Gallium(III) and iron(III) complexes of alpha-N-heterocyclic thiosemicarbazones: Synthesis, characterization, cytotoxicity, and interaction with ribonucleotide reductase
- Author(s)
- Christian Kowol, Roland Berger, Rene Eichinger, Alexander Roller, Michael Jakupec, Peter P. Schmidt, Vladimir Arion, Bernhard Keppler
- Abstract
A series of gallium(III) and iron(III) complexes with five different 4N-substituted ?-N-heterocyclic thiosemicarbazones, viz., 2-acetylpyridine N,N-dimethylthiosemicarbazone (1), 2-acetylpyridine N-pyrrolidinylthiosemicarbazone (2), acetylpyrazine N,N- dimethylthiosemicarbazone (3), acetylpyrazine N-pyrrolidinylthiosemicarbazone (4), and acetylpyrazine N-piperidinylthiosemicarbazone (5), with the general formula [GaLCl2] (HL = 1 and 2) and [ML2][Y] (M = Ga, HL = 1-5, Y = PF6; M = Fe, HL = 1-5, Y = FeCl4 and PF 6) were synthesized and characterized by elemental analysis, a number of spectroscopic methods (NMR, IR, UV-vis), mass spectrometry, and X-ray crystallography. The in vitro antitumor potency was studied in two human cancer cell lines (41M and SK-BR-3). The central metal ions exert pronounced effects in a divergent manner: gallium(III) enhances, whereas iron(III) weakens the cytotoxicity of the ligands. The capacity of ligand 1 and its Ga(III) and Fe(III) complexes to destroy the tyrosyl radical of the presumed target ribonucleotide reductase is reported. © 2007 American Chemical Society.
- Organisation(s)
- Department of Inorganic Chemistry
- External organisation(s)
- Max-Planck-Institut für bioanorganische Chemie
- Journal
- Journal of Medicinal Chemistry
- Volume
- 50
- Pages
- 1254-1265
- No. of pages
- 12
- ISSN
- 0022-2623
- Publication date
- 2007
- Peer reviewed
- Yes
- Austrian Fields of Science 2012
- 104003 Inorganic chemistry
- Sustainable Development Goals
- SDG 3 - Good Health and Well-being
- Portal url
- https://ucrisportal.univie.ac.at/en/publications/af592a60-6860-4c74-bee9-d2195ef9525d