Synthesis and antibacterial activity of some new non-proteinogenic amino acids containing thiazole residues

Amino Acids. 2000;18(2):177-91. doi: 10.1007/s007260050015.

Abstract

Some new thioamides and thiazoles have been synthesized using canavanine, S-cysteine, homo-S-cysteinesulfonamides and their N-omega aminoethylated derivatives as adducts in order to investigate the structure-antimicrobial activity relationships. The compounds showed substantial antibacterial activity in vitro against various gram-positive (Staphylococcus aureus, Bacillus cereus etc.) and gram-negative (Escherichia coli, Proteus vulgaris etc.) bacteria. These findings indicate that the presence of the thiazole residue is an essential factor for the antibacterial effect.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acids / chemical synthesis*
  • Amino Acids / pharmacology
  • Anti-Bacterial Agents / pharmacology*
  • Antifungal Agents / pharmacology
  • Candida albicans / metabolism
  • Escherichia coli / metabolism
  • Models, Chemical
  • Saccharomyces cerevisiae / metabolism
  • Sulfonamides / chemistry
  • Temperature
  • Thiazoles / chemistry*
  • Thiazoles / pharmacology
  • Thioamides / chemistry

Substances

  • Amino Acids
  • Anti-Bacterial Agents
  • Antifungal Agents
  • Sulfonamides
  • Thiazoles
  • Thioamides