Synthesis and antiangiogenic activity of thioacetal artemisinin derivatives

Bioorg Med Chem. 2004 Jul 15;12(14):3783-90. doi: 10.1016/j.bmc.2004.05.013.

Abstract

Various thioacetal artemisinin derivatives can inhibit the angiogenesis and might be angiogenesis inhibitors. In particular, 10 alpha-phenylthiodihydroartemisinins (5), 10 beta-benzenesulfonyl-9-epi-dihydroartemisinin (11) and 10 alpha-mercaptodihydroartemisinin (13) exhibit strong growth inhibition activity against HUVEC proliferation. Compound 11 have a good inhibitiory activity upon HUVEC tube formation, and 5 and 11 show a strong inhibitory effect on angiogenesis using CAM assay at 5 microg/egg by 90%.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetals / chemistry*
  • Angiogenesis Inhibitors / chemical synthesis*
  • Angiogenesis Inhibitors / chemistry
  • Angiogenesis Inhibitors / pharmacology*
  • Animals
  • Artemisinins / chemical synthesis*
  • Artemisinins / chemistry
  • Artemisinins / pharmacology*
  • Cell Division / drug effects
  • Cell Line
  • Chick Embryo
  • Endothelium, Vascular / cytology
  • Endothelium, Vascular / drug effects
  • Gas Chromatography-Mass Spectrometry
  • Humans
  • Magnetic Resonance Spectroscopy
  • Sesquiterpenes / chemical synthesis*
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / pharmacology*
  • Spectrophotometry, Infrared

Substances

  • Acetals
  • Angiogenesis Inhibitors
  • Artemisinins
  • Sesquiterpenes
  • artemisinin