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 |
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| Authors: | Leovac Vukadin M Bogdanović Goran A Jovanović Ljiljana S Joksović Ljubinka Marković Violeta Joksović Milan D Denčić Sonja Misirlić Isaković Anđelka Marković Ivanka Heinemann Frank W Trifunović Srećko Đalović Ivica |
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| Affiliation: | aFaculty of Sciences, Department of Chemistry, Biochemistry and Environmental Protection, University of Novi Sad, Trg D.Obradovi?a 3, 21000 Novi Sad, Serbia;bVIN?A Institute of Nuclear Sciences, P.O. Box 522, Belgrade 11001, Serbia;cFaculty of Sciences, Department of Chemistry, University of Kragujevac, R. Domanovi?a 12, 34000 Kragujevac, Serbia;dInstitute of Medical and Clinical Biochemistry, Faculty of Medicine, University of Belgrade, Serbia;eDepartment of Chemistry and Pharmacy, Inorganic Chemistry, Egerlandstrasse 1, D-91058 Erlangen, Germany;fInstitute of Field and Vegetable Crops, Maksima Gorkog 30, 21000 Novi Sad, Serbia |
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| 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-d6 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. |
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| Keywords: | Copper(II) complexes Pyrazolone Thiosemicarbazone X-ray structures Electrochemistry Cytotoxicity |
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