Issue 18, 2019

Physical properties, ligand substitution reactions, and biological activity of Co(iii)-Schiff base complexes

Abstract

Four cobalt(III) complexes of the general formula [Co(Schiff base)(L)2]+, where L is ammonia (NH3) or 3-fluorobenzylamine (3F-BnNH2), were synthesized. The complexes were characterized by NMR spectroscopy, mass spectrometry, and X-ray crystallography. Their electrochemical properties, ligand substitution mechanisms, and ligand exchange rates in aqueous buffer were investigated. These physical properties were correlated to the cellular uptake and anticancer activities of the complexes. The complexes undergo sequential, dissociative ligand substitution, with the exchange rates depending heavily on the axial ligands. Eyring analyses revealed that the relative ligand exchange rates were largely impacted by differences in the entropy, rather than enthalpy, of activation for the complexes. Performing the substitution reactions in the presence of ascorbate led to a change in the reaction profile and kinetics, but no change in the final product. The cytotoxic activity of the complexes correlates with both the ligand exchange rate and reduction potential, with the more easily reduced and rapidly substituted complexes showing higher toxicity. These relationships may be valuable for the rational design of Co(III) complexes as anticancer or antiviral prodrugs.

Graphical abstract: Physical properties, ligand substitution reactions, and biological activity of Co(iii)-Schiff base complexes

Supplementary files

Article information

Article type
Paper
Submitted
12 ربيع الأول 1440
Accepted
05 جمادى الأولى 1440
First published
17 جمادى الأولى 1440

Dalton Trans., 2019,48, 5987-6002

Author version available

Physical properties, ligand substitution reactions, and biological activity of Co(III)-Schiff base complexes

A. P. King, H. A. Gellineau, S. N. MacMillan and J. J. Wilson, Dalton Trans., 2019, 48, 5987 DOI: 10.1039/C8DT04606A

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