A photo-activated targeting chemotherapy using glutathione sensitive camptothecin-loaded polymeric micelles

Pharm Res. 2009 Jan;26(1):82-92. doi: 10.1007/s11095-008-9712-2. Epub 2008 Aug 30.

Abstract

Purpose: A novel photo-activated targeted chemotherapy was developed by photochemical internalization (PCI) of glutathione-sensitive polymeric micelles incorporating camptothecin (CPT) prepared from thiolated CPT (CPT-DP) and thiolated poly(ethylene glycol)-b-poly(glutamic acid) (PEG-b-P(Glu-DP)) METHODS: PEG-b-P(Glu-DP) and CPT-DP were synthesized and characterized by (1)H-NMR and gel permeation chromatography, and then mixed to prepare CPT-loaded polymeric micelles (CPT/m). The CPT release from the micelle was studied by reverse phase liquid chromatography. The PCI-activated cytotoxicity of CPT/m against HeLa cells was studied in combination with a non-toxic concentration of dendrimer phthalocyanine-loaded micelles (DPc/m) as the photosensitizer.

Results: The diameter of CPT/m was 96 nm and the drug loading was 20% (w/w). CPT was slowly released under the conditions reproducing the extracellular or endosomal environments. However, under the reductive conditions mimicking the cytosol, CPT was rapidly released achieving approximately 90% of the drug release after 24 h. The cytotoxicity of CPT/m was drastically increased on photoirradiation, whereas the CPT/m were not cytotoxic without PCI.

Conclusions: The CPT/m released the drug responding to reductive conditions. The PCI-induced endosomal escape exposed CPT/m to the cytosol triggering the drug release. Thus, CPT/m in combination with DPc/m will behave as smart nanocarriers activated only at photoirradiated tissues.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic / administration & dosage
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Camptothecin / administration & dosage
  • Camptothecin / pharmacology*
  • Cell Survival / drug effects
  • Cytosol / drug effects
  • Cytosol / ultrastructure
  • Disulfides / chemistry
  • Excipients / chemical synthesis
  • Glutathione / chemistry*
  • HeLa Cells
  • Humans
  • Indoles / chemistry
  • Isoindoles
  • Magnetic Resonance Spectroscopy
  • Micelles
  • Photochemistry
  • Polyethylene Glycols / chemical synthesis
  • Polylysine / analogs & derivatives
  • Polylysine / chemical synthesis
  • Polymers

Substances

  • Antineoplastic Agents, Phytogenic
  • Disulfides
  • Excipients
  • Indoles
  • Isoindoles
  • Micelles
  • Polymers
  • mPEG-block-PLL
  • Polylysine
  • Polyethylene Glycols
  • Glutathione
  • phthalocyanine
  • Camptothecin