Regioselective synthesis of diacylglycerol rosmarinates and evaluation of their antioxidant activity in fibroblasts (pages 1159–1170)
Erwann Durand, Christelle Bayrasy, Mickaël Laguerre, Nathalie Barouh, Jérôme Lecomte, Thierry Durand, Laurence Balas, Chantal Wrutniak-Cabello, Gérard Cabello and Pierre Villeneuve
Article first published online: 23 FEB 2015 | DOI: 10.1002/ejlt.201400607
A series of new model of lipophilized phenolic compound (1,2-diacylglycerol rosmarinate, RDAG) were synthesized through a chemo-enzymatic synthesis. In terms of antioxidant activity assessed in fibroblasts, all synthesized RDAG exhibited higher ROS inhibition level than free rosmarinic acid. RDAG with two lauryl chains (RDAG12) displayed the best antioxidant ability of the series, with higher activity than vitamins E and C. These results confirm that linking an appropriate hydrophobic domain is a powerful strategy to synthesize effective antioxidants.