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Synthesis, characterization and antitumor activity of polymeric copper(II) complexes with thiosemicarbazones of 3-methyl-5-oxo-1-phenyl-3-pyrazolin-4-carboxaldehyde and 5-oxo-3-phenyl-3-pyrazolin-4-carboxaldehyde
New polymeric copper(II) complexes with two tridentate ONS thiosemicarbazone ligands containing substituted pyrazolone moiety were synthesized and characterized by means of spectroscopic, electrochemical and crystallographic techniques. While both ligands exist as different tautomers in the solid state and DMSO-d(6) solution, Cu(II) ion coordinates the ligands from the same tautomeric form with square-pyramidal geometry around each Cu atom. In the crystal structures, the copper(II) complex cation forms polymeric chains {[Cu(L)Cl(+)]}(n) with a bridging chlorine atom. One of the complexes was found to have a significantly higher cytotoxic potential in comparison with cisplatin in inhibition of several cell lines (HL60, REH, C6, L929 and B16). The results obtained on the basis of flow cytometry indicated that apoptosis could be possible mechanism of cell death. (C) 2011 Elsevier Inc. All rights reserved.
TY - JOUR
AU - Leovac, Vukadin M.
AU - Bogdanović, Goran A.
AU - Jovanović, Ljiljana S.
AU - Joksović, Ljubinka G.
AU - Marković, Violeta
AU - Joksović, Milan D.
AU - Misirlić-Denčić, Sonja
AU - Isaković, Anđelka
AU - Markovic, Ivanka
AU - Heinemann, Frank W.
AU - Trifunović, Srećko R.
AU - Dalovic, Ivica
PY - 2011
UR - https://vinar.vin.bg.ac.rs/handle/123456789/4592
AB - New polymeric copper(II) complexes with two tridentate ONS thiosemicarbazone ligands containing substituted pyrazolone moiety were synthesized and characterized by means of spectroscopic, electrochemical and crystallographic techniques. While both ligands exist as different tautomers in the solid state and DMSO-d(6) solution, Cu(II) ion coordinates the ligands from the same tautomeric form with square-pyramidal geometry around each Cu atom. In the crystal structures, the copper(II) complex cation forms polymeric chains {[Cu(L)Cl(+)]}(n) with a bridging chlorine atom. One of the complexes was found to have a significantly higher cytotoxic potential in comparison with cisplatin in inhibition of several cell lines (HL60, REH, C6, L929 and B16). The results obtained on the basis of flow cytometry indicated that apoptosis could be possible mechanism of cell death. (C) 2011 Elsevier Inc. All rights reserved.
T2 - Journal of Inorganic Biochemistry
T1 - Synthesis, characterization and antitumor activity of polymeric copper(II) complexes with thiosemicarbazones of 3-methyl-5-oxo-1-phenyl-3-pyrazolin-4-carboxaldehyde and 5-oxo-3-phenyl-3-pyrazolin-4-carboxaldehyde
VL - 105
IS - 11
SP - 1413
EP - 1421
DO - 10.1016/j.jinorgbio.2011.07.021
ER -
@article{
author = "Leovac, Vukadin M. and Bogdanović, Goran A. and Jovanović, Ljiljana S. and Joksović, Ljubinka G. and Marković, Violeta and Joksović, Milan D. and Misirlić-Denčić, Sonja and Isaković, Anđelka and Markovic, Ivanka and Heinemann, Frank W. and Trifunović, Srećko R. and Dalovic, Ivica",
year = "2011",
abstract = "New polymeric copper(II) complexes with two tridentate ONS thiosemicarbazone ligands containing substituted pyrazolone moiety were synthesized and characterized by means of spectroscopic, electrochemical and crystallographic techniques. While both ligands exist as different tautomers in the solid state and DMSO-d(6) solution, Cu(II) ion coordinates the ligands from the same tautomeric form with square-pyramidal geometry around each Cu atom. In the crystal structures, the copper(II) complex cation forms polymeric chains {[Cu(L)Cl(+)]}(n) with a bridging chlorine atom. One of the complexes was found to have a significantly higher cytotoxic potential in comparison with cisplatin in inhibition of several cell lines (HL60, REH, C6, L929 and B16). The results obtained on the basis of flow cytometry indicated that apoptosis could be possible mechanism of cell death. (C) 2011 Elsevier Inc. All rights reserved.",
journal = "Journal of Inorganic Biochemistry",
title = "Synthesis, characterization and antitumor activity of polymeric copper(II) complexes with thiosemicarbazones of 3-methyl-5-oxo-1-phenyl-3-pyrazolin-4-carboxaldehyde and 5-oxo-3-phenyl-3-pyrazolin-4-carboxaldehyde",
volume = "105",
number = "11",
pages = "1413-1421",
doi = "10.1016/j.jinorgbio.2011.07.021"
}
Leovac, V. M., Bogdanović, G. A., Jovanović, L. S., Joksović, L. G., Marković, V., Joksović, M. D., Misirlić-Denčić, S., Isaković, A., Markovic, I., Heinemann, F. W., Trifunović, S. R.,& Dalovic, I.. (2011). Synthesis, characterization and antitumor activity of polymeric copper(II) complexes with thiosemicarbazones of 3-methyl-5-oxo-1-phenyl-3-pyrazolin-4-carboxaldehyde and 5-oxo-3-phenyl-3-pyrazolin-4-carboxaldehyde. in Journal of Inorganic Biochemistry, 105(11), 1413-1421.
https://doi.org/10.1016/j.jinorgbio.2011.07.021
Leovac VM, Bogdanović GA, Jovanović LS, Joksović LG, Marković V, Joksović MD, Misirlić-Denčić S, Isaković A, Markovic I, Heinemann FW, Trifunović SR, Dalovic I. Synthesis, characterization and antitumor activity of polymeric copper(II) complexes with thiosemicarbazones of 3-methyl-5-oxo-1-phenyl-3-pyrazolin-4-carboxaldehyde and 5-oxo-3-phenyl-3-pyrazolin-4-carboxaldehyde. in Journal of Inorganic Biochemistry. 2011;105(11):1413-1421.
doi:10.1016/j.jinorgbio.2011.07.021 .
Leovac, Vukadin M., Bogdanović, Goran A., Jovanović, Ljiljana S., Joksović, Ljubinka G., Marković, Violeta, Joksović, Milan D., Misirlić-Denčić, Sonja, Isaković, Anđelka, Markovic, Ivanka, Heinemann, Frank W., Trifunović, Srećko R., Dalovic, Ivica, "Synthesis, characterization and antitumor activity of polymeric copper(II) complexes with thiosemicarbazones of 3-methyl-5-oxo-1-phenyl-3-pyrazolin-4-carboxaldehyde and 5-oxo-3-phenyl-3-pyrazolin-4-carboxaldehyde" in Journal of Inorganic Biochemistry, 105, no. 11 (2011):1413-1421,
https://doi.org/10.1016/j.jinorgbio.2011.07.021 . .
