A Correlation between the Electrochemical Behavior, and Antibacterial Activity of Some S-Triazino-Benzimidazoles

The electrochemical behavior of the biologically active redox chemicals is essential in point of view antibacterial activity. In some cases, the electronic exchanges are coupled to chemical reactions that produce new oxidative or reductive species, which might form electrodeposits. This contribution presents a comparative study of the antibacterial activities and the anodic oxidation of S-triazino-benzimidazole derivatives substituted at the triazine ring with phenyl, 4-fluorophenyl and pentafluorophenyl groups. By combining bactericidal screening against E. coli, P. aeruginosa, S. aureus, and S. typhimurium, to a cyclic voltammetry investigation, it was revealed that the fluorine phenyl substituents in the S-triazine benzimidazole derivatives enhance the electrons ejection to the platinum disk and the subsequent chemical reactions. Additionally, by cycling of potential the non-fluorinated chemical produces a rather passive film on the electrode surface, whereas the fluorinated ones generate electroactive and electrocatalytic coatings. Comparing the results obtained with S-triazino-benzimidazole derivatives to those with 2-aminobenzimidazole, plausible mechanisms of their bactericidal action are suggested.