Synthesis of indolylalkoxyiminoalkylcarboxylates as leukotriene biosynthesis inhibitors

Bioorg Med Chem. 1997 Mar;5(3):507-14. doi: 10.1016/s0968-0896(96)00265-9.

Abstract

A series of substituted indolylalkoxyiminoalkylcarboxylates were found to be potent leukotriene biosynthesis inhibitors. The structure-activity relationships were investigated. Representative potent inhibitors identified were the quinolyl 3a (A-86885) and pyridyl 3b (A-86886) congeners with in vitro IC50s of 21 and 9 nM and in vivo leukotriene inhibition in the rat with oral ED50s of 0.9 and 1.7 mg/kg, respectively.

MeSH terms

  • 5-Lipoxygenase-Activating Proteins
  • Animals
  • Carrier Proteins / metabolism
  • Indoles / chemical synthesis
  • Indoles / chemistry*
  • Indoles / pharmacology
  • Isomerism
  • Leukotriene Antagonists
  • Leukotrienes / biosynthesis*
  • Lipoxygenase Inhibitors / chemical synthesis
  • Lipoxygenase Inhibitors / chemistry*
  • Lipoxygenase Inhibitors / pharmacology
  • Magnetic Resonance Spectroscopy
  • Membrane Proteins / metabolism
  • Models, Chemical
  • Quinolines / chemical synthesis
  • Quinolines / chemistry*
  • Quinolines / pharmacology
  • Rats
  • Structure-Activity Relationship

Substances

  • 5-Lipoxygenase-Activating Proteins
  • Alox5ap protein, rat
  • Carrier Proteins
  • Indoles
  • Leukotriene Antagonists
  • Leukotrienes
  • Lipoxygenase Inhibitors
  • Membrane Proteins
  • Quinolines
  • MK 0591