Synthesis and degradation characteristics of salicylic acid-derived poly(anhydride-esters)

Biomaterials. 2000 Oct;21(19):1941-6. doi: 10.1016/s0142-9612(00)00073-9.

Abstract

A biodegradable poly(anhydride-ester) was synthesized by melt condensation polymerization of the acetylated monomer to yield a novel polymeric prodrug. The polymer we have synthesized is composed of alkyl chains linked by ester bonds to aromatic moieties, specifically salicylic acid--the active component of aspirin. With the medicinal properties attributed to salicylic acid and the ease of metabolism, the incorporation of this compound into a polymer backbone yields a polymeric prodrug that may have potential in a variety of applications (i.e., inflammatory bowel disease). For these reasons, we have designed a synthetic scheme that yields the desired poly(anhydride-ester). The in vitro hydrolytic degradation of these polymers has been performed and results indicate that the polymer degradation rate is pH-dependent.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anhydrides / chemical synthesis*
  • Anhydrides / chemistry
  • Biocompatible Materials / chemical synthesis*
  • Biocompatible Materials / chemistry*
  • Esters / chemical synthesis
  • Esters / chemistry
  • Hydrolysis
  • Polymers / chemical synthesis
  • Polymers / chemistry
  • Salicylic Acid*

Substances

  • Anhydrides
  • Biocompatible Materials
  • Esters
  • Polymers
  • Salicylic Acid