SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF 5-SUBSTITUED 4-THIAZOLIDINONES WITH SULFANILAMIDE PHARMACOPHORE

Acta Pol Pharm. 2016 Sep;73(5):1155-1161.

Abstract

After incorporation pharmacophores of allylamine and sulfanilamide into 4-thiazolidinone's ring - no antimicrobial activity was determined. This outcome stimulated synthesis of new group - 5-substituted 4-thiazolidinones. In the literature it is noted that the fragment of aldehyde in 5 position of 4-thiazolidinone's ring should give or increase biological activity. So, it was decided to incorporate fragment of aldehyde into 4-thiazolidinone's ring together with sulfanilamide pharmacophore, investigate antimicrobial activity and compare it with initial compounds - sulfanilamides. It was established that new compounds suppressed growth of S. arteus, E. coli, B. subtilis, P. mirabilis, C. albicans. Sulfanilamide, sulfapyridine and/or 2-chlorobenzaldehyde were incorporated into the structure of the most active compounds. It was concluded that synthesis of 4-thiazolidinones substituted by aldehyde in 5 position and sulfanilamide in 2 position are not potential antimicrobial agents.

MeSH terms

  • Anti-Infective Agents / chemical synthesis*
  • Anti-Infective Agents / pharmacology
  • Structure-Activity Relationship
  • Sulfanilamides / chemical synthesis*
  • Sulfanilamides / pharmacology
  • Thiazolidines / chemical synthesis*
  • Thiazolidines / pharmacology

Substances

  • Anti-Infective Agents
  • Sulfanilamides
  • Thiazolidines