Chemical functionalization of hyaluronic acid for drug delivery applications

Mater Sci Eng C Mater Biol Appl. 2014 May 1:38:177-85. doi: 10.1016/j.msec.2014.01.052. Epub 2014 Feb 7.

Abstract

Functionalized hyaluronic acid (HA) derivatives were obtained by ring opening mechanism of maleic anhydride (MA). FTIR and H(1) NMR spectroscopy were used to confirm the chemical linkage of MA on the hyaluronic acid chains. Thermal analysis (TG-DTG and DSC) and GPC data for the new products revealed the formation of new functional groups, without significant changes in molecular weight and thermal stability. New gels based on hyaluronic acid modified derivatives were obtained by acrylic acid copolymerization in the presence of a redox initiation system. The resulted circular and interconnected pores of the gels were visualized by SEM. The release profiles of an ophthalmic model drug, pilocarpine from tested gels were studied in simulated media. Evaluation of the cytotoxicity and cell proliferation properties indicates the potential of the new systems to be used in contact with biological media in drug delivery applications.

Keywords: Acrylic acid; Functionalized hyaluronic acid; Gels; Pilocarpine; Ring opening mechanism.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Calibration
  • Cell Death / drug effects
  • Cell Line
  • Chromatography, Gel
  • Drug Delivery Systems / methods*
  • Gels / chemistry
  • Glucans / chemistry
  • Humans
  • Hyaluronic Acid / chemistry*
  • Kinetics
  • Magnetic Resonance Spectroscopy
  • Microscopy, Electron, Scanning
  • Pilocarpine / pharmacology
  • Spectroscopy, Fourier Transform Infrared
  • Temperature
  • Thermogravimetry

Substances

  • Gels
  • Glucans
  • Pilocarpine
  • pullulan
  • Hyaluronic Acid