Complex formation of an estrone-salicylaldehyde semicarbazone hybrid with copper(II) and gallium(III): Solution equilibria and biological activity
- Author(s)
- Eva A. Enyedy, Tatsiana Petrasheuskaya, Marton A. Kiss, Debora Wernitznig, Dominik Wenisch, Bernhard K. Keppler, Gabriella Spengler, Nora May, Eva Frank, Orsolya Domotor
- Abstract
The solution chemical properties such as proton dissociation, complex formation with copper(II) and gallium(III) ions in addition to antibacterial and antitumor activity of a novel tridentate salicyaldehyde semicarbazone-estrone hybrid (estrone-SC) and a related bicyclic compound (thn-SC) were investigated. The crystal structure of complex [Cu(thn-SCH −1)Cl] was studied by single crystal X-ray diffraction method. Estrone-SC and thn-SC form mono-ligand complexes with Cu(II) characterized by relatively high stability, however, they are much less stable than their thiosemicarbazone analogues. The neutral Cu(II) complexes with (O −,N,O −)(H 2O) coordination mode predominate at physiological pH. Estrone-SC and thn-SC are more efficient Ga(III) binders in comparison with thiosemicarbazones, although the complexes also suffer dissociation at pH 7.4. The Cu(II) complex of estrone-SC displayed significant cytotoxicity in A549, SW480 and CH1/PA cancer cells, and moderate apoptosis induction and ROS formation. The semicarbazone compounds did not exhibit antibacterial effect; unlike the related Cu(II)-thiosemicarbazone complexes represented by the fairly low MIC values (3–50 μM) obtained on the Gram-positive Staphylococcus aureus and Enterococcus faecalis bacteria.
- Organisation(s)
- Department of Inorganic Chemistry
- External organisation(s)
- Research Cluster Translational Cancer Therapy Research, Hungarian Academy of Sciences, University of Szeged
- Journal
- Journal of Inorganic Biochemistry
- Volume
- 220
- No. of pages
- 12
- ISSN
- 0162-0134
- DOI
- https://doi.org/10.1016/j.jinorgbio.2021.111468
- Publication date
- 07-2021
- Peer reviewed
- Yes
- Austrian Fields of Science 2012
- 104003 Inorganic chemistry, 106002 Biochemistry
- Keywords
- ASJC Scopus subject areas
- Biochemistry, Inorganic Chemistry
- Sustainable Development Goals
- SDG 3 - Good Health and Well-being
- Portal url
- https://ucrisportal.univie.ac.at/en/publications/08dd1614-e195-492b-bab2-c30ff0078cb4