Synthesis and antimicrobial activity of some new hydrazone-bridged thiazole-pyrrole derivatives

YURTTAŞ L., ÖZKAY Y., KAPLANCIKLI Z. A., TUNALI Y., KARACA H.

JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, vol.28, no.4, pp.830-835, 2013 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 28 Issue: 4
  • Publication Date: 2013
  • Doi Number: 10.3109/14756366.2012.688043
  • Journal Name: JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.830-835
  • Keywords: Antimicrobial activity, thiazole, hydrazone, pyrrole, IN-VITRO ACTIVITY, CASPOFUNGIN RESISTANCE, CANDIDA-ALBICANS, AMPHOTERICIN-B, AGENTS, ANTIBACTERIAL, PATIENT, FUTURE, RING
  • Anadolu University Affiliated: Yes

Abstract

In this work, we synthesized fourteen different compounds which contain hydrazone bridged thiazole and pyrrole rings. For this purpose, pyrrole-2-carboxaldehydes were reacted directly with thiosemicarbazide in ethanol and then obtained thiosemicarbazones were condensed with alpha-bromoacetophenone derivatives (Hantzsch reaction) to give 1-substituted pyrrole-2-carboxaldehyde [4-(4-substituted phenyl)-1,3-thiazol-2-yl] hydrazones. The structures of the obtained compounds were elucidated by using IR, H-1-NMR and FAB(+)-MS spectral data and elemental analyses results. All of the compounds were screened for their antibacterial and antifungal activities against twelve different microorganisms by using microbroth dilution method. Ketoconazole and chloramphenicol were used as standard drugs. All of the compounds showed good activity against Staphylococcus aureus and Enterococcus faecalis.