Article: Liquid-Phase Theoretical Antioxidant Activity Trend of Some Cinnamic Acid Antioxidants

ABSTRACT:

The trend in antioxidant activity of four cinnamic acid antioxidants, derived on the basis of their liquid-phase phenolic O-H bond dissociation enthalpies, is determined theoretically, with the aid of the polarizable continuum model at the density functional theory level. Three solvents, differing in their hydrogen-bonding ability and polarity-n-heptane, acetonitrile, and ethanol-were used to model different environmental situations. The trends in solution-phase antioxidant activity appeared different in each solvent; still, the theoretical antioxidant activity trend derived in n-heptane was in excellent agreement with the experimental one in the lipid systems and the gas-phase ...

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