Binding and mucoadhesion of sulfurated derivatives of quaternary ammonium-chitosans and their nanoaggregates: An NMR investigation

J Pharm Biomed Anal. 2020 Jan 5:177:112852. doi: 10.1016/j.jpba.2019.112852. Epub 2019 Aug 30.

Abstract

The effect of insertion of SH and S-protected groups on the binding and mucoadhesion properties of quaternary ammonium-chitosans and their nanoparticulate forms has been investigated by NMR spectroscopy. Diclofenac sodium salt has been assumed as low molecular weight probe to detect the different binding behaviour of polymeric materials; mucin from bovine submaxillary glands was selected as the model protein for differentiating their mucoadhesion. NMR proton selective relaxation rates of the probe molecule were remarkably sensitive to the presence of very low amounts of sulfurated moieties. Impact of supramolecular aggregation in nanostructured species was demonstrated as well as the relevance of S-protection.

Keywords: Mucoadhesion; Nanoparticles; Nuclear magnetic resonance; Selective relaxation rate; Thiolated chitosan.

MeSH terms

  • Adhesiveness
  • Animals
  • Cattle
  • Chitosan / chemistry
  • Chitosan / metabolism
  • Diclofenac / administration & dosage*
  • Drug Carriers / chemistry*
  • Drug Carriers / metabolism
  • Molecular Weight
  • Mucins / metabolism
  • Mucous Membrane / metabolism*
  • Nanoparticles / chemistry*
  • Nanoparticles / metabolism
  • Proton Magnetic Resonance Spectroscopy
  • Quaternary Ammonium Compounds / chemistry
  • Quaternary Ammonium Compounds / metabolism
  • Sulfur / chemistry

Substances

  • Drug Carriers
  • Mucins
  • Quaternary Ammonium Compounds
  • Diclofenac
  • Sulfur
  • Chitosan