Alkyl-bridged substituted 8-arylquinolines as highly potent PDE IV inhibitors

Bioorg Med Chem Lett. 2009 Sep 1;19(17):5266-9. doi: 10.1016/j.bmcl.2009.03.105. Epub 2009 Mar 26.

Abstract

Substituted 8-arylquinoline analogs bearing alkyl-linked side chain were identified as potent inhibitors of type 4 phophodiesterase. These compounds address the potential liabilities of the clinical candidate L-454560. The pharmacokinetic profile of the best analogs and the in vivo efficacy in an ovalbumin-induced bronchoconstriction assay in conscious guinea pigs are reported.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemical synthesis
  • Anti-Inflammatory Agents / chemistry*
  • Anti-Inflammatory Agents / pharmacokinetics
  • Aryl Hydrocarbon Hydroxylases / metabolism
  • Cyclic Nucleotide Phosphodiesterases, Type 4 / metabolism
  • Cytochrome P-450 CYP2C9
  • Guinea Pigs
  • Humans
  • Leukocytes, Mononuclear / metabolism
  • Ovalbumin / pharmacology
  • Phosphodiesterase 4 Inhibitors*
  • Phosphodiesterase Inhibitors / chemical synthesis
  • Phosphodiesterase Inhibitors / chemistry*
  • Phosphodiesterase Inhibitors / pharmacokinetics
  • Quinolines / chemical synthesis
  • Quinolines / chemistry*
  • Quinolines / pharmacokinetics
  • Rats
  • Saimiri
  • Structure-Activity Relationship

Substances

  • Anti-Inflammatory Agents
  • Phosphodiesterase 4 Inhibitors
  • Phosphodiesterase Inhibitors
  • Quinolines
  • Ovalbumin
  • CYP2C9 protein, human
  • Cytochrome P-450 CYP2C9
  • Aryl Hydrocarbon Hydroxylases
  • Cyclic Nucleotide Phosphodiesterases, Type 4