Macromolecular prodrugs of ribavirin combat side effects and toxicity with no loss of activity of the drug

Chem Commun (Camb). 2013 Apr 4;49(26):2643-5. doi: 10.1039/c3cc00315a.

Abstract

Chemi-enzymatic synthesis of ribavirin acrylate and subsequent RAFT co-polymerization with acrylic acid afforded a formulation of a broad spectrum antiviral drug which avoids accumulation in erythrocytes, the origin of the main side effect of ribavirin. In cultured macrophages the macromolecular prodrugs exhibited decreased toxicity while maintaining the anti-inflammatory action of ribavirin.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acrylates / chemical synthesis
  • Acrylates / chemistry
  • Acrylates / pharmacology*
  • Animals
  • Cells, Cultured
  • Dose-Response Relationship, Drug
  • Macromolecular Substances / chemical synthesis
  • Macromolecular Substances / chemistry
  • Macromolecular Substances / pharmacology
  • Macrophages / drug effects*
  • Macrophages / metabolism
  • Mice
  • Molecular Conformation
  • Nitric Oxide / antagonists & inhibitors
  • Nitric Oxide / biosynthesis
  • Prodrugs / chemical synthesis
  • Prodrugs / chemistry
  • Prodrugs / pharmacology*
  • Ribavirin / chemical synthesis
  • Ribavirin / chemistry
  • Ribavirin / pharmacology*
  • Structure-Activity Relationship

Substances

  • Acrylates
  • Macromolecular Substances
  • Prodrugs
  • Nitric Oxide
  • Ribavirin
  • acrylic acid