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

Molecules

Roberta Bernini¹  Maurizio Barontini¹ 

[1] ¹Agrobiology and Agrochemistry Department, University of Tuscia, Via S. Camillo De Lellis, 01100 Viterbo, Italy ²Department of Chemical Sciences, University of Catania, Via A. Doria 6, I-95125 Catania, Italy

关键词: aromatic hydroxylation;    2-iodoxybenzoic acid (IBX);    lipophilic piceatannol derivatives;    lipophilic antioxidants;   

DOI  :  10.3390/molecules14114669

来源: mdpi

【 摘 要 】

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.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.