Institut za onkologiju i radiologiju Srbije / Institute for Oncology and Radiology of Serbia
Published January 9, 2019 | Version v.1
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Investigation of the cytotoxic potential of methyl imidazole-derived thiosemicarbazones and their copper(ii) complexes with dichloroacetate as a co-ligand

Authors/Creators

  • 1. Moldova State University, Department of Chemistry, A. Mateevici Street 60,MD-2009 Chisinau, Republic of Moldova
  • 2. University of Vienna, Faculty of Chemistry, Institute of Inorganic Chemistry,Wa ̈hringer Strasse 42, A-1090, Austria. E-mail: miljan.milunovic@univie.ac.at
  • 3. Moldova State University, Department of Chemistry, A. Mateevici Street 60, MD-2009 Chisinau, Republic of Moldova
  • 4. Faculty of Chemistry, University "Alexandru Ioan Cuza", 11, Carol I Boulevard, 700506 Iasi, Romania
  • 5. Institute for Oncology and Radiology of Serbia, Pasterova 14, 11000 Belgrade, Serbia
  • 6. Slovak University of Technology, Faculty of Chemical and Food Technology, Institute of Physical Chemistry and Chemical Physics, Radlinského 9, SK-812 37 Bratislava, Slovakia
  • 7. Department of Inorganic and Analytical Chemistry, University of Szeged, Dom ter 7, H-6720 Szeged, Hungary
  • 8. Laboratoire National des Champs Magnetiques Intenses-CNRS, 25 Avenue des Martyrs, 38042 Grenoble Cedex 9, France
  • 9. 'Petru Poni' Institute of Macromolecular Chemistry, Aleea Gr. Ghica Voda 41A, 700487 Iasi, Romania
  • 10. University of Vienna, Faculty of Chemistry, Institute of Inorganic Chemistry,Wa ̈hringer Strasse 42, A-1090, Austria. E-mail: vladimir.arion@univie.ac.at

Description

A series of six imidazole-derived thiosemicarbazones (HL1–HL6) and their copper(II) complexes (1–6)were synthesised and characterised by analytical, spectroscopic, electrochemical and single crystal X-raydiffraction techniques. In addition, solution studies and the results of antiproliferative activity in human cancer cell lines with some insights into the mechanism of cancer cell death are also reported. In particular, the substitution of one hydrogen at the terminal N-atomof the thiosemicarbazide moiety by a phenyl group resulted in slightly enhanced antiproliferative activity.HL3andHL6showed lower IC50values comparedtoHL1andHL4in MDA-MB-453 and LS174 cancer cell lines. The copper(II) complexes3and6exhibit a2.4- and 4.7-fold increase of activity compared to parent proligands in MDA-MB-453 cancer cell line,respectively. The complex formation of the proligands with copper(II) increased their antiproliferative activity in all investigated cell lines. The cell cycle perturbations, apoptotic potential and the analysis of morphological changes in the A549 cell line induced by3and6revealed cytostatic rather than cytotoxic effect

Notes

Supplementary information http://www.rsc.org/suppdata/c8/nj/c8nj04041a/c8nj04041a1.pdf The article was funded by: V. B. A. to the FWF (Austrian Science Fund) for the grant no. P28223-N34. This study was also financially supported by Research and Development Agency of the Slovak Republic under the contracts no. APVV-15-0053 and APVV-15-0079 and Scientific Grant Agency of the Slovak Republic (VEGA Projects 1/0871/16, 1/0416/17 and 1/0466/18), the Ministry of Education, Science, Research and Sport of the Slovak Republic within the Research and Development Operational Programme for the project ''University Science Park of STU Bratislava'', ITMS 26240220084, co-funded by the European Regional Development Fund. This work was also supported by Serbian Ministry of Education, Science and Technology, Grant III41026 and Hungarian National Research Development and Innovation Office through the project FK 12420 and the UNKP-17-4 New National Excellence Program of the Ministry of Human Capacities. O. P., A. S. and E. S. thank AUF (Agence Universitaire de la Francophonie) for funding the project no. 15.817.02.28F

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Funding

Ministry of Education, Science and Technological Development
Pharmacodynamic and pharmacogenomic research of new drugs in the treatment of solid tumors 41026