Novel in Vitro Antioxidant Estimation of Phenolic Compounds and Molecular Modeling Studies

QSAR Assessing the Efficiency of Antioxidants in the Termination of Radical-Chain Oxidation Processes of Organic Compounds

“…In these studies, indicative variables were used jointly with quantum-chemically calculated descriptors (energies of the frontier molecular orbitals E HOMO and E LUMO , difference in the heats of formation of phenol and its radical (ΔΔH R ), bond dissociation enthalpies etc.) [ 28 , 29 , 30 , 31 , 32 , 33 , 34 ]. However, all these works are built on fairly narrow sets of similar compounds, e.g., the effect of para-substituents on the antioxidant activity of 10 and 27 phenol derivatives was studied in works [ 28 ] and [ 29 ], respectively.…”

“…In work [ 32 ], moderate correlations for 30 Schiff bases were obtained between antiradical activity and quantum chemistry descriptors including the bond dissociation enthalpies related to the first and second hydrogen atom transfer (BDE and BDEd), the number of OH groups (nOH); the spin density of the active OH groups (SD); and the free enthalpy of the reaction of the reactivity of phenolic Schiff bases with the DPPH radical (ΔG). Work [ 33 ] reported that the antioxidant activity of phenols correlates with electron affinity (EA) and hardness (η) calculated with AM1 and PM3. The authors of work [ 34 ] based on 15 antioxidants built a QSAR model with high values of statistical parameters using enthalpy of homolytic dissociation of OH bonds (BDE-OH) and ionization potential (IP), and two lipophilic parameters, lipophilicity (LogP) and relative lipophilicity (LogD).…”