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Lipophilic phenolic antioxidants: correlation between antioxidant profile, partition coefficients and redox properties.

Authors :
Roleira FM
Siquet C
OrrĂ¹ E
Garrido EM
Garrido J
Milhazes N
Podda G
Paiva-Martins F
Reis S
Carvalho RA
Silva EJ
Borges F
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.)

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