Design and synthesis of novel furoquinoline based inhibitors of multiple targets in the PI3K/Akt-mTOR pathway

Bioorg Med Chem Lett. 2008 Jun 15;18(12):3603-6. doi: 10.1016/j.bmcl.2008.04.078. Epub 2008 May 4.

Abstract

We herein report the design and synthesis of furoquinoline based novel molecules (16-36) and their in vitro multiple targeted inhibitory potency against PI3K/Akt phosphorylation and mTOR using cell based and cell-free kinase assay. In particular, compound 23 in addition to PI3K-mTOR inhibitory potency, it has shown potent inhibition of hypoxia-induced accumulation of HIF-1alpha protein in U251-HRE cell line. The inhibitory activities of compound 23 were confirmed by Western blot analysis, using human non-small cell lung carcinoma H-460 cell line and glioblastoma U251 cell lines.

MeSH terms

  • Blotting, Western
  • Cell Line, Tumor
  • Drug Design
  • Enzyme Inhibitors* / chemical synthesis
  • Enzyme Inhibitors* / chemistry
  • Enzyme Inhibitors* / pharmacology
  • Furans / chemical synthesis
  • Furans / chemistry
  • Furans / pharmacology
  • Humans
  • Hypoxia-Inducible Factor 1, alpha Subunit / antagonists & inhibitors
  • Hypoxia-Inducible Factor 1, alpha Subunit / metabolism
  • Molecular Structure
  • Phosphatidylinositol 3-Kinases / metabolism
  • Phosphoinositide-3 Kinase Inhibitors*
  • Phosphorylation / drug effects
  • Protein Kinases / drug effects*
  • Protein Kinases / metabolism
  • Proto-Oncogene Proteins c-akt / antagonists & inhibitors*
  • Proto-Oncogene Proteins c-akt / metabolism
  • Quinolines / chemical synthesis
  • Quinolines / chemistry
  • Quinolines / pharmacology
  • Signal Transduction / drug effects
  • Stereoisomerism
  • Structure-Activity Relationship
  • TOR Serine-Threonine Kinases

Substances

  • 7-methoxy-4-(4-nitrophenylthio)furo(2,3-b)quinoline
  • Enzyme Inhibitors
  • Furans
  • Hypoxia-Inducible Factor 1, alpha Subunit
  • Phosphoinositide-3 Kinase Inhibitors
  • Quinolines
  • Protein Kinases
  • MTOR protein, human
  • Proto-Oncogene Proteins c-akt
  • TOR Serine-Threonine Kinases