title: A comparative study of the antioxidant power of flavonoid catechin and its planar analogue.
abstract: The antioxidant ability of the flavanol catechin and its planar derivative, catechin 1 (PC1), was explored using the DF/B3LYP theoretical approach. Their potentiality in the hydrogen abstraction and electron transfer reactions, the main working mechanisms of antioxidants, was evaluated by computing the values of two key parameters, which are the OH bond dissociation energy and the ionization potential. Results indicated that the effect of a planar arrangement in the catechin molecule is small in the case of the hydrogen abstraction but greater for the electron transfer, since the in vacuo ionization potential value decreases by about 3 kcal/mol. The reaction of these molecules with the hydroperoxyl radical (*)OOH indicated that the H(*) abstraction is faster with the planar catechin.
authors: Dipartimento di Chimica and Centro di Calcolo ad Alte Prestazioni per Elaborazioni Parallele e Distribuite-Centro d'Eccellenza MIUR, Universita' della Calabria, I-87030 Arcavacata di Rende (CS), Italy.
authors: Monica
authors: M
authors: Leopoldini
authors: Nino
authors: N
authors: Russo
authors: Marirosa
authors: M
authors: Toscano
mesh_terms: D000975:Antioxidants / Q000737:chemistry*; D002392:Catechin / Q000737:chemistry*; D005609:Free Radicals / Q000737:chemistry; D006861:Hydrogen Peroxide / Q000737:chemistry; D015394:Molecular Structure; D011794:Quercetin / Q000737:chemistry; D013816:Thermodynamics
chemical_list: D000975:Antioxidants; D005609:Free Radicals; D002392:Catechin; D011794:Quercetin; D006861:Hydrogen Peroxide