A spiro[chroman-3,7'-isochromene]-4,6'(8'H)-dione from the Cordyceps-colonizing fungus Fimetariella sp

Org Lett. 2012 Jul 6;14(13):3320-3. doi: 10.1021/ol3012919. Epub 2012 Jun 22.

Abstract

Fimetarone A (1), a metabolite with the new spiro[chroman-3,7'-isochromene]-4,6'(8'H)-dione skeleton, was isolated from cultures of the Cordyceps-colonizing fungus Fimetariella sp. Compound 1 was a 1:1 atropdiastereomeric mixture in NMR data, and aS,9S and aR,9R enantiomers were found and confirmed by X-ray crystallography. Compound 1 could be derived from the hypothetical precursors 3,4,5-trihydroxy-2-(2-methylene-3,5-dioxohexanoyl)benzoic acid (5) and lapidosin (6).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Ascomycota / chemistry*
  • Magnetic Resonance Spectroscopy
  • Models, Molecular
  • Molecular Structure
  • Spiro Compounds / chemistry
  • Spiro Compounds / isolation & purification*

Substances

  • Spiro Compounds
  • fimetarone A