Delivery of lipophilic porphyrin by liposome vehicles: preparation and photodynamic therapy activity against cancer cell lines

Photodiagnosis Photodyn Ther. 2014 Dec;11(4):537-45. doi: 10.1016/j.pdpdt.2014.07.006. Epub 2014 Aug 12.

Abstract

Porphyrin photosensitizers are mostly used components in photodynamic therapy (PDT). The poor solubility of porphyrins in aqueous medium is the problem to be solved for the in vivo applications. The delivery of photosensitizers to the tumor cells using liposome vehicles can help to overcome this problem. In this work, we have first functionalized the protoporphyrin IX with lipophilic oleylamine arms and encapsulated it into 1,2 dioleyl-sn-glycero-phosphatidylcholine (DOPC) liposomes. The appropriate sizes of liposomes are about 140 nm and have the characteristic Soret and Q band absorptions at 405 nm (Soret), 507 nm, 541 nm, 577 nm and 631 nm (Q bands), respectively. In the photodynamic activity studies, the liposomal porphyrins were irradiated with light (375 nm, 10 mW) in the presence of cancer cell lines, HeLa and AGS. We have found that both liposomal porphyrins and oleylamine conjugated porphyrins are much more effective than PpIX. This result can be attributed to the drug delivery characteristic of the liposomes which plays effective role in endocytosis. We also found that, in AGS cells, liposomal PpIX-Ole induced apoptosis more than HeLa cells under light conditions.

Keywords: Liposome; Oleylamine; Photodynamic therapy; Protoporphyrin IX.

MeSH terms

  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Cell Survival / radiation effects
  • Drug Compounding / methods
  • HeLa Cells
  • Humans
  • Liposomes / administration & dosage
  • Liposomes / chemical synthesis*
  • Neoplasms, Experimental / drug therapy*
  • Neoplasms, Experimental / pathology*
  • Photochemotherapy / methods*
  • Photosensitizing Agents / administration & dosage
  • Photosensitizing Agents / chemical synthesis
  • Porphyrins / administration & dosage*
  • Porphyrins / chemistry*
  • Treatment Outcome

Substances

  • Liposomes
  • Photosensitizing Agents
  • Porphyrins