Synthesis and antibacterial activity of 4-benzoyl-1-(4-carboxy-phenyl)-5-phenyl-1H-pyrazole-3-carboxylic acid and derivatives

Bildirici İ., ŞENER A., ATALAN E., Battal A., Genç H.

MEDICINAL CHEMISTRY RESEARCH, cilt.18, sa.5, ss.327-340, 2009 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 18 Sayı: 5
  • Basım Tarihi: 2009
  • Doi Numarası: 10.1007/s00044-008-9130-3
  • Dergi Adı: MEDICINAL CHEMISTRY RESEARCH
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.327-340
  • Anahtar Kelimeler: Pyrazole, Hydrazono-pyridazine, Pyrazolo[3,4-d]pyridazine, Antibacterial activity, CYCLIC OXALYL COMPOUNDS, PYRAZOLE-RELATED NUCLEOSIDES, ANTIMICROBIAL ACTIVITY, BIOLOGICAL-ACTIVITY, ANTITUMOR-ACTIVITY, HETEROCYCLES, RESISTANCE
  • Van Yüzüncü Yıl Üniversitesi Adresli: Evet

Özet

A new 1H-pyrazole-3-carboxylic acid 2, along with hydrazono-pyridazinone 3, a by-product, and its derivatives 4-7 were synthesized and the structures confirmed by infrared (IR) and H-1 and C-13 nuclear magnetic resonance (NMR) data. These new compounds were evaluated for their antibacterial activities against Gram-positive and Gram-negative bacteria using the tube dilution method. The minimal inhibitory concentrations (MICs) experiments revealed that most compounds exerted inhibitor effects against Klebsiella pneumonia, Escherichia coli, Bacillus subtilus, and Xanthomonas compestris test microorganisms. Moreover, the results showed that the pyrazolo[3,4-d]pyridazine compounds were the best compounds of the series, exhibiting antibacterial activity against both Gram-positive and Gram-negative bacteria.