Design, synthesis and antiinflammatory activity of novel phthalimide derivatives, structurally related to thalidomide

Bioorg Med Chem Lett. 2005 Feb 15;15(4):1169-72. doi: 10.1016/j.bmcl.2004.12.012.

Abstract

As part of an ongoing effort to develop new thalidomide analogues as antiinflammatory lead-candidates, this paper describes the synthesis and antiinflammatory activity of novel N-phenyl-phthalimide functionalized derivatives (4a-d, 5a,b, 6a,b). The target compounds were assayed in an acute lung inflammatory model and all compounds were able to inhibit TNF-alpha production and subsequent neutrophil recruitment in the LPS-acute lung inflammatory model.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemical synthesis*
  • Anti-Inflammatory Agents / pharmacology
  • Chemotaxis / drug effects
  • Drug Design
  • Inflammation / chemically induced
  • Inflammation / drug therapy
  • Lipopolysaccharides / pharmacology
  • Lung Diseases / chemically induced
  • Lung Diseases / drug therapy
  • Mice
  • Neutrophils / drug effects
  • Phthalimides / chemical synthesis*
  • Phthalimides / pharmacology
  • Structure-Activity Relationship
  • Thalidomide / chemistry
  • Tumor Necrosis Factor-alpha / antagonists & inhibitors

Substances

  • Anti-Inflammatory Agents
  • Lipopolysaccharides
  • Phthalimides
  • Tumor Necrosis Factor-alpha
  • Thalidomide