Novel Structural Hybrids of Pyrrole and Thiazole Moieties: Synthesis and Evaluation of Antibacterial and Antifungal Activities

Acta Chim Slov. 2021 Dec 15;68(4):990-996. doi: 10.17344/acsi.2021.6980.

Abstract

One of the best ways to design new biocidal agents is synthesizing hybrid molecules by combining two or more bioactive moieties in a single molecular scaffold. So, new series of pyrroles bearing a thiazole moiety were synthesized using 1-methyl-1H-pyrrole-2-carbaldehyde thiosemicarbazones 1a-c. Cyclization of thiosemicarbazone derivatives 1a-c with ethyl chloroacetate, ethyl 2-chloropropanoate, chloroacetone and phenacyl bromide afforded the corresponding thiazolidin-4-ones 2a-c, 5-methylthiazolidin-4-ones 3a-c, 4-methyl-2,3-dihydrothiazoles 4a-c, and 4-phenyl-2,3-dihydrothiazoles 5a-c, respectively. The antimicrobial activity of the new thiazole derivatives was evaluated.

Keywords: Antibacterial and antifungal activities; Pyrroles; Thiazoles; Thiosemicarbazones.

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Antifungal Agents / chemical synthesis*
  • Antifungal Agents / chemistry
  • Antifungal Agents / pharmacology
  • Candida albicans / drug effects
  • Cyclization
  • Gram-Negative Bacteria / drug effects
  • Gram-Positive Bacteria / drug effects
  • Pyrroles / chemistry*
  • Thiazoles / chemistry*
  • Thiosemicarbazones / chemistry

Substances

  • Anti-Bacterial Agents
  • Antifungal Agents
  • Pyrroles
  • Thiazoles
  • Thiosemicarbazones