Synthesis of Hoodigogenin A, aglycone of natural appetite suppressant glycosteroids extracted from Hoodia gordonii

Steroids. 2011 Jun;76(7):702-8. doi: 10.1016/j.steroids.2011.03.014. Epub 2011 Apr 5.

Abstract

14β-hydroxy pregnane glycosides extracted from Hoodia gordonii, a succulent plant isolated from Apocynaceae are suggested to have appetite suppressant properties in animals and humans. However, limited reports on biological studies concerning the appetite suppressant properties are available in the open literature. One reason for that is the poor availability of these glycosteroids because H. gordonii is a protected plant and the yield of extraction lies between 0.003% and 0.02%. Starting from 3α,12α-diacetoxy-pregnanone 1, we disclose in this report the synthesis of Hoodigogenin A, the aglycone of the natural 14β-hydroxy pregnane glycosides extracted from H. Gordonii.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Apocynaceae / chemistry*
  • Appetite Depressants / chemical synthesis
  • Appetite Depressants / chemistry
  • Appetite Depressants / isolation & purification
  • Biological Products / chemical synthesis*
  • Biological Products / chemistry*
  • Biological Products / isolation & purification
  • Glycosides / chemistry*
  • Pregnanediol / analogs & derivatives*
  • Pregnanediol / chemical synthesis
  • Pregnanediol / chemistry
  • Pregnanediol / isolation & purification

Substances

  • Appetite Depressants
  • Biological Products
  • Glycosides
  • hoodigogenin A
  • Pregnanediol