Synthesis, characterization and biological activity of three square-planar complexes of Ni(II) with ethyl (2E)-2-[2-(diphenylphosphino) benzylidene]hydrazinecarboxylate and monodentate pseudohalides

Three square-planar complexes of nickel(II) with the tridentate condensation derivative of 2-(diphenylphosphino)benzaldehyde and ethyl carbazate, and monodentate pseudohalides, have been synthesized. Their crystal structures have been determined. All the complexes showed a significant antifungal activity, while only the azido complex displayed antibacterial activity. All the complexes were cytotoxic to a panel of six tumor cell lines, the azido complex showing a similar activity as cisplatin to leukemia cell line K562 and lower toxicity to normal MRC-5 cells than that anticancer agent. The complexes interfered with cell cycle of tumor cells and induced plasmid DNA cleavage.

Keywords:

Nickel(II) complexes / Pseudohalides / X-ray crystal structures / Antimicrobial activity / cytotoxicity

Source:
European Journal of Medicinal Chemistry, 2013, 68, 111-120

Publisher:

Elsevier France-Editions Scientifiques Medicales Elsevier, Paris

Funding / projects:

DOI: 10.1016/j.ejmech.2013.07.039

ISSN: 0223-5234

PubMed: 23973823

WoS: 000326902300013

Scopus: 2-s2.0-84882423179

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TY  - JOUR
AU  - Milenković, Milica R.
AU  - Bacchi, Alessia
AU  - Cantoni, Giulia
AU  - Vilipić, Jovana
AU  - Sladić, Dušan
AU  - Vujčić, Miroslava
AU  - Gligorijević, Nevenka
AU  - Jovanovic, Katarina
AU  - Radulovic, Sinisa
AU  - Anđelković, Katarina
PY  - 2013
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1266
AB  - Three square-planar complexes of nickel(II) with the tridentate condensation derivative of 2-(diphenylphosphino)benzaldehyde and ethyl carbazate, and monodentate pseudohalides, have been synthesized. Their crystal structures have been determined. All the complexes showed a significant antifungal activity, while only the azido complex displayed antibacterial activity. All the complexes were cytotoxic to a panel of six tumor cell lines, the azido complex showing a similar activity as cisplatin to leukemia cell line K562 and lower toxicity to normal MRC-5 cells than that anticancer agent. The complexes interfered with cell cycle of tumor cells and induced plasmid DNA cleavage.
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Paris
T2  - European Journal of Medicinal Chemistry
T1  - Synthesis, characterization and biological activity of three square-planar complexes of Ni(II) with ethyl (2E)-2-[2-(diphenylphosphino) benzylidene]hydrazinecarboxylate and monodentate pseudohalides
VL  - 68
SP  - 111
EP  - 120
DO  - 10.1016/j.ejmech.2013.07.039
ER  -

@article{
author = "Milenković, Milica R. and Bacchi, Alessia and Cantoni, Giulia and Vilipić, Jovana and Sladić, Dušan and Vujčić, Miroslava and Gligorijević, Nevenka and Jovanovic, Katarina and Radulovic, Sinisa and Anđelković, Katarina",
year = "2013",
abstract = "Three square-planar complexes of nickel(II) with the tridentate condensation derivative of 2-(diphenylphosphino)benzaldehyde and ethyl carbazate, and monodentate pseudohalides, have been synthesized. Their crystal structures have been determined. All the complexes showed a significant antifungal activity, while only the azido complex displayed antibacterial activity. All the complexes were cytotoxic to a panel of six tumor cell lines, the azido complex showing a similar activity as cisplatin to leukemia cell line K562 and lower toxicity to normal MRC-5 cells than that anticancer agent. The complexes interfered with cell cycle of tumor cells and induced plasmid DNA cleavage.",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Paris",
journal = "European Journal of Medicinal Chemistry",
title = "Synthesis, characterization and biological activity of three square-planar complexes of Ni(II) with ethyl (2E)-2-[2-(diphenylphosphino) benzylidene]hydrazinecarboxylate and monodentate pseudohalides",
volume = "68",
pages = "111-120",
doi = "10.1016/j.ejmech.2013.07.039"
}

Milenković, M. R., Bacchi, A., Cantoni, G., Vilipić, J., Sladić, D., Vujčić, M., Gligorijević, N., Jovanovic, K., Radulovic, S.,& Anđelković, K.. (2013). Synthesis, characterization and biological activity of three square-planar complexes of Ni(II) with ethyl (2E)-2-[2-(diphenylphosphino) benzylidene]hydrazinecarboxylate and monodentate pseudohalides. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Paris., 68, 111-120.
https://doi.org/10.1016/j.ejmech.2013.07.039

Milenković MR, Bacchi A, Cantoni G, Vilipić J, Sladić D, Vujčić M, Gligorijević N, Jovanovic K, Radulovic S, Anđelković K. Synthesis, characterization and biological activity of three square-planar complexes of Ni(II) with ethyl (2E)-2-[2-(diphenylphosphino) benzylidene]hydrazinecarboxylate and monodentate pseudohalides. in European Journal of Medicinal Chemistry. 2013;68:111-120.
doi:10.1016/j.ejmech.2013.07.039 .

Milenković, Milica R., Bacchi, Alessia, Cantoni, Giulia, Vilipić, Jovana, Sladić, Dušan, Vujčić, Miroslava, Gligorijević, Nevenka, Jovanovic, Katarina, Radulovic, Sinisa, Anđelković, Katarina, "Synthesis, characterization and biological activity of three square-planar complexes of Ni(II) with ethyl (2E)-2-[2-(diphenylphosphino) benzylidene]hydrazinecarboxylate and monodentate pseudohalides" in European Journal of Medicinal Chemistry, 68 (2013):111-120,
https://doi.org/10.1016/j.ejmech.2013.07.039 . .