New hydrazones with pyrazolone structure: synthesis, characterization and biological evaluation

Rev Med Chir Soc Med Nat Iasi. 2013 Apr-Jun;117(2):538-44.

Abstract

Aim: To design new hydrazones with pyrazolone structure with improved biological properties.

Material and methods: New hydrazones of antipyrine have been prepared by reaction of 4-aminophenazone (4-aminoantipyrine) with chloracetylchoride and hydrazine hydrate and then condensation with various aromatic aldehydes.

Results: The synthesized compounds were screened for their antibacterial activity against Gram positive (Staphylococcus aureus ATCC 25923, Sarcinalutea ATCC 9341, Bacillus cereus ATCC 14579, Bacillus subtilis) and Gram negative bacterial strains (Escherichia coli ATCC 25922) and pathogenic yeasts (Candida albicans ATCC 10231, Candida sake, Candidaglabrata). Some of them were found to have good antibacterial and antifungal activity. The antioxidant activity of these compounds was also evaluated using the total antioxidant capacity test.

Conclusions: The chemical modulations performed on antipyrine structure have a good influence on the biological activity of the synthesized compounds.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Ampyrone / chemical synthesis*
  • Ampyrone / chemistry
  • Ampyrone / pharmacology
  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Anti-Inflammatory Agents, Non-Steroidal / chemical synthesis*
  • Anti-Inflammatory Agents, Non-Steroidal / chemistry
  • Anti-Inflammatory Agents, Non-Steroidal / pharmacology
  • Antifungal Agents / chemical synthesis*
  • Antifungal Agents / chemistry
  • Antifungal Agents / pharmacology
  • Antioxidants / chemical synthesis*
  • Antioxidants / chemistry
  • Antioxidants / pharmacology
  • Chromatography, Thin Layer / methods
  • Gram-Negative Bacteria / drug effects
  • Gram-Positive Bacteria / drug effects
  • Hydrazones / chemical synthesis*
  • Hydrazones / chemistry
  • Hydrazones / pharmacology
  • Microbial Sensitivity Tests
  • Pyrazolones* / chemical synthesis

Substances

  • Anti-Bacterial Agents
  • Anti-Inflammatory Agents, Non-Steroidal
  • Antifungal Agents
  • Antioxidants
  • Hydrazones
  • Pyrazolones
  • Ampyrone
  • pyrazolone