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, cilt.346, sa.6, ss.463-469, 2013 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 346 Sayı: 6
  • Basım Tarihi: 2013
  • Doi Numarası: 10.1002/ardp.201200479
  • Dergi Adı: ARCHIV DER PHARMAZIE
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Index Chemicus (IC)
  • Sayfa Sayıları: ss.463-469
  • Anahtar Kelimeler: Antimicrobial activity, Brine-Shrimp lethality, Chalcone, Indole, Pyrazoline, ANTIFUNGAL AGENTS, ANTIBACTERIAL, INDOLMYCIN, ANTICANCER, RESISTANCE, CHALCONES
  • Anadolu Üniversitesi Adresli: Evet

Özet

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).