L-Rhamnose and Phenolic Esters based Monocatenar and Bolaform Amphiphiles: Ecocompatible Synthesis, Determination of their Antioxidant, Eliciting and Cytotoxic Properties

Abstract

Symmetrical and dissymmetrical bolaforms were prepared with good to high yields from unsaturated L-rhamnosides and phenolic esters (ferulic, phloretic, coumaric, sinapic and caffeic) using two eco-compatible synthetic strategies involving glycosylation, enzymatic synthesis and cross-metathesis under microwaves activation. Furthermore, some of these new compounds present good eliciting properties depending on the carbon chain length and on the nature of the hydrophilic head. Their respective antioxidant activities have been also evaluated as well as their cytotoxic properties on dermal cells for cosmetic uses.