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  5. New lipophilic piceatannol derivatives exhibiting antioxidant activity prepared by aromatic hydroxylation with 2-iodoxybenzoic acid (IBX)

New lipophilic piceatannol derivatives exhibiting antioxidant activity prepared by aromatic hydroxylation with 2-iodoxybenzoic acid (IBX)

Author(s)
Bernini, Roberta
Barontini, Maurizio
Spatafora, Carmela
Date Issued
2009
Type
Article
DOI
10.3390/molecules14114669
Abstract
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.
Additional information
L'articolo è disponibile sul sito dell'editore: http://www.mdpi.com
Citation
Bernini R., Barontini M., Spatafora C. 2009. New lipophilic piceatannol derivatives exhibiting antioxidant activity prepared by aromatic hydroxylation with 2-iodoxybenzoic acid (IBX). "Molecules" 14: 4669-4681
Subjects

Aromatic hydroxylatio...

2-Iodoxybenzoic acid ...

Lipophilic piceatanno...

Lipophilic antioxidan...

Handle
http://hdl.handle.net/2067/1734
File(s)
Thumbnail Image
Name

Molecules 2009 (14) 1669-4681.pdf

Size

384.1 KB

Format

Adobe PDF

Checksum (MD5)

fe8ee36c4ccacdc9c1bc54f92452dbf1

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Sponsor(s)
Ministero dell’Università e della Ricerca Scientifica e Tecnologica - Università degli Studi della Tuscia -Università di Catania (Progetti di Ricerca di Ateneo)

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