Premium
Study of scavenging action of zingerone towards the OH radical: formation of vanillin and ferulic acid
Author(s) -
Prasad Ajit Kumar,
Mishra P. C.
Publication year - 2014
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.3200
Subject(s) - chemistry , vanillin , radical , ferulic acid , scavenging , hydrogen atom abstraction , polarizable continuum model , density functional theory , computational chemistry , aqueous solution , photochemistry , organic chemistry , solvent , solvent effects , antioxidant , chromatography
The scavenging action of zingerone, a phenolic anti‐oxidant, toward the hydroxyl radical has been studied employing density functional theory. All the relevant potential energy surface extrema were located by optimizing geometries of the reactant complexes, transition states, and product complexes in gas phase. Solvent effect of aqueous media was treated by performing single point energy calculations using the polarizable continuum model. It has been shown how following certain steps of hydrogen abstraction and addition reactions and using a few OH radicals along with zingerone or its degradation products, two other anti‐oxidants, namely vanillin and ferulic acid can be formed. The mechanism of anti‐oxidant action of zingerone through single electron transfer has also been studied. Copyright © 2013 John Wiley & Sons, Ltd.