Antioxidant Properties of Benzimidazoles 5-Hydroxybenzimidazoles have been shown to possess marked antioxidant properties. By contrast benzimidazole and its 2-alkyl derivatives have no direct antioxidant activity, but appear to function as retarders of metal-catalyzed autoxidations.As part of a study of oxidation of heterocyclic molecules related to their biological properties, oxidations of some benzimidazoles have been examined (Cole et al, 1974).Relevant to this work the ability of these compounds to function as antioxidants has been evaluated, leading to the discovery of a novel class of active antioxidants.
EXPERIMENTAL SECTIONBenzimidazole and its 2-alkyl derivatives were prepared by standard methods (Phillips, 1928); 5-hydroxybenzimidazoles were formed by Udenfriend oxidation of the parent compounds (Udenfriend et al., 1954). All compounds were shown to be pure by thin-layer chromatographic (tic) analysis (Cole et al., 1973). Squalene, vacuum distilled and filtered through grade I alumina under an atmosphere of nitrogen, was used as the substrate, for accelerated oxidations (in triplicate) at 60°under 1 atm pressure of oxygen.