Water Solubilization of Fullerene Derivatives by β-(1,3-1,6)-d-Glucan and Their Photodynamic Activities toward Macrophages

Chem Asian J. 2017 May 18;12(10):1069-1074. doi: 10.1002/asia.201700182. Epub 2017 Mar 30.

Abstract

Anionic and neutral fullerene derivatives were dissolved in water by using β-(1,3-1,6)-d-glucan (β-1,3-glucan) as a solubilizing agent. In the water-solubilized complexes, the concentrations of fullerene derivatives were ≈0.30 mm and the average particle sizes were ≈90 nm. The β-1,3-glucan-complexed fullerene derivative with a carboxylic acid was found to have higher photodynamic activity toward macrophages under visible-light irradiation (λ>610 nm) than other β-1,3-glucan-complexed fullerene derivatives. This result suggests that carboxylic acid moieties in the complex enhance the binding affinity with β-1,3-glucan receptors on the surface of macrophages when the β-1,3-glucan is recognized. In contrast, all β-1,3-glucan-complexed fullerene derivatives showed no photodynamic activity toward HeLa cells under the same conditions.

Keywords: Fullerenes; host-guest systems; macrophages; medicinal chemistry; polysaccharides.

MeSH terms

  • Animals
  • Dose-Response Relationship, Drug
  • Fullerenes / chemistry
  • Fullerenes / pharmacology*
  • HeLa Cells
  • Humans
  • Macrophages / drug effects*
  • Mice
  • Molecular Structure
  • Particle Size
  • Photochemotherapy*
  • RAW 264.7 Cells
  • Solubility
  • Structure-Activity Relationship
  • Surface Properties
  • Water / chemistry*
  • beta-Glucans / chemistry
  • beta-Glucans / pharmacology*

Substances

  • Fullerenes
  • beta-Glucans
  • Water