Novel Aminomethyl Derivatives of 4-Methyl-2-prenylphenol: Synthesis and Antioxidant Properties

Abstract

4-Methyl-2-prenylphenol (1) was synthesized from para-cresol and prenol, natural alcohol under the conditions of heterogeneous catalysis. A series of nine new aminomethyl derivatives with secondary and tertiary amino groups were obtained on the basis of compound 1. A comparative evaluation of their antioxidant properties was carried out using in vitro models. It was established that Mannich base with octylaminomethyl group has radical-scavenging activity, high Fe²⁺ -chelation ability as well as the ability to inhibit oxidative hemolysis of red blood cells.

Keywords: Mannich bases; alkylation; antioxidant activity; oxidative hemolysis; red blood cells; synthesis design.