Studies of the photooxidant properties of antibacterial fluoroquinolones and their naphthalene derivatives

Pharmazie. 2009 Feb;64(2):116-22.

Abstract

We synthesized and determined the production of reactive oxygen species (ROS) as 1O2, *-O2, *OH, H2O2 during the photolysis with UV-A light of three antibacterial quinolones and their naphthyl ester derivatives. Singlet oxygen and ROS dose-dependant generation from norfloxacin (1), enoxacin (2), ciprofloxacin (3) and their respective naphthyl ester derivatives 4-6 were detecting in cell-free systems by the histidine assay and by luminol-enhanced chemiluminescence (LCL). Both the electronic absorption and emission spectra were quantified and their photostability determined. The antibacterial activity in darkness and under irradiation of compounds 4, 5 and 6 was tested on E. coli and compared with their parent drugs.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / pharmacology*
  • Anti-Bacterial Agents / radiation effects
  • Ciprofloxacin / pharmacology
  • Ciprofloxacin / radiation effects
  • Culture Media
  • Enoxacin / pharmacology
  • Enoxacin / radiation effects
  • Escherichia coli / drug effects
  • Escherichia coli / radiation effects
  • Fluoroquinolones / pharmacology*
  • Fluoroquinolones / radiation effects
  • Histidine / analysis
  • Hydrogen Peroxide / chemistry
  • Hydrogen-Ion Concentration
  • Luminescence
  • Naphthalenes / pharmacology*
  • Norfloxacin / pharmacology
  • Norfloxacin / radiation effects
  • Oxidants / chemistry
  • Oxidants, Photochemical / pharmacology*
  • Photolysis
  • Photosensitizing Agents / pharmacology
  • Reactive Oxygen Species / chemistry
  • Spectrometry, Fluorescence
  • Spectrophotometry, Ultraviolet
  • Ultraviolet Rays

Substances

  • Anti-Bacterial Agents
  • Culture Media
  • Fluoroquinolones
  • Naphthalenes
  • Oxidants
  • Oxidants, Photochemical
  • Photosensitizing Agents
  • Reactive Oxygen Species
  • Enoxacin
  • Histidine
  • Ciprofloxacin
  • Hydrogen Peroxide
  • Norfloxacin