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Synthesis, characterization and cytotoxicity studies of Co(III)-flavonolato complexes
- Source :
- Journal of Inorganic Biochemistry, 217. ELSEVIER SCIENCE INC
- Publication Year :
- 2020
-
Abstract
- Hypoxia activated Co(III) complexes as prodrugs may provide with a selective delivery of cytotoxic or antibacterial compounds. Whithin this field sixteen novel Co(III) ternary complexes with the general formula [Co(4N)(flav)](ClO4)2, where 4N = tris(2-aminoethyl)amine (tren) or tris(2-pyridylmethyl)amine (tpa) and flav = deprotonated form of differently substituted flavonols have been synthesized, characterized, and their cytotoxicity assayed under both normoxic and hypoxic conditions. Molecular structures of two free flavonols and seven complexes are also reported. In all the complexes the bioligands exhibited the expected (O,O) coordination mode and the complexes showed a slightly distorted octahedral geometry. Cyclic voltammetric studies revealed that both the substituents of the flavonoles and the type of 4N donor ligands had an impact on the reduction potential of the complex. The ones containing tren demonstrated significantly higher stability than the tpa analogues, making these former compounds promising candidates for the development of hypoxia-activated prodrug complexes. Tpa complexes showed higher activity against both selected human cancer cell lines (A549, A431) than their free ligand flavonols, indicating that the anticancer activity of the bioligand can be enhanced upon complexation. However, slight hypoxia-selectivity was found only for a tren complex (11) with moderate cytotoxicity.
- Subjects :
- Tris
Antineoplastic Agents
010402 general chemistry
Ligands
01 natural sciences
Biochemistry
Medicinal chemistry
Inorganic Chemistry
chemistry.chemical_compound
Flavonols
Coordination Complexes
Cell Line, Tumor
Octahedral molecular geometry
Humans
Cytotoxicity
chemistry.chemical_classification
Flavonoids
Molecular Structure
010405 organic chemistry
Ligand
Stereoisomerism
Cobalt
Prodrug
Cell Hypoxia
0104 chemical sciences
chemistry
Cell culture
Amine gas treating
Oxidation-Reduction
Subjects
Details
- ISSN :
- 18733344
- Volume :
- 217
- Database :
- OpenAIRE
- Journal :
- Journal of inorganic biochemistry
- Accession number :
- edsair.doi.dedup.....1727ceae0607d45f81c797192d731a4e