Synthesis, Luminescent Properties, and Biological Activity of Lanthanide Complexes with Substituted 1,2,3-Triazoles
摘要
Heterocyclic compounds are of interest for the synthesis of pharmaceuticals, and the development of their delivery systems is of particular importance for improving the biopharmaceutical aspects of therapy. In this regard, substituted 1,2,3-triazoles are of interest, as they can bind to various enzymes and receptors, exhibiting high biological activity. Currently, 1,2,3-triazoles, as a class of N-heterocyclic compounds, due to their dual functionality, are used as both pharmacophores and linkers in molecular synthesis strategies. The paper focuses on the synthesis and properties of new europium and terbium chelates with substituted 1,2,3-triazoles TR1 and TR2. Targeted synthesis of 1,2,3-triazoles was carried out to increase solubility and improve complexation with lanthanide ions. 1,10-Phenanthroline and 2,4-pentanedione were used as sensitizing chromophore ligands. The synthesized complexes exhibit high luminescent characteristics. Cellular cytotoxicity was studied for an individual 1,2,3-triazole ligand and terbium chelate. It has been shown that bis-1,3-(4-methylcarboxyl-1,2,3-triazol-1-yl)benzene selectively acts on human duodenal adenocarcinoma cells, exhibiting a high activity of 63.0 ± 4.7 μM. This compound is not toxic to human hepatocytes. The luminescent terbium complex [Tb(AcAc)3(TR2)] does not exhibit cytotoxicity in the studied cell lines and can be used as an optical probe without a destructive effect on cells in vivo. Efficient solubilization of substituted 1,2,3-triazoles TR1 and TR2 and heteroleptic complexes in the structure of the lyotropic mesophase Pluronic P123/dimethylsulfoxide allows their use in biotic systems.