Novel sugar bola-amphiphiles with a pseudo macrocyclic structure

Novel bola-amphiphilic compounds have been synthesised with d-glucose or d-galactose moieties as polar head groups. The sugar groups are coupled to the hydrophobic bridge, a chain of ten or twelve methylene groups, by an amide function at the C-2 site (2-alkylamido-2-deoxy-d-glucose derivative) or a glycuronamido function at the C-6 site. The former series is glycosylated with a cinnamyl group and the latter with octyl or decyl groups to afford pseudo macrocyclic compounds.