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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.
TY - JOUR
AU - Leovac, Vukadin M.
AU - Bogdanović, Goran A.
AU - Jovanović, Ljiljana S.
AU - Joksović, Ljubinka
AU - Marković, Violeta
AU - Joksović, Milan D.
AU - Misirlic-Dencić, Sonja
AU - Isaković, Anđelka
AU - Marković, Ivanka
AU - Heinemann, Frank W.
AU - Trifunović, Srećko R.
AU - Đalović, Ivica
PY - 2011
UR - http://fiver.ifvcns.rs/handle/123456789/1018
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.
PB - Elsevier Science Inc, New York
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
EP - 1421
IS - 11
SP - 1413
VL - 105
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 and Marković, Violeta and Joksović, Milan D. and Misirlic-Dencić, Sonja and Isaković, Anđelka and Marković, Ivanka and Heinemann, Frank W. and Trifunović, Srećko R. and Đalović, 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.",
publisher = "Elsevier Science Inc, New York",
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",
pages = "1421-1413",
number = "11",
volume = "105",
doi = "10.1016/j.jinorgbio.2011.07.021"
}
Leovac, V. M., Bogdanović, G. A., Jovanović, L. S., Joksović, L., Marković, V., Joksović, M. D., Misirlic-Dencić, S., Isaković, A., Marković, I., Heinemann, F. W., Trifunović, S. R.,& Đalović, 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
Elsevier Science Inc, New York., 105(11), 1413-1421.
https://doi.org/10.1016/j.jinorgbio.2011.07.021
Leovac VM, Bogdanović GA, Jovanović LS, Joksović L, Marković V, Joksović MD, Misirlic-Dencić S, Isaković A, Marković I, Heinemann FW, Trifunović SR, Đalović 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, Marković, Violeta, Joksović, Milan D., Misirlic-Dencić, Sonja, Isaković, Anđelka, Marković, Ivanka, Heinemann, Frank W., Trifunović, Srećko R., Đalović, 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 . .
