Quinones as free-radical fragmentation inhibitors in biologically important molecules.

Effects of a number of quinones and diphenols of various structures on free-radical fragmentation processes taking place in alpha-diols, glycerol, 2-aminoethanol, glycero-1-phosphate, ethylene glycol monobutyrate, maltose, and some lipids were investigated. Quinone additions have been found to change the direction of free-radical transformations of the compounds cited above by inhibiting formation of the respective fragmentation products owing to oxidation of radicals of the starting compounds. The results obtained and literature data available allow a suggestion to be made that the system quinone/diphenol is able to not only deactivate or generate such active species as O2.- but also control the realization probability of free-radical processes of peroxidation and fragmentation in biologically important molecules.

Effects of phenolic compounds on reactions involving various organic radicals.

Investigation of effects produced by 26 various phenol and diphenol derivatives, including industrial and natural antioxidants (ionol, bis-phenol 2246, alpha-tocopherol), on final product yields of radiation-induced free-radical processes involving peroxyl, alkyl, alpha-hydroxyalkyl and alpha,beta-dihydroxyalkyl radicals has been performed. Ionol and bis-phenol 2246 have been shown to be more effective than alpha-tocopherol or diphenol derivatives in suppressing hydrocarbon oxidation processes. At the same time, alpha-tocopherol and its water-soluble analogues, as well as diphenol-based substances, are more effective than phenol derivatives in regulating various homolytic processes involving carbon-centered radicals. This fact can be accounted for by taking into consideration the contribution to formation of the final product set and the respective yields made by semiquinone radicals and compounds with quinoid structure arising in the course of homolytic transformations in systems containing diphenol derivatives.