Interaction of Triapine and related thiosemicarbazones with iron(III)/(II) and gallium(III): a comparative solution equilibrium study

Author(s)
Eva Anna Enyedy, Michael Primik, Christian Kowol, Vladimir Arion, Tamas Kiss, Bernhard Keppler
Abstract

Stoichiometry and stability of Ga-III, Fe-III, Fe-II complexes of Triapine and five related alpha-N heterocyclic thiosemicarbazones with potential antitumor activity have been determined by pH-potentiometry, UV-vis spectrophotometry, H-1 NMR spectroscopy, and spectrofluorimetry in aqueous solution (with 30% DMSO), together with the characterization of the proton dissociation processes. Additionally, the redox properties of the iron complexes were studied by cyclic voltammetry at various pH values. Formation of high stability bis-ligand complexes was found in all cases, which are predominant at physiological pH with Fe-III/Fe-II, whilst only at the acidic pH range with Ga-III. The results show that among the thiosemicarbazones with various substituents the N-terminal dimethylation does not exert a measurable effect on the redox potential, but has the highest impact on the stability of the complexes as well as the cytotoxicity, especially in the absence of a pyridine-NH2 group in the molecule. In addition the fluorescence properties of the ligands in aqueous solution and their changes caused by Ga-III were studied.

Organisation(s)
Department of Inorganic Chemistry
External organisation(s)
University of Szeged
Journal
Dalton Transactions
Volume
40
Pages
5895-5905
No. of pages
11
ISSN
1477-9226
Publication date
2011
Peer reviewed
Yes
Austrian Fields of Science 2012
104003 Inorganic chemistry
Portal url
https://ucrisportal.univie.ac.at/en/publications/14c1d196-847a-4826-9b12-35d32b24e58c