Functionalization of acrylic hydrogels with alpha-, beta- or gamma-cyclodextrin modulates protein adsorption and antifungal delivery

Acta Biomater. 2010 Oct;6(10):3919-26. doi: 10.1016/j.actbio.2010.04.013. Epub 2010 Apr 22.

Abstract

Poly(hydroxyethyl methacrylate) (pHEMA) hydrogels were functionalized with pendant alpha-, beta- and gamma-cyclodextrins (CD) with the aim of improving the biocompatibility and increasing the ability to host drug molecules. Pendant alpha-, beta- and gamma-CDs did not affect swelling of the hydrogels but slightly decreased the water contact angle. Protein deposition was notably dependent on the nature of the CD, due to their different affinities for hydrophobic moieties of proteins. Lysozyme and albumin sorption was hindered by gamma-CD. Functionalization with beta-CD also reduced protein sorption, although less so, while alpha-CD decreased lysozyme deposition but enhanced albumin sorption compared with control pHEMA hydrogels. Loading of the hydrogels with miconazole was carried out by immersion in drug suspension followed by autoclaving. Functionalization with gamma-CD doubled the affinity of the network for the drug and resulted in the highest amount loaded (up to 170 mgg(-1)). Sustained delivery was observed for several days. Some miconazole-loaded hydrogels completely prevented Candida albicans biofilm formation as assayed in an in vitro microbiological test.

Publication types

  • Evaluation Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acrylates / chemistry*
  • Adsorption
  • Albumins / chemistry
  • Antifungal Agents / chemistry
  • Antifungal Agents / metabolism*
  • Antifungal Agents / pharmacology
  • Biocompatible Materials / chemistry
  • Biocompatible Materials / metabolism
  • Biofilms / drug effects
  • Candida albicans / drug effects
  • Drug Delivery Systems*
  • Hydrogels / chemistry*
  • Materials Testing
  • Miconazole / chemistry
  • Miconazole / metabolism
  • Miconazole / pharmacology
  • Microbial Sensitivity Tests
  • Muramidase / chemistry
  • alpha-Cyclodextrins / chemistry*
  • beta-Cyclodextrins / chemistry*
  • gamma-Cyclodextrins / chemistry*

Substances

  • Acrylates
  • Albumins
  • Antifungal Agents
  • Biocompatible Materials
  • Hydrogels
  • alpha-Cyclodextrins
  • beta-Cyclodextrins
  • gamma-Cyclodextrins
  • Miconazole
  • Muramidase
  • acrylic acid