Total synthesis of the G2/M DNA damage checkpoint inhibitor psilostachyin C

J Org Chem. 2011 May 6;76(9):3566-70. doi: 10.1021/jo2001275. Epub 2011 Mar 21.

Abstract

A concise total synthesis of the G2/M DNA damage checkpoint inhibitor psilostachyin C is reported using a 1,4-addition-aldol condensation-ring-closing metathesis (RCM) strategy. Initial biological studies indicate that psilostachyin C could enhance the sensitivity of the HeLa cell toward camptothecin (CPT) treatment via the activation of the caspase-3 mediated apoptosis pathway.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cell Division / drug effects*
  • Cell Division / genetics*
  • DNA Damage*
  • G2 Phase / drug effects*
  • G2 Phase / genetics*
  • HeLa Cells
  • Heterocyclic Compounds, 3-Ring / chemical synthesis*
  • Heterocyclic Compounds, 3-Ring / pharmacology*
  • Humans
  • Pyrones / chemical synthesis*
  • Pyrones / pharmacology*

Substances

  • Heterocyclic Compounds, 3-Ring
  • Pyrones
  • psilostachyin C