Synthesis and biological evaluation of cytogenin derivatives

J Antibiot (Tokyo). 2001 Mar;54(3):285-96. doi: 10.7164/antibiotics.54.285.

Abstract

To enhance the stability in vivo, new derivatives of cytogenin were synthesized, and their biological activity and stability in mice were estimated. 2-(8-Hydroxy-6-methoxy-1-oxo-1H-2-benzopyran-3-yl)propionic acid (NM-3) was found to be the most stable among them. It modified collagen-induced arthritis in mice. It also showed potent anti-angiogenic activity in a mouse dorsal air sac assay.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents, Non-Steroidal / chemical synthesis*
  • Anti-Inflammatory Agents, Non-Steroidal / chemistry
  • Anti-Inflammatory Agents, Non-Steroidal / metabolism
  • Anti-Inflammatory Agents, Non-Steroidal / pharmacology*
  • Antibiotics, Antineoplastic / chemical synthesis*
  • Antibiotics, Antineoplastic / chemistry
  • Antibiotics, Antineoplastic / metabolism
  • Antibiotics, Antineoplastic / pharmacology*
  • Arthritis / drug therapy
  • Coumarins / chemical synthesis*
  • Coumarins / chemistry
  • Coumarins / metabolism
  • Coumarins / pharmacology*
  • Drug Stability
  • In Vitro Techniques
  • Isocoumarins
  • Magnetic Resonance Spectroscopy
  • Male
  • Mice
  • Mice, Inbred DBA
  • Mice, Inbred ICR
  • Neovascularization, Pathologic / drug therapy
  • Rats
  • Rats, Sprague-Dawley
  • Spectrophotometry, Ultraviolet
  • Spectroscopy, Fourier Transform Infrared

Substances

  • Anti-Inflammatory Agents, Non-Steroidal
  • Antibiotics, Antineoplastic
  • Coumarins
  • Isocoumarins
  • isocoumarin NM-3
  • cytogenin