Naslov
Investigation of the radical scavenging potency of hydroxybenzoic acids and their carboxylate anions

Autori
Marković, Zoran ; Đorović, Jelena ; Dimitrić Marković, Jasmina ; Živić, Miroslav ; Amić, Dragan

Izvornik
Monatshefte für Chemie (0026-9247) 145 (2014), 6; 953-962

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
antioxidative activity; hydrohybenzoic acids; carboxylate anions; bond dissociation enthalpy; proton affinity

Sažetak
In this article, the antoxidative mechanisms HAT, SPLET, and SET-PT of the ortho-, meta-, and para-hydroxybenzoic acids and corresponding carboxylate anions with different radicals (OO-, OH, OOH, and CH3OO) were investigated. For this reason, the DHBDE, DHIP, and DHPA values of the corresponding reactions in different solvents (water, DMSO, pentylethanoate, and benzene) were examined. For this purpose, the M05-2X/6-311++G(d, p) and B3LYP-D2/6-311++G(d, p) theoretical models were applied. Although the B3LYP-D2 method produced lower reaction enthalpy values, both theoretical models exhibited the same trend. It was found that SET-PT is not a favorable reaction path for any hydroxybenzoic acids and their anions with any radicals in any solvents. No anion reacts with -O2, whereas meta- and para-hydroxybenzoic acids react with -O2 only in nonpolar solvents. In all other cases, the HAT and SPLET mechanisms are competitive. Which of them is dominant depends on the properties of the acids, anions, radicals, and solvents.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA