Density Functional Predictions of Antioxidant Activity and UV Spectral Features of Nasutin A, Isonasutin, Ellagic Acid, and One of Its Possible Derivatives

The antioxidant ability of ellagic acid and some of its derivatives was explored at density functional level of theory within the framework of the following three different reaction mechanisms: hydrogen atom transfer (HAT), electron transfer followed by proton transfer (SET-PT), and sequential proton loss electron transfer (SPLET). Computations were performed in gas phase and in both water and methanol media. Results show that the HAT mechanism is preferred by this class of compounds in all environments, although, in principle, polar solvents should promote the SET-PT and SPLET mechanisms. Among the considered compounds, the derivative not yet experimentally characterized seems to be the most promising candidate as antioxidant. For a more detailed spectroscopic characterization and to help in the identification of these compounds, the simulated UV spectra of all investigated molecules were done by using the time-dependent formulation of density functional theory (TDDFT).