An exploratory study on the peroxyl-radical-scavenging activity of 2,6-dimethyl-5-hepten-2-ol and its heterocyclic analogues

摘要: Abstract The structural properties and radical scavenging activity of 2,6-dimethyl-5-hepten-2-ol ( 1 ) its new heterocyclic analogues, i.e. 2-methyl-4-(5-methylfuran-2-yl)-butan-2-ol 2 2-methyl-4-(5-methylthiophen-2-yl)-butan-2-ol 3 have been studied by using the experimental theoretical methods for first time. Activity title compounds against peroxyl was determined standard fluorimetric test, Oxygen Radical Absorbance Capacity assay (ORAC FL ). Furthermore, electron-donating ability odorants has evaluated colorimetric ABTS assay. According to results obtained from ORAC test characterized highest in comparison with novel counterparts. Nevertheless, all investigated exhibited pronounced anti-peroxyl comparable that exerted one most prominent antioxidant among monoterpene alcohols, linalool. On other hand, relatively low capacity quench cation ABTS. Theoretical calculations based on Density Functional Theory (DFT) method hybrid functional B3LYP were carried out order investigate selected electronic including geometrical parameters as well energy frontier molecular orbitals parent molecules resulting radicals. possible mechanism peroxyl-radical-scavenging thermodynamic descriptors such bond dissociation enthalpies (BDEs) ionization potentials (IPs). These data pointed relevance HAT analogues polar non-polar medium.