Renewable resources-based approach to biantennary glycolipids

Abstract

A new synthesis approach towards biantennary lipids of Guerbet glycoside type was developed based on oleic acid as sustainable resource. Functionalization of the double bond provided access to primary alcohols with α-branched C₁₉-skeleton. Formulation studies with corresponding lactosides indicated formation of vesicles with high assembly stability. A relatively narrow bimodal size distribution of the latter, which turns into a narrow unimodal distribution of small vesicles upon addition of an ionic cosurfactant, suggests potential for a vesicular drug delivery system.

Keywords: Biantennary glycolipids; Biosurfactant assembly; Guerbet glycosides; Oleic acid functionalization; Vesicles.