Synthesis and evaluation of in vitro antiviral activity of novel phenoxy acetic acid derivatives

J Enzyme Inhib Med Chem. 2009 Jun;24(3):876-82. doi: 10.1080/14756360802447917.

Abstract

Several substituted phenoxy acetic acid derived pyrazolines were synthesized by the reaction between 2-{4-[3-(2,4-dihydroxyphenyl)-3-oxo-1-propenyl]-2-methoxyphenoxy} acetic acid and substituted acid hydrazides and were tested for their in vitro cytotoxicity and antiviral activity. None of the compounds showed any specific antiviral activity [50% antivirally effective concentration (EC(50)) > or = 5-fold lower than minimum cytotoxic concentration]. The most cytotoxic of the series was 2-{4-[3-(2,4-dihydroxyphenyl)-1-(2-hydroxybenzoyl-4,5-dihydro-1H-5-pyrazolyl]-2-methoxyphenoxy}acetic acid (3(j)), with a minimum cytotoxic concentration of 0.16 microg/mL in human embryonic lung (HEL) cells.

MeSH terms

  • Acetates / chemistry*
  • Acetates / pharmacology*
  • Acetates / toxicity
  • Antiviral Agents / chemical synthesis*
  • Antiviral Agents / chemistry
  • Antiviral Agents / pharmacology*
  • Antiviral Agents / toxicity
  • Cell Line
  • Humans
  • Lung / cytology
  • Lung / embryology
  • Microbial Sensitivity Tests
  • Pyrazoles / chemistry*
  • Pyrazoles / pharmacology*
  • Pyrazoles / toxicity
  • Structure-Activity Relationship

Substances

  • Acetates
  • Antiviral Agents
  • Pyrazoles
  • phenoxyacetic acid