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Lipophilic phenolic antioxidants: correlation between antioxidant profile, partition coefficients and redox properties.
- Source :
-
Bioorganic & medicinal chemistry [Bioorg Med Chem] 2010 Aug 15; Vol. 18 (16), pp. 5816-25. Date of Electronic Publication: 2010 Jul 01. - Publication Year :
- 2010
-
Abstract
- Lipophilic compounds structurally based on caffeic, hydrocaffeic, ferulic and hydroferulic acids were synthesized. Subsequently, their antioxidant activity was evaluated as well as their partition coefficients and redox potentials. The structure-property-activity relationship (SPAR) results revealed the existence of a clear correlation between the redox potentials and the antioxidant activity. In addition, some compounds showed a proper lipophilicity to cross the blood-brain barrier. Their predicted ADME properties are also in accordance with the general requirements for potential CNS drugs. Accordingly, one can propose these phenolic compounds as potential antioxidants for tackling the oxidative status linked to the neurodegenerative processes.<br /> (Copyright 2010 Elsevier Ltd. All rights reserved.)
- Subjects :
- Cinnamates chemistry
Cinnamates pharmacology
Lipid Peroxidation drug effects
Oxidation-Reduction
Phenylpropionates chemistry
Phenylpropionates pharmacology
Structure-Activity Relationship
Antioxidants chemistry
Antioxidants pharmacology
Lipids chemistry
Lipids pharmacology
Phenols chemistry
Phenols pharmacology
Subjects
Details
- Language :
- English
- ISSN :
- 1464-3391
- Volume :
- 18
- Issue :
- 16
- Database :
- MEDLINE
- Journal :
- Bioorganic & medicinal chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 20650639
- Full Text :
- https://doi.org/10.1016/j.bmc.2010.06.090