Synthesis and Biological Evaluation of Pyrazoline Derivatives Bearing an Indole Moiety as New Antimicrobial Agents

ÖZDEMİR A., ALTINTOP M. D., KAPLANCIKLI Z. A., Turan-Zitouni G., KARACA H., TUNALI Y.

ARCHIV DER PHARMAZIE, vol.346, no.6, pp.463-469, 2013 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 346 Issue: 6
  • Publication Date: 2013
  • Doi Number: 10.1002/ardp.201200479
  • Journal Name: ARCHIV DER PHARMAZIE
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Index Chemicus (IC)
  • Page Numbers: pp.463-469
  • Keywords: Antimicrobial activity, Brine-Shrimp lethality, Chalcone, Indole, Pyrazoline, ANTIFUNGAL AGENTS, ANTIBACTERIAL, INDOLMYCIN, ANTICANCER, RESISTANCE, CHALCONES
  • Bilecik Şeyh Edebali University Affiliated: No

Abstract

1-(p-Methylphenyl)-3,5-diaryl-2-pyrazoline derivatives (2a-f) were synthesized via the treatment of 1-(1H-indol-3-yl)-3-aryl-2-propen-1-ones (1a-f) with p-methylphenylhydrazine hydrochloride in hot acetic acid. The structures of these compounds were elucidated by IR, 1H NMR, and mass spectral data and elemental analysis. These compounds were investigated for their antimicrobial activity. Brine-Shrimp lethality assay was carried out to determine the toxicity of the compounds. Compound 2e, which is the pyrazoline derivative bearing the 2,5-dichlorophenyl moiety, can be identified as the most promising agent against Klebsiella pneumoniae (ATCC 13883) and Candida glabrata (ATCC 36583) due to its inhibitory effects on K. pneumoniae and C. glabrata with a MIC value of 100 mu g/mL as a non-toxic agent (LC50>1000 mu g/mL).