AU  - Vujcić, Miroslava
AU  - Milenković, Marina
AU  - Jovanović, Katarina
AU  - Gligorijević, Nevenka
AU  - Radulović, Siniša
AU  - Swart, Marcel
AU  - Gruden-Pavlović, Maja
AU  - Adaila, Kawther
AU  - Cobeljić, Božidar
AU  - Anđelković, Katarina
PY  - 2014
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/2118
AB  - Three square-planar complexes of Ni(II) with condensation derivative of 2-(diphenylphosphino)benzaldehyde and 4-phenylsemicarbazide and monodentate pseudohalides have been synthesized and characterized on the basis of the results of X-ray. NMR and IR spectroscopy and elemental analysis. Investigated complexes exhibited moderate antibacterial and cytotoxic activity. The most pronounced cytotoxic activity (in the range of cisplatin) to HeLa cell line was observed for ligand and all the complexes. Azido complex and ligand induced concentration dependent cell cycle arrest in the S phase, as well as decrease of percentage of cells in G1 phase, without significant increase of apoptotic fraction of cells. The interaction of the azido complex and ligand with CT-DNA results in changes in UV-Vis spectra typical for non-covalent bonding. The observed intrinsic binding constant of azido complex CT-DNA and ligand-CT-DNA were 3.22 x 10(5) M-1 and 2.79 x 10(5) M-1. The results of DNA cleavage experiments showed that azido complex nicked supercoiled plasmid DNA.
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux
T2  - European Journal of Medicinal Chemistry
T1  - Synthesis, characterization, DFT calculation and biological activity of square-planar Ni(II) complexes with tridentate PNO ligands and monodentate pseudohalides. Part II
VL  - 87
SP  - 284
EP  - 297
DO  - 10.1016/j.ejmech.2014.06.079
ER  - 
@article{
author = "Milenković, Milica and Pevec, Andrej and Turel, Iztok and Vujcić, Miroslava and Milenković, Marina and Jovanović, Katarina and Gligorijević, Nevenka and Radulović, Siniša and Swart, Marcel and Gruden-Pavlović, Maja and Adaila, Kawther and Cobeljić, Božidar and Anđelković, Katarina",
year = "2014",
abstract = "Three square-planar complexes of Ni(II) with condensation derivative of 2-(diphenylphosphino)benzaldehyde and 4-phenylsemicarbazide and monodentate pseudohalides have been synthesized and characterized on the basis of the results of X-ray. NMR and IR spectroscopy and elemental analysis. Investigated complexes exhibited moderate antibacterial and cytotoxic activity. The most pronounced cytotoxic activity (in the range of cisplatin) to HeLa cell line was observed for ligand and all the complexes. Azido complex and ligand induced concentration dependent cell cycle arrest in the S phase, as well as decrease of percentage of cells in G1 phase, without significant increase of apoptotic fraction of cells. The interaction of the azido complex and ligand with CT-DNA results in changes in UV-Vis spectra typical for non-covalent bonding. The observed intrinsic binding constant of azido complex CT-DNA and ligand-CT-DNA were 3.22 x 10(5) M-1 and 2.79 x 10(5) M-1. The results of DNA cleavage experiments showed that azido complex nicked supercoiled plasmid DNA.",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux",
journal = "European Journal of Medicinal Chemistry",
title = "Synthesis, characterization, DFT calculation and biological activity of square-planar Ni(II) complexes with tridentate PNO ligands and monodentate pseudohalides. Part II",
volume = "87",
pages = "284-297",
doi = "10.1016/j.ejmech.2014.06.079"
}
Milenković, M., Pevec, A., Turel, I., Vujcić, M., Milenković, M., Jovanović, K., Gligorijević, N., Radulović, S., Swart, M., Gruden-Pavlović, M., Adaila, K., Cobeljić, B.,& Anđelković, K.. (2014). Synthesis, characterization, DFT calculation and biological activity of square-planar Ni(II) complexes with tridentate PNO ligands and monodentate pseudohalides. Part II. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux., 87, 284-297.
https://doi.org/10.1016/j.ejmech.2014.06.079
Milenković M, Pevec A, Turel I, Vujcić M, Milenković M, Jovanović K, Gligorijević N, Radulović S, Swart M, Gruden-Pavlović M, Adaila K, Cobeljić B, Anđelković K. Synthesis, characterization, DFT calculation and biological activity of square-planar Ni(II) complexes with tridentate PNO ligands and monodentate pseudohalides. Part II. in European Journal of Medicinal Chemistry. 2014;87:284-297.
doi:10.1016/j.ejmech.2014.06.079 .
Milenković, Milica, Pevec, Andrej, Turel, Iztok, Vujcić, Miroslava, Milenković, Marina, Jovanović, Katarina, Gligorijević, Nevenka, Radulović, Siniša, Swart, Marcel, Gruden-Pavlović, Maja, Adaila, Kawther, Cobeljić, Božidar, Anđelković, Katarina, "Synthesis, characterization, DFT calculation and biological activity of square-planar Ni(II) complexes with tridentate PNO ligands and monodentate pseudohalides. Part II" in European Journal of Medicinal Chemistry, 87 (2014):284-297,
https://doi.org/10.1016/j.ejmech.2014.06.079 . .

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