Synthesis, characterization, cytotoxicity and antiangiogenic activity of copper(II) complexes with 1-adamantoyl hydrazone bearing pyridine rings
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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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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 characterizationSource:
European Journal of Medicinal Chemistry, 2016, 115, 75-81Publisher:
- 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
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VinčaTY - 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 . .