ABSTRACT

A new method of synthesizing tailored polymeric drug delivery systems by catalytic reactions on polymers is described. By controlled functionalization of a template polymer, key functional groups can be optimally attached to the base polymer to meet the requirements of a specific drug and its mode of action. By use of homogeneous catalysis, polybutadiene, was modified to incorporate the specialized requirements for controlled delivery of misoprostol to the stomach. An acid labile silyl ether bond to the C-11 hydroxyl of misoprostol was installed as the rate determining step for drug release, and a series of analogs, in which the steric hindrance about the silicon atom was varied, was prepared and evaluated for in vitro release rates, efficacy against indomethacin induced gastric damage and diarrheagenic activity.