Efficient syntheses of novel C2'-alkylated (+/-)-K252a analogues

Org Lett. 2001 May 31;3(11):1689-92. doi: 10.1021/ol015894m.

Abstract

Recent efforts in our laboratories have resulted in a synthetic approach toward C2'-alkylated K252a analogues via extension of a K252a cyclofuranosylation strategy. The bis-indole-N-glycosidic coupling of 6-N-(3,4-dimethoxybenzyl)-staurosporinone (21) with a number of highly functionalized carbohydrates has given access to previously unattainable, biologically relevant analogues.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Alkylation
  • Carbazoles / chemical synthesis*
  • Enzyme Inhibitors / chemical synthesis*
  • Indicators and Reagents
  • Indole Alkaloids
  • Molecular Conformation
  • Protein Kinase C / antagonists & inhibitors*
  • Stereoisomerism

Substances

  • Carbazoles
  • Enzyme Inhibitors
  • Indicators and Reagents
  • Indole Alkaloids
  • staurosporine aglycone
  • Protein Kinase C