Abstract

A series of benzotriazole, cyclic amides and pyrimidine derivatives, containing 2,6-di-tert-butyl-phenol fragments, were synthesized. The redox properties of obtained compounds were studied using the cyclic voltammetry on a platinum electrode in acetonitrile. The oxidation potentials of all substances were comparable to those of BHT. The obtained compounds were tested for their antibacterial activity, and N-(2-(3,5-di-tert-butyl-4-hydroxyphenyl)-2-oxoethyl)isatin (32 μg/mL) exerted good activity against Staphylococcus aureus.

Highlights

  • Oxidative destruction plays an important role in biochemical processes

  • Free radicals and reactive oxygen species induce the oxidative damage of cell membranes, lipids, proteins, and DNA repair system breakdown that is connected with many degenerative diseases, such as cancer, atherosclerosis, Alzheimer’s disease [1,2,3]

  • 4th position of the phenolic ring strongly influences on the antioxidant activity

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Summary

Introduction

Oxidative destruction plays an important role in biochemical processes. Free radicals and reactive oxygen species induce the oxidative damage of cell membranes, lipids, proteins, and DNA repair system breakdown that is connected with many degenerative diseases, such as cancer, atherosclerosis, Alzheimer’s disease [1,2,3]. The main defense mechanism of the body is the use of antioxidants, aiming to scavenge free radicals and inhibit oxidative stress processes, because of their ability to break the chain process of free radical oxidation [4]. They either naturally generated in situ (endogenous antioxidants), or are externally provided through foods (exogenous antioxidants) [5]. The efficacy of 2,6-di-tert-butylphenols as inhibitors of oxidative destruction of hydrocarbons is determined by the nature of ortho-alkyl groups and the group in the para-position of the aromatic ring, which affects the stability of the phenoxyl radicals generated during oxidation [13,14,15]

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