Development of a novel method for the preparation of thiolated polyacrylic acid nanoparticles

Pharm Res. 2006 Sep;23(9):2183-9. doi: 10.1007/s11095-006-9087-1. Epub 2006 Aug 9.

Abstract

Purpose: To develop a novel method for the preparation of thiolated polyacrylic acid nanoparticles via ionic gelation.

Materials and methods: In a first step nanoparticles were generated by ionotropic gelation of polyacrylic acid (PAA) of three different molecular weights (100, 240 and 450 kDa) and various cations including Ca2+, Mg2+, Zn2+, Al3+ and Fe3+. Via in vitro characterization of the particles (particle size, size distribution and zeta potential) the optimal preparation conditions were established. Taking into consideration, that thiolated polyacrylic acid (PAA-Cys) displays higher mucoadhesive and permeation enhancing properties than unmodified PAA, PAA-Cys nanoparticles were produced in the same manner with Ca2+, as the most promising results concerning particle size and stability of particles could be achieved with this ionic crosslinker. The nanoparticles were stabilized via the formation of inter- and intrachain disulfide bonds within these particles due to oxidation with H2O2. Ca2+ was removed proximately by the addition of EDTA and exhaustive dialysis.

Results: Using the preparation method described above PAA-Cys nanoparticles of a mean diameter of about 220 nm (PAA(100)-Cys), 250 nm (PAA(240)-Cys) and 295 nm (PAA(450)-Cys) can be generated. In comparison to PAA nanoparticles ionically crosslinked with Ca2+, the removal of the crosslinker Ca2+ from PAA-Cys particles led to a nearly three-fold decrease in the zeta potential, from about -7 up to -20 mV. Apart from this advantage, covalently crosslinked PAA-Cys nanoparticles were more firm as they remained stable when incubated in hydrochloride solution, whereas ionically crosslinked particles dissolved at pH lower than 5.

Conclusions: This novel nanoparticulate delivery system seems to be a promising vehicle for the administration of therapeutic proteins, genes and antigens via mucosal membranes.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acrylic Resins / chemistry*
  • Cations / chemistry
  • Cross-Linking Reagents
  • Disulfides / chemistry
  • Electrochemistry
  • Hydrogen Peroxide / chemistry
  • Hydrogen-Ion Concentration
  • Microscopy, Electron, Transmission
  • Molecular Weight
  • Nanostructures / chemistry*
  • Oxidants / chemistry
  • Particle Size
  • Sulfhydryl Compounds / chemistry*

Substances

  • Acrylic Resins
  • Cations
  • Cross-Linking Reagents
  • Disulfides
  • Oxidants
  • Sulfhydryl Compounds
  • carbopol 940
  • Hydrogen Peroxide