Yeast-mediated xanthone synthesis through oxidative intramolecular cyclization

Org Lett. 2012 Oct 5;14(19):5054-7. doi: 10.1021/ol302283p. Epub 2012 Sep 17.

Abstract

Benzoylphloroglucinol derivatives are natural products showing diverse biological activities that could be modulated by structural modifications. For this purpose, we studied the biotransformation of guttiferone A and of maclurin using a combinatorial approach for screening active microorganism strains. We found a novel and unexpected yeast-catalyzed oxidation that has selectively given a new oxy-guttiferone A and norathyriol.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antimalarials / chemistry*
  • Antimalarials / metabolism
  • Antimalarials / pharmacology
  • Biocatalysis
  • Cell Survival / drug effects
  • Chlorocebus aethiops
  • Cyclization
  • Molecular Structure
  • Oxidation-Reduction
  • Plasmodium falciparum / drug effects
  • Trypanosoma brucei brucei / drug effects
  • Vero Cells
  • Xanthones / chemistry*
  • Xanthones / metabolism
  • Xanthones / pharmacology
  • Yeasts / chemistry*
  • Yeasts / metabolism

Substances

  • Antimalarials
  • Xanthones
  • xanthone