New C-23 modified of silybin and 2,3-dehydrosilybin:synthesis and preliminary evaluation of antioxidant properties

It's described an efficient synthetic strategy to obtain a variety of new silybin and 2,3-dehydrosilybin (DHS) derivatives in which the 23-hydroxyl group was converted to a sulfate, phosphodiester, or amine group, using a solution-phase approach. The antioxidant properties of the new compounds were evaluated in a cellular model in vivo and most of them displayed an antioxidant activity comparable or higher to silybin and DHS. These results confirmed the assumption that modifications in position C–23 do not affect the radical scavenging activity of these analogues. With the final goal to expand the repertoire of silybin and DHS C-23 modified, it's described the synthesis and preliminary evaluation of antioxidant properties of a variety of new silybin and DHS conjugated with different labels through a phosphodiester bond. The antioxidant properties of the synthesized compounds were determined by free radical scavenging (DPPH) assays.