Photobiological characteristics of chlorophyll a derivatives as microbial PDT agents

Photochem Photobiol Sci. 2014 Aug;13(8):1137-45. doi: 10.1039/c3pp50376c.

Abstract

Chlorin-e6 (chl-e6) and a hydrogenated derivative (chl-e6H) were semi-synthesized, and their photophysical properties and photodynamic activity against Escherichia coli, Staphylococcus aureus and Candida albicans evaluated. Methyl pheophorbide-a (Mepheo-a) was obtained from S. maxima using methanolic extraction with acid catalysis (CH3OH–H2SO4). Chlorin-e6 was prepared from Mepheo-a by basic hydrolysis with H2O–acetone and NaOH. Hydrogenated Chlorin-e6 was synthesized by a similar procedure starting from the hydrogenated methyl pheophorbide-a (Mepheo-aH). Photophysical studies were performed in order to determine the singlet oxygen quantum yield of chl-e6H which is higher than that of chl-e6. The microorganism inactivation of chl-e6 and chl-e6H was investigated at two concentrations and three fluence levels. Both chl-e6 and chl-e6H showed microorganism inactivation against Gram-positive bacteria and a fungus.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Infective Agents / chemistry
  • Anti-Infective Agents / pharmacology*
  • Anti-Infective Agents / radiation effects
  • Candida albicans / drug effects
  • Chlorophyll / chemistry
  • Chlorophyll / pharmacology*
  • Chlorophyll / radiation effects
  • Chlorophyll A
  • Chlorophyllides
  • Escherichia coli / drug effects
  • Hydrogenation
  • Molecular Structure
  • Photobleaching
  • Photochemical Processes
  • Photochemotherapy / methods*
  • Photosensitizing Agents / chemistry
  • Photosensitizing Agents / pharmacology
  • Photosensitizing Agents / radiation effects
  • Porphyrins / chemistry
  • Porphyrins / pharmacology
  • Porphyrins / radiation effects
  • Staphylococcus aureus / drug effects

Substances

  • Anti-Infective Agents
  • Chlorophyllides
  • Photosensitizing Agents
  • Porphyrins
  • Chlorophyll
  • phytochlorin
  • Chlorophyll A