A green approach to the synthesis of novel phytosphingolipidyl β-cyclodextrin designed to interact with membranes

Beilstein J Org Chem. 2014 Nov 12:10:2654-7. doi: 10.3762/bjoc.10.278. eCollection 2014.

Abstract

This work reports the synthesis of a new family of mono-substituted amphiphilic cyclodextrins using a green methodology. Reactions using greener and safer catalysts with more environmentally friendly purification solvents were performed. Four unreported mono-substituted cyclodextrins bearing a phytosphingolipidyl chain and a fatty acid chain (C10, C12, C14 and C18) were successfully obtained with a promising yield.

Keywords: fatty ester; green chemistry; lipase; mono-substituted amphiphilic cyclodextrins; peptide Coupling; solvent-free medium; transesterification.