SYNTHESIS, CHARACTERIZATION AND ANTIOXIDATIVE PROPERTIES OF THE FIRST BIGINELLI-BASED ORGANOGELS

Abstract

Organogels are semi-solid materials in which gelator molecules in the presence of chosen organic solvent compose self-assembled mesh structure that prevent solvent to flow. During a past few decades, the application of different organogel systems into numerous areas of materials science has been approved (e. g. drug delivery). Considering crucial importance in biotechnology we synthetized self-assembled organogels and investigated their antioxidative activity. The Biginelli reaction is common and efficient for creation of 1,2,3,4- tetrahydropyrimidin-2(1H)-ones (THPM) from a β-ketoester, an aldehyde, and a urea/thiourea. Therefore, the monomers were prepared via Biginelli reaction using divanillin-based aldehydes, urea, and 2-(acetoacetoxy) ethyl methacrylate (AEMA) as reactants. The gels were prepared using appropriated monomer in DMSO as an organogelator. The synthetized gels were characterized by 1H NMR spectroscopy, SEM and rheology. All prepared gels showed high antioxidative capacity measured by EPR. This report of an antioxidant self-assembled organogels presents a new and first application of the Biginelli reaction as well as Biginelli hybrids in materials science.