Vanadium(IV/V) complexes of Triapine and related thiosemicarbazones: Synthesis, solution equilibrium and bioactivity
The stoichiometry and thermodynamic stability of vanadium(IV/V) complexes of Triapine and two related α(N)-heterocyclic thiosemicarbazones (TSCs) with potential antitumor activity have been determined by pH-potentiometry, EPR and 51V NMR spectroscopy in 30% (w/w) dimethyl sulfoxide/water solvent mix...
Saved in:
Published in | Journal of inorganic biochemistry Vol. 152; pp. 62 - 73 |
---|---|
Main Authors | , , , , , , |
Format | Journal Article |
Language | English |
Published |
United States
Elsevier Inc
01.11.2015
|
Subjects | |
Online Access | Get full text |
Cover
Loading…
Summary: | The stoichiometry and thermodynamic stability of vanadium(IV/V) complexes of Triapine and two related α(N)-heterocyclic thiosemicarbazones (TSCs) with potential antitumor activity have been determined by pH-potentiometry, EPR and 51V NMR spectroscopy in 30% (w/w) dimethyl sulfoxide/water solvent mixtures. In all cases, mono-ligand complexes in different protonation states were identified. Dimethylation of the terminal amino group resulted in the formation of vanadium(IV/V) complexes with considerably higher stability. Three of the most stable complexes were also synthesized in solid state and comprehensively characterized. The biological evaluation of the synthesized vanadium complexes in comparison to the metal-free ligands in different human cancer cell lines revealed only minimal influence of the metal ion. Thus, in addition the coordination ability of salicylaldehyde thiosemicarbazone (STSC) to vanadium(IV/V) ions was investigated. The exchange of the pyridine nitrogen of the α(N)-heterocyclic TSCs to a phenolate oxygen in STSC significantly increased the stability of the complexes in solution. Finally, this also resulted in increased cytotoxicity activity of a vanadium(V) complex of STSC compared to the metal-free ligand.
Solution stability of vanadium(IV/V) complexes of Triapine and its terminally dimethylated derivatives were determined. The most stable complexes were synthesized in solid phase and tested against cancer cell lines. Complexes of salicylaldehyde thiosemicarbazone were also studied in comparison and displayed higher stability. [Display omitted]
•Solution equilibrium studies of vanadium(IV/V) complexes of thiosemicarbazones•Terminally dimethylation increased the solution stability.•X-ray structures of the complexes formed with the terminally dimethylated ligands•Higher stability of complexes with (O−,N,S−) chelate compared to (Npyr,N,S−)•Vanadium coordination increases the bioactivity of ligand with (O−,N,S−) donor set. |
---|---|
Bibliography: | ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
ISSN: | 0162-0134 1873-3344 |
DOI: | 10.1016/j.jinorgbio.2015.08.023 |