http://www.cnr.it/ontology/cnr/individuo/prodotto/ID15670
Antioxidant properties of phenols. (Articolo in rivista)
- Type
- Label
- Antioxidant properties of phenols. (Articolo in rivista) (literal)
- Anno
- 2007-01-01T00:00:00+01:00 (literal)
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
- 10.1211/jpp.59.12.0010 (literal)
- Alternative label
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
- Pagina inizio
- Pagina fine
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- Selected and revised paper Conference: Workshop on Chemistry and Biology of Antioxidants, Location: Rome, ITALY, Date: JUL, 2007. (literal)
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#url
- http://onlinelibrary.wiley.com/doi/10.1211/jpp.59.12.0010/pdf (literal)
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- Rivista
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- Note
- Scopu (literal)
- ISI Web of Science (WOS) (literal)
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
- Instituto di Chimica Biomolecolare
del CNR, Via del Santuario, 110
Valverde (CT) 95028, Italy (literal)
- Titolo
- Antioxidant properties of phenols. (literal)
- Abstract
- The current understanding of the antioxidant properties of phenols (in homogeneous solutions) is
reviewed, with particular emphasis on the role of the solvent. Phenols (ArOH) are known to reduce
the rates of oxidation of organic matter by transferring a H atom (from their OH groups) to the
chain-carrying ROOo radicals, a mechanism that most likely involves a concerted transfer of the
hydrogen as a proton and of one electron between the two oxygen atoms, O-HoooOo (protoncoupled
electron transfer mechanism). The antioxidant capabilities of phenols are strongly reduced
by hydrogen-bond accepting solvents since the hydrogen-bonded molecules ArOHoooS are virtually
unreactive toward ROOo radicals. The magnitude of these kinetic solvent effects is determined by
the solute acidity a2H of ArOH (range 0 to 1) and solvent basicity b2H (range 0 to 1). Hydroxyl solvents
(alcohols) have a double effect on ArOH. On the one hand, they act as hydrogen-bond accepting
solvents and reduce the conventional rates of the ArOH + ROOo reaction. On the other hand, these
solvents favour the ionization of ArOH into their phenoxide anions ArO-, which may react with
ROOo very rapidly by electron transfer (sequential proton loss electron transfer mechanism). The
overall effect is therefore determined by the ionization degree of ArOH. Other aspects of the kinetics
and thermodynamics of ArOH + ROOo are also discussed. (literal)
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