Chemical and biological evaluation of some new antipyrine derivatives with particular properties

Bioorg Chem. 2012 Apr-Jun:41-42:6-12. doi: 10.1016/j.bioorg.2011.12.003. Epub 2012 Jan 2.

Abstract

Starting from 4-amino-antipyrine, six new compounds were synthesized and characterized. The new compounds contain moieties with particular properties, such are ionophore (benzo-15-crown-5), fluorescent (nitrobenzofurazan), stable free radical (nitroxide), or other types of biological active residues, like nitroderivatives, antipyrine or isoniazid residues. They were fully characterized by appropriate means ((1)H and (13)C NMR, IR, UV-Vis, fluorescence, EPR, elemental analysis) and some of their biological properties were evaluated. Hydrophobicity (R(M0), log P), total antioxidant capacity (TAC), and antimicrobial properties are also presented and discussed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / pharmacology
  • Antioxidants / chemical synthesis*
  • Antioxidants / pharmacology
  • Antipyrine / analogs & derivatives*
  • Antipyrine / chemical synthesis
  • Antipyrine / pharmacology
  • Apoptosis / drug effects
  • Cell Cycle / drug effects
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Gram-Negative Bacteria / drug effects*
  • Gram-Negative Bacteria / growth & development
  • Gram-Positive Bacteria / drug effects*
  • Gram-Positive Bacteria / growth & development
  • Humans
  • Hydrophobic and Hydrophilic Interactions
  • Magnetic Resonance Spectroscopy
  • Pyrazolones / chemical synthesis*
  • Pyrazolones / pharmacology
  • Spectrometry, Fluorescence
  • Structure-Activity Relationship

Substances

  • Anti-Bacterial Agents
  • Antioxidants
  • Pyrazolones
  • Antipyrine