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 R.
Pevec, Andrej

Turel, Iztok

Vujčić, Miroslava

Milenković, Marina

Jovanovic, Katarina
Gligorijević, Nevenka

Radulovic, Sinisa
Swart, Marcel

Gruden-Pavlović, Maja

Adaila, Kawther
Čobeljić, Božidar

Anđelković, Katarina

Article (Published version)

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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 / cytotoxicitySource:
European Journal of Medicinal Chemistry, 2014, 87, 284-297Publisher:
- Elsevier France-Editions Scientifiques Medicales Elsevier, Paris
Funding / projects:
- Interactions of natural products, their derivatives and coordination compounds with proteins and nucleic acids (RS-172055)
- Pharmacodynamic and pharmacogenomic research of new drugs in the treatment of solid tumors (RS-41026)
- ICREA
- Slovenian Research Agency (ARRS) [P-0175]
DOI: 10.1016/j.ejmech.2014.06.079
ISSN: 0223-5234
PubMed: 25262049
WoS: 000363431300027
Scopus: 2-s2.0-84907517896
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Institution/Community
IHTMTY - JOUR AU - Milenković, Milica R. AU - Pevec, Andrej AU - Turel, Iztok AU - Vujčić, Miroslava AU - Milenković, Marina AU - Jovanovic, Katarina AU - Gligorijević, Nevenka AU - Radulovic, Sinisa AU - Swart, Marcel AU - Gruden-Pavlović, Maja AU - Adaila, Kawther AU - Čobeljić, Božidar AU - Anđelković, Katarina PY - 2014 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/1464 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, Paris 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 R. and Pevec, Andrej and Turel, Iztok and Vujčić, Miroslava and Milenković, Marina and Jovanovic, Katarina and Gligorijević, Nevenka and Radulovic, Sinisa and Swart, Marcel and Gruden-Pavlović, Maja and Adaila, Kawther and Čobeljić, 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, Paris", 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. R., Pevec, A., Turel, I., Vujčić, M., Milenković, M., Jovanovic, K., Gligorijević, N., Radulovic, S., Swart, M., Gruden-Pavlović, M., Adaila, K., Čobeljić, 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, Paris., 87, 284-297. https://doi.org/10.1016/j.ejmech.2014.06.079
Milenković MR, Pevec A, Turel I, Vujčić M, Milenković M, Jovanovic K, Gligorijević N, Radulovic S, Swart M, Gruden-Pavlović M, Adaila K, Čobeljić 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 R., Pevec, Andrej, Turel, Iztok, Vujčić, Miroslava, Milenković, Marina, Jovanovic, Katarina, Gligorijević, Nevenka, Radulovic, Sinisa, Swart, Marcel, Gruden-Pavlović, Maja, Adaila, Kawther, Čobeljić, 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 . .