Cytotoxic and Luminescent Properties of Novel Organotin Complexes with Chelating Antioxidant Ligand

A novel polydentate chelating antioxidant ligand and series of organotin complexes on its base were synthesized and characterized by NMR H-1, C-13, Sn-119, IR spectroscopy, X-ray, and elemental analysis. Their antioxidant activity was evaluated in DPPH and NBT-tests, and as lipoxygenase inhibitory activity. It was shown that ligand alone is a radical scavenger, while introducing tin in the structure of the compound significantly decreases its activity. For the ligand alone the ability to strongly suppress the formation of advanced glycation end products (AGEs) was shown, which may be associated with the established antiradical activity. All synthesized compounds appeared to be moderate lipoxygenase inhibitors. The stability of compounds to hydrolysis under different pH was estimated. The ligand undergoes decomposition after about an hour, while organotin complexes on its base demonstrate vast stability, showing signs of decomposition only after 5 h of experimentation. Cytotoxicity of compounds was studied by standard MTT-test, which showed unorthodox results: the ligand itself demonstrated noticeable cytotoxicity while the introduction of organotin moiety either did not affect the toxicity levels or reduced them instead of increasing. Organotin complexes possess luminescence both as powders and DMSO solutions, its quantum yields reaching 67% in DMSO. The combination of luminescence with unique cytotoxic properties allows us to propose the synthesized compounds as perspective theranostic agents.

Automated summary

A novel polydentate chelating antioxidant ligand and its series of organotin complexes were synthesized and characterized. The ligand exhibited radical scavenging activity while the introduction of tin decreased its activity. The synthesized compounds showed moderate lipoxygenase inhibitory activity and different stability to hydrolysis under various pH conditions. These compounds also possess luminescence and unique cytotoxic properties, making them potential theranostic agents.