Synthesis and cytotoxic activity of novel C7-functionalized spongiane diterpenes

Bioorg Med Chem. 2003 Jul 17;11(14):3171-7. doi: 10.1016/s0968-0896(03)00230-x.

Abstract

Based on two lead cytotoxic spongiane diterpenes, a new series of C7-oxygenated derivatives were synthesized and evaluated for their antitumor activity in vitro against the cancer cell lines HeLa and HEp-2. In general, introduction of either hydroxyl or acetoxy groups at C-7 did not improve the resultant cytotoxicity, while the presence of a butyrate ester led to more active compounds (CC(50)=4.0-9.5 microM).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / pharmacology
  • Butyrates / chemistry
  • Cell Line, Tumor
  • Diterpenes / chemical synthesis*
  • Diterpenes / pharmacology
  • Drug Screening Assays, Antitumor
  • HeLa Cells
  • Humans
  • Inhibitory Concentration 50
  • Molecular Structure
  • Structure-Activity Relationship

Substances

  • Antineoplastic Agents
  • Butyrates
  • Diterpenes