The antioxidant properties of asymmetrically substituted tetra(meso-aryl)porphyrins with one phenolic substituent: The contribution of phenol and porphyrin fragments to antioxidant activity

Abstract

In this paper we synthesized a series of tetra(meso-aryl)porphyrins with phenolic hydroxyl group in one aromatic substituent and their analogs with methoxy group and estimated antioxidant activity of the compounds obtained by the ability to inhibit peroxidation (LPO) of brain lipids of laboratory mice (in vitro). The porphyrins having phenolic hydroxyl group at para-position in the meso-substituents exhibit the highest antioxidant activity in this model system. When studying the model reaction of ethylbenzene oxidation, the most high antiradical activity was revealed for the porphyrins with para-phenolic hydroxyl group, what is in agreement with their antioxidant activity. The introduction of additional electron donating groups into the phenolic moiety increases the reactivity of the hybrid molecule relatively free radicals.