Preparation and characterization of a novel series of amphiphilic phospholipids compounds
Abstract
For application of phospholipids compounds in drug permeation field, a novel series of amphiphilic phospholipids compounds containing different aliphatic chains as the hydrophobic tail groups and phosphorylcholine as the hydrophilic head groups were synthesized in three steps: preparation of hydroxyalkyl methacrylate by the reaction of various aliphatic chain diols with α-methacryloyl chloride; preparation of 2-(2-oxo-1,3,2-dioxaphospholoyloxy)alkyl methacrylate by the reaction of hydroxyalkyl methacrylate with 2-chloro-2-oxo-1,3,2-dioxaphospholane; preparation of the amphiphilic phospholipids compounds by the ring-opening reaction of 2-(2-oxo-1,3,2-dioxaphospholoyloxy)alkyl methacrylate in the presence of trimethylamine. The chemical structure of the amphiphilic phospholipids compounds were supported by Fourier transform infrared spectroscopy and 1H NMR. © 2008 Wiley Periodicals, Inc. J Appl Polym Sci, 2008