Coordinate bonding strategy for molecularly imprinted hydrogels: toward pH-responsive doxorubicin delivery

J Pharm Sci. 2014 Feb;103(2):643-51. doi: 10.1002/jps.23838. Epub 2014 Jan 6.

Abstract

Molecularly imprinted hydrogel (MIH) as drug delivery system has been studied. It still remains a challenge to construct the stimuli-responsive MIH. Here, we report a coordinate bond strategy for imprinting doxorubicin (Dox) in hydrogel capable of pH-responsive and sustained drug delivery. The imprinting condition such as template-monomer interactions induced by metal ion was carefully investigated by spectroscopic methods. The obtained Dox-MIH was evaluated by absorption and in vitro release experiments. It has been demonstrated that the cupric ion mediated interaction between Dox and 4-vinyl pyridine via coordination and the optimal coordinate ratio of Dox/Cu(2+) was 2:1. The rebinding amount of MIH to Dox was 2.7-fold that of nonimprinted hydrogel and the Dox-loaded MIH showed a pH-responsive release property. Not more than 10% of loaded drug was released from Dox-MIH at pH 7.2 during a time course of 7 days. However, near to 60% of loaded drug was sustainedly released at pH 5.0 during the same period. These results indicated that Dox-MIH with pH-responsive behavior possessed great promising as sustained-release delivery system of anticancer drug.

Keywords: cancer chemotherapy; complexation; controlled release; coordinate bonding; doxorubicin; drug delivery systems; hydrogel; molecular imprinting; pH response.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Absorption
  • Acrylamides / chemistry
  • Antibiotics, Antineoplastic / administration & dosage*
  • Antibiotics, Antineoplastic / chemistry
  • Antibiotics, Antineoplastic / pharmacokinetics
  • Chemistry, Pharmaceutical
  • Cross-Linking Reagents
  • Doxorubicin / administration & dosage*
  • Doxorubicin / chemistry
  • Doxorubicin / pharmacokinetics
  • Drug Delivery Systems
  • Hydrogels / chemistry*
  • Hydrogen-Ion Concentration
  • Methacrylates / chemistry
  • Solubility
  • Spectrophotometry, Ultraviolet
  • Spectroscopy, Fourier Transform Infrared
  • Thermodynamics

Substances

  • Acrylamides
  • Antibiotics, Antineoplastic
  • Cross-Linking Reagents
  • Hydrogels
  • Methacrylates
  • N-methylacrylamide
  • hydroxyethyl methacrylate
  • Doxorubicin