Macromolecular prodrugs XI. Synthesis and characterization of polymer-estradiol conjugate

Int J Pharm. 2004 Nov 5;285(1-2):35-41. doi: 10.1016/j.ijpharm.2004.07.013.

Abstract

Estradiol-3-benzoate (EB), an ester derivative of the main oestrogen hormone estradiol, was chemically modified and bound to poly(alpha,beta-(N-2-hydroxyethyl-DL-aspartamide))-poly(alpha,beta-(N-2-aminoethyl-DL-aspartamide)) copolymer (PAHA). EB was first converted to estradiol-3-benzoate-17-(benzotriazole-1-carboxylate), which readily reacted with amino groups in PAHA affording the polymer-drug conjugate PAHA-EB. In PAHA-EB estradiol moiety was covalently bound to the polymeric carrier by carbamate linkage, through non-toxic ethylenediamine spacer. The synthesized compound is a potential hydrosoluble estradiol prodrug.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Chemistry, Pharmaceutical / methods
  • Drug Delivery Systems / methods
  • Drug Delivery Systems / trends
  • Estradiol / analogs & derivatives*
  • Estradiol / chemical synthesis*
  • Macromolecular Substances / chemical synthesis*
  • Molecular Structure
  • Peptides / chemical synthesis*
  • Polymers / chemical synthesis*
  • Prodrugs / chemical synthesis*
  • Technology, Pharmaceutical / methods

Substances

  • Macromolecular Substances
  • Peptides
  • Polymers
  • Prodrugs
  • alpha,beta-poly((2-hydroxyethyl)-aspartamide)
  • estradiol 3-benzoate
  • Estradiol