Synthesis and immunomodulatory properties of selected oxazolone derivatives

Bioorg Med Chem. 2004 May 1;12(9):2049-57. doi: 10.1016/j.bmc.2004.02.034.

Abstract

Eleven oxazolone derivatives were synthesized and characterized by (1)H NMR, EI, IR and UV spectroscopic and CHN analysis. Three compounds, 4-[(E)-(4-nitrophenyl)methylidene]-2-phenyl-1,3-oxazol-5(4H)-one (11), 4-[(E)-(4-methoxyphenyl)methylidene]-2-methyl-1,3-oxazol-5-one (12) and 4-[(E)-(4-nitrophenyl)methylidene]-2-methyl-1,3-oxazol-5(4H)-one (13) were screened for phagocyte chemiluminescence, neutrophil chemotaxis, T-cell proliferation, cytokine production from mononuclear cells and cytotoxicity. 4-[(E)-(4-Nitrophenyl)methylidene]-2-methyl-1,3-oxazol-5(4H)-one (13) was found to be the most potent immunomodulator in the series.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cattle
  • Cell Division
  • Cells, Cultured
  • Immunologic Factors / chemical synthesis*
  • Immunologic Factors / chemistry
  • Immunologic Factors / pharmacology*
  • Neutrophils / cytology
  • Neutrophils / drug effects
  • Oxazoles / chemical synthesis*
  • Oxazoles / chemistry
  • Oxazoles / pharmacology*
  • Spectrum Analysis

Substances

  • Immunologic Factors
  • Oxazoles