An improved approach to poly(ester-carbonate) conjugates

J Biomater Sci Polym Ed. 2012;23(1-4):375-89. doi: 10.1163/092050610X551952. Epub 2011 Jan 21.

Abstract

A novel poly(ester-carbonate) (P(LA-co-NPC)) with activated pendant carboxyl groups was synthesized by ring-opening polymerization of L-lactide (LA) and 2-methyl-2-(4-nitrophenoxycarbonyl)-propylene carbonate (NPC) with diethyl zinc (ZnEt(2)) as catalyst. GPC and NMR studies confirmed the co-polymer structure. The pendant 4-nitrophenyl carboxylate groups can react with amino-containing molecules, such as 3,6,9-trioxa-1,11-undecanediamine, doxorubicin and chitosan under mild conditions. Therefore, any amino-containing molecules of biomedical interests can be conjugated to P(LA-co-NPC) efficiently and easily. The biocompatibility of the co-polymer was tested using L929 cell line, indicating that P(LA-co-NPC) is a promising biomedical material.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amines / chemistry
  • Ammonia / chemistry
  • Biocompatible Materials / chemical synthesis*
  • Biocompatible Materials / chemistry*
  • Biocompatible Materials / toxicity
  • Carbonates / chemistry*
  • Cell Line
  • Nitrophenols / chemistry
  • Polyesters / chemistry*
  • Polymerization
  • Temperature

Substances

  • Amines
  • Biocompatible Materials
  • Carbonates
  • Nitrophenols
  • Polyesters
  • Ammonia