Quantitative Estimation of the Hydrogen-Atom-Donating Ability of 4-Substituted Hantzsch Ester Radical Cations.

ABSTRACT: The purpose of this study is to investigate thermodynamic and kinetic properties on the hydrogen-atom-donating ability of 4-substituted Hantzsch ester radical cations (XRH^•+), which are excellent NADH coenzyme models. Gibbs free energy changes and activation free energies of 17 XRH^•+ releasing H^• [denoted as ΔG _HD ^o(XRH^•+) and ΔG _HD ^≠(XRH^•+)] were calculated using density functional theory (DFT) and compared with that of Hantzsch ester (HEH₂) and NADH. ΔG _HD ^o(XRH^•+) range from 19.35 to 31.25 kcal/mol, significantly lower than that of common antioxidants (such as ascorbic acid, BHT, the NADH coenzyme, and so forth). ΔG

SUBMITTER: Shen GB 

PROVIDER: S-EPMC8444320 | biostudies-literature | 2021 Sep

REPOSITORIES: biostudies-literature