Synthesis and in vitro evaluation of 5-arylidene-3-hydroxyalkyl-2-phenylimino-4-thiazolidinones with antidegenerative activity on human chondrocyte cultures

Bioorg Med Chem. 2007 Dec 15;15(24):7618-25. doi: 10.1016/j.bmc.2007.09.001. Epub 2007 Sep 8.

Abstract

5-Arylidene-3-hydroxyalkyl-2-phenylimino-4-thiazolidinones (7,8) were synthesized and evaluated for their antidegenerative activity on human chondrocyte cultures stimulated by IL-1beta. This in vitro model has proven to be a useful experimental model to reproduce the mechanisms involved in arthritic diseases. The cell viability, the amount of GAGs, the production of NO and PGE(2) and the inhibition of MMP-3 were measured. Several thiazolidinones 7 and 8 exhibited the ability to block the production or action of the degenerative factors induced by IL-1beta.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Inflammatory Agents, Non-Steroidal / chemical synthesis*
  • Anti-Inflammatory Agents, Non-Steroidal / pharmacology*
  • Arthritis / drug therapy
  • Cell Survival / drug effects
  • Cells, Cultured
  • Chondrocytes / drug effects*
  • Chondrocytes / immunology
  • Drug Evaluation, Preclinical
  • Humans
  • Imines / chemical synthesis*
  • Imines / pharmacology
  • Indomethacin / pharmacology
  • Interleukin-1beta / pharmacology
  • Models, Biological*
  • Reference Standards
  • Thiazolidines / chemical synthesis*
  • Thiazolidines / pharmacology*

Substances

  • Anti-Inflammatory Agents, Non-Steroidal
  • Imines
  • Interleukin-1beta
  • Thiazolidines
  • Indomethacin