Evaluation of porphyrin characteristics required for photodynamic therapy

Photochem Photobiol. 1992 May;55(5):697-704. doi: 10.1111/j.1751-1097.1992.tb08513.x.

Abstract

The cytotoxicity (in the dark), phototoxicity (red light) and subcellular localization (using confocal laser scanning microscopy) were determined for 15 porphyrins (1-15) in C6 glioma cells. The partition coefficient in 2-octanol was also determined for each porphyrin at pH 7.4. The cytotoxicity increased with pi (log of partition coefficient) up to pi values of +2. The 7 porphyrins with cationic side chains exhibited a classical parabolic correlation between phototoxicity and pi, with maximal activity at a pi value of approximately 1.0. There was also a significant correlation between subcellular localization and degree of phototoxicity, with the three most photosensitive porphyrins all possessing cationic side chains, and all three localizing in mitochondria.

MeSH terms

  • Cell Survival / drug effects
  • Photochemistry
  • Photochemotherapy*
  • Porphyrins / chemistry
  • Porphyrins / pharmacokinetics
  • Porphyrins / pharmacology*
  • Structure-Activity Relationship
  • Tumor Cells, Cultured / drug effects
  • Tumor Cells, Cultured / metabolism

Substances

  • Porphyrins