Structure and biosynthesis of norneolambertellin produced by Lambertella sp. 1346

Bioorg Med Chem Lett. 2008 Aug 15;18(16):4547-9. doi: 10.1016/j.bmcl.2008.07.032. Epub 2008 Jul 15.

Abstract

Norneolambertellin (1) was isolated from a mycoparasite Lambertella sp. 1346. Combined analysis of the NMR spectra and chemical shift prediction based on molecular orbital calculation successfully revealed a novel pyrano[3,2-c]chromene-2,5-dione structure, which was further confirmed by X-ray crystallographic analysis. Isotopomer distribution analysis of the sample, prepared under labeling conditions, deduced its biosynthetic pathway.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Ascomycota / metabolism*
  • Carbon / chemistry
  • Chemistry, Pharmaceutical / methods
  • Crystallography, X-Ray / methods*
  • Drug Design
  • Gas Chromatography-Mass Spectrometry / methods
  • Ions
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry / methods
  • Models, Chemical
  • Molecular Conformation
  • Molecular Structure
  • Naphthalenes / chemical synthesis*
  • Naphthalenes / chemistry*
  • Spiro Compounds / chemical synthesis*
  • Spiro Compounds / chemistry*

Substances

  • Ions
  • Naphthalenes
  • Spiro Compounds
  • Carbon
  • lambertellin