Facile conversion of spirostan saponin into furostan saponin: synthesis of methyl protodioscin and its 26-thio-analogue

Org Lett. 2006 Jun 22;8(13):2679-82. doi: 10.1021/ol060594w.

Abstract

[reaction: see text] A facile approach for the conversion of a spirostan saponin into its furostan counterpart, as illustrated by the transformation of dioscin to methyl protodioscin (and its 26-thio-analogue), has been developed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cholestanes / chemical synthesis*
  • Diosgenin / analogs & derivatives*
  • Diosgenin / chemical synthesis
  • Diosgenin / chemistry
  • Hydrocarbons, Iodinated / chemical synthesis*
  • Molecular Structure
  • Saponins / chemical synthesis*
  • Spirostans / chemistry*
  • Sulfur Compounds / chemical synthesis*

Substances

  • 26-thiomethyl protodioscin
  • Cholestanes
  • Hydrocarbons, Iodinated
  • Saponins
  • Spirostans
  • Sulfur Compounds
  • methyl protodioscin
  • dioscin
  • Diosgenin