Porphyrin Containing Polymersomes with Enhanced ROS Generation Efficiency: In Vitro Evaluation

Macromol Biosci. 2020 Feb;20(2):e1900291. doi: 10.1002/mabi.201900291. Epub 2019 Dec 11.

Abstract

Porphyrins are molecules possessing unique photophysical properties making them suitable for application in photodynamic therapy. The incorporation of porphyrins into natural or synthetic nano-assemblies such as polymersomes is a strategy to improve and prolong their therapeutic capacities and to overcome their limitations as therapeutic and diagnostic agents. Here, 5,10,15,20-tetrakis(1-(6-ethoxy-6-oxohexyl)-4-pyridin-1-io)-21H,23H-porphyrin tetrabromide porphyrin is inserted into polymersomes in order to demonstrate that the encapsulation enhances its ability to generate highly reactive singlet oxygen (1 O2 ) upon irradiation in vitro. The photoactivation of the free and polymersome-encapsulated porphyrin is evaluated by electron spin resonance and cell viability assays on three different mammalian cell lines. The results indicate that by encapsulating the porphyrin, a controlled ROS delivery within the cells is achieved, at the same time avoiding side effects such as dark toxicity, non-specific porphyrin release and over time decreased activity in vitro. This work focuses on showing a not-toxic model system for modern therapeutic nanomedicine, which works under mild irradiation and dosage conditions.

Keywords: nanocarrier; photoactivation; polymersomes; porphyrin; reactive oxygen species delivery.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Drug Evaluation
  • HEK293 Cells
  • HeLa Cells
  • Hep G2 Cells
  • Humans
  • Nanocapsules* / chemistry
  • Nanocapsules* / therapeutic use
  • Neoplasms* / drug therapy
  • Neoplasms* / metabolism
  • Neoplasms* / pathology
  • Photochemotherapy*
  • Photosensitizing Agents* / chemistry
  • Photosensitizing Agents* / pharmacology
  • Porphyrins* / chemistry
  • Porphyrins* / pharmacology
  • Reactive Oxygen Species / metabolism*

Substances

  • Nanocapsules
  • Photosensitizing Agents
  • Porphyrins
  • Reactive Oxygen Species