Agrobiology and Agrochemistry Department, University of Tuscia, Viterbo, Italy.
Molecules. 2009 Nov 17;14(11):4669-81. doi: 10.3390/molecules14114669.
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.
白皮杉醇（E-3,5,3',4'-四羟基二苯乙烯）是葡萄在应激条件下合成的一种植物抗毒素。由于儿茶酚部分的存在，它表现出很强的抗氧化和抗白血病活性。为了修饰一些物理性质，如溶解度和在非水介质中的混溶性，通过一种简单有效的方法，以良好的收率制备了一些新型的、以前未报道的具有亲脂性链的 A 环白皮杉醇衍生物。关键步骤是用 2-碘氧基苯甲酸（IBX）进行化学和区域选择性的芳族羟化。新化合物表现出抗氧化活性，有望作为多功能乳化剂在食品、化妆品和制药领域得到应用。
