Synthesis and antiangiogenic activity of exo-olefinated deoxoartemisinin derivatives

Bioorg Med Chem Lett. 2004 Jul 16;14(14):3683-6. doi: 10.1016/j.bmcl.2004.05.013.

Abstract

10-exo-Bromoalkylidene and benzylidene deoxoartemisinin derivatives with antiangiogenic activity were synthesized from corresponding 10-alkanesulfonyl dihydroartemisinin and 10-phenylmethanesulfonyl dihydroartemisinin using a highly efficient, mild, and simple Ramberg-Bäcklund rearrangement.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkadienes / chemistry
  • Alkenes / chemistry*
  • Angiogenesis Inhibitors / chemical synthesis*
  • Angiogenesis Inhibitors / pharmacology
  • Artemisinins / chemical synthesis*
  • Artemisinins / pharmacology
  • Cell Line
  • Endothelium, Vascular / cytology
  • Endothelium, Vascular / drug effects*
  • Humans
  • Inhibitory Concentration 50
  • Sesquiterpenes / chemical synthesis*
  • Sesquiterpenes / pharmacology
  • Stereoisomerism

Substances

  • Alkadienes
  • Alkenes
  • Angiogenesis Inhibitors
  • Artemisinins
  • Sesquiterpenes
  • deoxoartemisinin