Edaxadiene: a new bioactive diterpene from Mycobacterium tuberculosis

J Am Chem Soc. 2009 Dec 9;131(48):17526-7. doi: 10.1021/ja9019287.

Abstract

Mycobacterium tuberculosis remains a widespread and devastating human pathogen. Presented here is the characterization of an atypical class I diterpene cyclase from M. tuberculosis that catalyzes an unusual cyclization reaction in converting the known M. tuberculosis metabolite halimadienyl diphosphate to a further cyclized novel diterpene, which we have termed edaxadiene, as it directly inhibits maturation of the phagosomal compartment in which the bacterium is taken up during infection.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cyclization
  • Diterpenes / chemistry*
  • Diterpenes / pharmacology*
  • Kinetics
  • Mycobacterium tuberculosis / chemistry*
  • Phagosomes / drug effects
  • Phagosomes / metabolism

Substances

  • Diterpenes
  • edaxadiene