Photosensitizer-antibiotic conjugates: a novel class of antibacterial molecules

Photochem Photobiol. 2010 Mar-Apr;86(2):418-25. doi: 10.1111/j.1751-1097.2009.00674.x. Epub 2009 Dec 14.

Abstract

Bacterial resistance to a variety of antibiotics has led to intensive research into the effect of photosensitizers as a cytotoxic agent against bacterial cells. In this study, we synthesized the following conjugates with or without a linker: rose bengal-penicillanic acid (RBPA), rose bengal-linker-penicillanic acid (RBLPA) and rose bengal-linker-kanamycin (RBLKAN). The antibacterial activity of these conjugates was examined on Staphylococcus aureus and Escherichia coli. Exposure of the cultures to 100 J cm(-2) showed that the minimum inhibitory concentration (MIC) of RBPA, RBLPA and RBLKAN on S. aureus was 0.195, 0.156 and 0.004 microm, respectively. The MIC of RBPA, RBLPA and RBLKAN on E. coli was 1.56, 2.5 and 0.156 microm, respectively. In dark control experiments, the MIC of these conjugates was not detected until a concentration that was 16-fold that of the MIC found in the light experiments. RBPA and RBLPA as well as RBLKAN are bactericidal for both bacterial cells. Total eradication of S. aureus and E. coli was observed with RBLKAN (0.078 and 20 microm 16 J cm(-2), respectively). Under these conditions, scanning electron microscopic analysis showed significant damage to these bacteria. However, the photosensitizer and antibiotics individually were not effective.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / pharmacology
  • Anti-Bacterial Agents / therapeutic use
  • Escherichia coli / drug effects
  • Light
  • Microbial Sensitivity Tests
  • Penicillanic Acid / chemistry
  • Penicillanic Acid / pharmacology
  • Photosensitizing Agents / chemistry*
  • Photosensitizing Agents / pharmacology
  • Photosensitizing Agents / therapeutic use
  • Rose Bengal / chemistry
  • Rose Bengal / pharmacology
  • Staphylococcus aureus / drug effects

Substances

  • Anti-Bacterial Agents
  • Photosensitizing Agents
  • Rose Bengal
  • Penicillanic Acid