Synthesis and biological activity of 22-deoxo-23-oxa analogues of saponin OSW-1

J Med Chem. 2011 May 12;54(9):3298-305. doi: 10.1021/jm101648h. Epub 2011 Apr 8.

Abstract

Analogues of the potent cytotoxic saponin OSW-1 were prepared from the readily available steroidal 16β,17α,22-triol. The new 22-deoxo-23-oxa analogues of OSW-1 were screened against eight cancer cell lines and normal human fibroblasts. The analogues proved to be slightly less active than OSW-1 but also less toxic to normal cells. They induce concentration- and time-dependent apoptosis of mammalian cancer cells with caspase-3 activation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology
  • Apoptosis
  • Caspase 3 / metabolism
  • Caspase 7 / metabolism
  • Cell Cycle / drug effects
  • Cell Line, Tumor
  • Cholestenones / chemical synthesis*
  • Cholestenones / chemistry
  • Cholestenones / pharmacology
  • Drug Screening Assays, Antitumor
  • Enzyme Activation
  • Fibroblasts / drug effects
  • Humans
  • Saponins / chemical synthesis*
  • Saponins / chemistry
  • Saponins / pharmacology
  • Stereoisomerism
  • Structure-Activity Relationship

Substances

  • Antineoplastic Agents
  • Cholestenones
  • Saponins
  • OSW 1
  • Caspase 3
  • Caspase 7