Biocompatibility and antibacterial activity of photolytic products of sulfonamides

Chemosphere. 2014 Apr:100:167-74. doi: 10.1016/j.chemosphere.2013.11.038. Epub 2013 Dec 8.

Abstract

Background: This study assessed the photochemical fate of nine sulfonamides (sulfamerazine, sulfanilamide, sulfamethoxypyridazine, sulfamethoxazole, sulfachloropyridazine, sulfamethazine, sulfadiazine, sulfathiazole and sulfadimethoxine) during a 6h irradiation period with UVA/UVB-light and UVA-light and over 7 days under natural (sunlight) conditions. The cell growth inhibition effect and cytotoxicity of sulfonamides and their photodegradation products was investigated over 24 and 48 h with murine fibroblasts and keratinocytes. Antibacterial activity of the degradation products was studied using the Geobacillus stearothermophilus var. Calidolactis C953 assay.

Results: UVA/UVB treatment of several sulfonamide solutions results in degradation of the compounds in different amounts with the highest degradation rate for sulfathiazole and sulfanilamide. The UVA/UVB light degradation products exhibit no antimicrobial activity. Sun light exposure over 7 days reveals a similar degradation pattern of the different sulfonamides, albeit to a different extent. Compared with UVA/UVB-irradiation, UVA-irradiated sulfonamides degrade to a lesser extent (except sulfamethazine). There was no impact on cell toxicity of the UVA/UVB-degrading products except for sulfanilamide, while a slight impact on cell proliferation was observed.

Conclusions: All studied sulfonamides undergo photodegradation under UV-light exposure to a greater or lesser extent. The degradation products have no cytotoxic potential except sulfanilamide and have a slight impact on cell proliferation. All degradation products showed no antibacterial activity. Thus, UV-light exposure seems to represent an adequate method for inactivating sulfonamides with regard to their antimicrobial activity.

Keywords: Antibacterial activity; Cytotoxicity; Photodegradation; Sulfonamides.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / pharmacology*
  • Anti-Bacterial Agents / toxicity
  • Cell Line
  • Cell Survival / drug effects
  • Geobacillus stearothermophilus / drug effects
  • Materials Testing*
  • Mice
  • Photolysis*
  • Sulfonamides / chemistry*
  • Sulfonamides / pharmacology*
  • Sulfonamides / toxicity
  • Ultraviolet Rays*

Substances

  • Anti-Bacterial Agents
  • Sulfonamides