Comparative density functional study of antioxidative activity of the hydroxybenzoic acids and their anions

Authors

ZORAN MARKOVIC
JELENA DJOROVIC
JASMINA M. DIMITRIC MARKOVIC
RADOMIR BIOCANIN
DRAGAN AMIC

DOI

10.3906/kim-1503-89

Abstract

Hydroxybenzoic acids (HBAs) and their anions play an important role in the food and pharmaceutical industries because of their antioxidant activity. In this study, we examined the mechanisms of the free radical scavenging action of HBAs and their anions using density functional theory (DFT) methods. Reaction enthalpies related to the mechanisms of free radical scavenging by the investigated species were calculated by DFT methods in water, DMSO, pentylethanoate, and benzene. Hydrogen atom transfer (HAT) is a preferred reaction pathway in benzene, while sequential proton loss electron transfer (SPLET) is a predominant reaction pathway in polar solvents, water, and DMSO for all species. For anions of HBAs, HAT and SPLET mechanisms in pentylethanoate are competitive, while SPLET is the most probable pathway in the case of HBAs.

Keywords

Hydroxybenzoic acids, HAT, BDE, SPLET

First Page

499

Last Page

509

Recommended Citation

MARKOVIC, ZORAN; DJOROVIC, JELENA; MARKOVIC, JASMINA M. DIMITRIC; BIOCANIN, RADOMIR; and AMIC, DRAGAN (2016) "Comparative density functional study of antioxidative activity of the hydroxybenzoic acids and their anions," Turkish Journal of Chemistry: Vol. 40: No. 3, Article 12. https://doi.org/10.3906/kim-1503-89
Available at: https://journals.tubitak.gov.tr/chem/vol40/iss3/12