Synthesis and antifungal activity of (-)-(Z)-dysidazirine

Org Lett. 2008 Nov 20;10(22):5269-71. doi: 10.1021/ol802065d. Epub 2008 Oct 21.

Abstract

A short, flexible synthesis of the marine natural product (2 R)-(Z)-dysidazirine (-)-1 has been completed. (-)-1 shows significant antifungal activity across a panel of seven human pathogens, whereas the structural analogue (-)-2, featuring a terminal tert-butyl group, is essentially inactive.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Antifungal Agents / chemical synthesis*
  • Antifungal Agents / chemistry
  • Antifungal Agents / pharmacology*
  • Azirines / chemical synthesis*
  • Azirines / chemistry
  • Azirines / pharmacology*
  • Fungi / drug effects
  • Stereoisomerism

Substances

  • Antifungal Agents
  • Azirines
  • dysidazirine