GSH-mediated photoactivity of pheophorbide a-conjugated heparin/gold nanoparticle for photodynamic therapy

J Control Release. 2013 Oct 28;171(2):241-50. doi: 10.1016/j.jconrel.2013.07.002. Epub 2013 Jul 15.

Abstract

In this study, we developed a new photosensitizer (PS)-conjugated hybrid nanoparticle comprised of gold nanoparticle (AuNP) as an efficient energy quencher, polysaccharide heparin and a second generation PS, pheophorbide a (PhA) for PDT. The hybrid nanoparticles (PhA-H/AuNPs) with an average size of 40nm were prepared by surface coating of AuNPs with PhA conjugated heparins via gold-thiol interaction. The glutathione (GSH)-mediated switchable photoactivity of the PhA-H/AuNPs was observed by fluorescence quenching and dequenching behaviors in the absence and presence of GSH. The photoactivity was significantly suppressed in aqueous media, but instantaneously restored at the GSH-rich intracellular environment to generate a strong fluorescence signal together with active production of singlet oxygen species with light treatment. In vitro cell tests revealed marked phototoxicity and high intracellular uptake of PhA-H/AuNPs in contrast with free PhA. The PhA-H/AuNPs also exhibited a prolonged circulation characteristic, enhanced tumor specificity, and improved photodynamic therapeutic efficacy compared with free PhA in tumor-bearing mice. As a result, the PhA-H/AuNPs may serve as an effective smart nanomedicine platform for PDT and have great potential for the clinical treatment of various tumors.

Keywords: Glutathione (PubChem CID: 124886); Gold nanoparticle (PubChem CID: 23985); Heparin (PubChem CID: 772); Pheophorbide a (PubChem CID: 5323510); Photodynamic therapy; Switchable photoactivity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cell Line, Tumor
  • Chlorophyll / administration & dosage
  • Chlorophyll / analogs & derivatives*
  • Chlorophyll / chemistry
  • Drug Carriers / administration & dosage
  • Drug Carriers / chemistry
  • Glutathione / administration & dosage*
  • Gold / chemistry
  • Heparin / chemistry
  • Humans
  • Light
  • Metal Nanoparticles / administration & dosage*
  • Metal Nanoparticles / chemistry
  • Mice
  • Mice, Nude
  • Neoplasms / drug therapy*
  • Neoplasms / pathology
  • Photochemotherapy*
  • Photosensitizing Agents / administration & dosage*
  • Photosensitizing Agents / chemistry
  • Tumor Burden / drug effects

Substances

  • Drug Carriers
  • Photosensitizing Agents
  • Chlorophyll
  • Gold
  • Heparin
  • Glutathione
  • pheophorbide a