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Synthesis, characterization, cytotoxicity and antiangiogenic activity of copper(II) complexes with 1-adamantoyl hydrazone bearing pyridine rings

Authorized Users Only
2016
Authors
Rodić, Marko V.
Leovac, Vukadin M.
Jovanović, Ljiljana S.
Spasojević, Vojislav
Joksović, Milan D.
Stanojković, Tatjana P.
Matić, Ivana Z.
Vojinović-Ješić, Ljiljana S.
Marković, Violeta
Article (Published version)
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Abstract
Three novel copper complexes with tridentate N2O ligand di(2-pyridil) ketone 1-adamantoyl hydrazone (Addpy) of the formula [(Cu2Cu2I)-Cu-II(Addpy)(2)Br-2(mu-Br-4)] (1), catena-poly[CuCl(mu-Addpy)(mu-Cl)CuCl2](n) (2) and [Cu(Addpy)(NCS)(2)] (3) were synthesized. Complexes are characterized by X-ray crystallography, spectral (UV-Vis, FTIR), electrochemical (CV) analyses, and magnetochemical measurements. Investigation of anticancer potential of Cu(II) complexes, mode of cell death, apoptosis, and inhibition of angiogenesis were performed. All tested malignant cell lines (HeLa, LS174, A549, K562, and MDA-MB-231) showed high sensitivity to the examined Cu(II) complexes. It has been shown that the complexes induce apoptosis in the caspase 3-dependent manner, whereas the anti-angiogenic effects of 1, 2, and 3 have been confirmed in EA.hy926 cells using a tube formation assay. (C) 2016 Elsevier Masson SAS. All rights reserved.
Keywords:
Hydrazones / Copper(II) complexes / Caspase-3 / Angiogenesis / Physico-chemical characterization
Source:
European Journal of Medicinal Chemistry, 2016, 115, 75-81
Publisher:
  • Elsevier
Funding / projects:
  • Provincial Secretariat for Science and Technological Development of Vojvodina

DOI: 10.1016/j.ejmech.2016.03.003

ISSN: 0223-5234; 1768-3254

PubMed: 27084495

WoS: 000375360800007

Scopus: 2-s2.0-84962278744
[ Google Scholar ]
26
23
URI
https://vinar.vin.bg.ac.rs/handle/123456789/1053
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  • WoS Import
Institution/Community
Vinča
TY  - JOUR
AU  - Rodić, Marko V.
AU  - Leovac, Vukadin M.
AU  - Jovanović, Ljiljana S.
AU  - Spasojević, Vojislav
AU  - Joksović, Milan D.
AU  - Stanojković, Tatjana P.
AU  - Matić, Ivana Z.
AU  - Vojinović-Ješić, Ljiljana S.
AU  - Marković, Violeta
PY  - 2016
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/1053
AB  - Three novel copper complexes with tridentate N2O ligand di(2-pyridil) ketone 1-adamantoyl hydrazone (Addpy) of the formula [(Cu2Cu2I)-Cu-II(Addpy)(2)Br-2(mu-Br-4)] (1), catena-poly[CuCl(mu-Addpy)(mu-Cl)CuCl2](n) (2) and [Cu(Addpy)(NCS)(2)] (3) were synthesized. Complexes are characterized by X-ray crystallography, spectral (UV-Vis, FTIR), electrochemical (CV) analyses, and magnetochemical measurements. Investigation of anticancer potential of Cu(II) complexes, mode of cell death, apoptosis, and inhibition of angiogenesis were performed. All tested malignant cell lines (HeLa, LS174, A549, K562, and MDA-MB-231) showed high sensitivity to the examined Cu(II) complexes. It has been shown that the complexes induce apoptosis in the caspase 3-dependent manner, whereas the anti-angiogenic effects of 1, 2, and 3 have been confirmed in EA.hy926 cells using a tube formation assay. (C) 2016 Elsevier Masson SAS. All rights reserved.
PB  - Elsevier
T2  - European Journal of Medicinal Chemistry
T1  - Synthesis, characterization, cytotoxicity and antiangiogenic activity of copper(II) complexes with 1-adamantoyl hydrazone bearing pyridine rings
VL  - 115
SP  - 75
EP  - 81
DO  - 10.1016/j.ejmech.2016.03.003
ER  - 
@article{
author = "Rodić, Marko V. and Leovac, Vukadin M. and Jovanović, Ljiljana S. and Spasojević, Vojislav and Joksović, Milan D. and Stanojković, Tatjana P. and Matić, Ivana Z. and Vojinović-Ješić, Ljiljana S. and Marković, Violeta",
year = "2016",
abstract = "Three novel copper complexes with tridentate N2O ligand di(2-pyridil) ketone 1-adamantoyl hydrazone (Addpy) of the formula [(Cu2Cu2I)-Cu-II(Addpy)(2)Br-2(mu-Br-4)] (1), catena-poly[CuCl(mu-Addpy)(mu-Cl)CuCl2](n) (2) and [Cu(Addpy)(NCS)(2)] (3) were synthesized. Complexes are characterized by X-ray crystallography, spectral (UV-Vis, FTIR), electrochemical (CV) analyses, and magnetochemical measurements. Investigation of anticancer potential of Cu(II) complexes, mode of cell death, apoptosis, and inhibition of angiogenesis were performed. All tested malignant cell lines (HeLa, LS174, A549, K562, and MDA-MB-231) showed high sensitivity to the examined Cu(II) complexes. It has been shown that the complexes induce apoptosis in the caspase 3-dependent manner, whereas the anti-angiogenic effects of 1, 2, and 3 have been confirmed in EA.hy926 cells using a tube formation assay. (C) 2016 Elsevier Masson SAS. All rights reserved.",
publisher = "Elsevier",
journal = "European Journal of Medicinal Chemistry",
title = "Synthesis, characterization, cytotoxicity and antiangiogenic activity of copper(II) complexes with 1-adamantoyl hydrazone bearing pyridine rings",
volume = "115",
pages = "75-81",
doi = "10.1016/j.ejmech.2016.03.003"
}
Rodić, M. V., Leovac, V. M., Jovanović, L. S., Spasojević, V., Joksović, M. D., Stanojković, T. P., Matić, I. Z., Vojinović-Ješić, L. S.,& Marković, V.. (2016). Synthesis, characterization, cytotoxicity and antiangiogenic activity of copper(II) complexes with 1-adamantoyl hydrazone bearing pyridine rings. in European Journal of Medicinal Chemistry
Elsevier., 115, 75-81.
https://doi.org/10.1016/j.ejmech.2016.03.003
Rodić MV, Leovac VM, Jovanović LS, Spasojević V, Joksović MD, Stanojković TP, Matić IZ, Vojinović-Ješić LS, Marković V. Synthesis, characterization, cytotoxicity and antiangiogenic activity of copper(II) complexes with 1-adamantoyl hydrazone bearing pyridine rings. in European Journal of Medicinal Chemistry. 2016;115:75-81.
doi:10.1016/j.ejmech.2016.03.003 .
Rodić, Marko V., Leovac, Vukadin M., Jovanović, Ljiljana S., Spasojević, Vojislav, Joksović, Milan D., Stanojković, Tatjana P., Matić, Ivana Z., Vojinović-Ješić, Ljiljana S., Marković, Violeta, "Synthesis, characterization, cytotoxicity and antiangiogenic activity of copper(II) complexes with 1-adamantoyl hydrazone bearing pyridine rings" in European Journal of Medicinal Chemistry, 115 (2016):75-81,
https://doi.org/10.1016/j.ejmech.2016.03.003 . .

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