New Lipophilic Piceatannol Derivatives Exhibiting Antioxidant Activity Prepared by Aromatic Hydroxylation with 2-Iodoxybenzoic Acid (IBX)

Autor: Roberta Bernini, Carmela Spatafora, Maurizio Barontini
Jazyk: angličtina
Rok vydání: 2009
Předmět:
Zdroj: Molecules, Vol 14, Iss 11, Pp 4669-4681 (2009)
Druh dokumentu: article
ISSN: 1420-3049
DOI: 10.3390/molecules14114669
Popis: Piceatannol (E-3,5,3’,4’-tetrahydroxystilbene) is a phytoalexin synthesized in grapes in response to stress conditions. It exhibits strong antioxidant and antileukaemic activities due to the presence of the catechol moiety. To modify some physical properties like solubility, and miscibility in non-aqueous media some new previously unreported piceatannol derivatives having lipophilic chains on the A-ring were prepared in good yields by a simple and efficient procedure. The key step was a chemo- and regioselective aromatic hydroxylation with 2-iodoxybenzoic acid (IBX). The new compounds showed antioxidant activity and seemed promising for possible applications as multifunctional emulsifiers in food, cosmetic and pharmaceutical fields.
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