Novel chaetospirolactone and orsellide F from an endophytic fungus Chaetomium sp

J Asian Nat Prod Res. 2018 Mar;20(3):234-241. doi: 10.1080/10286020.2017.1320548. Epub 2017 May 8.

Abstract

Chaetospirolactone (1), a novel spiro-lactone bearing a rare 1-oxaspiro [4.4] non-7-ene-2,6-dione skeleton, and orsellide F (2), together with six known compounds (3-8), were isolated from an endophytic fungus Chaetomium sp. NF00754. Their structures were determined by interpretation of spectroscopic data. The absolute configurations of 1 and 2 were established by analysis of single X-ray crystallographic data and CD spectra. Compounds 3, 4, and 6 showed moderate acetylcholinesterase inhibitory activity with IC50 values of 7.34, 5.19, and 7.67 μM, respectively.

Keywords: Chaetomium sp.; Chaetospirolactone; acetylcholinesterase inhibitory activity; orsellide F.

MeSH terms

  • Acetylcholinesterase / drug effects
  • Chaetomium / chemistry*
  • Cholinesterase Inhibitors / chemistry
  • Cholinesterase Inhibitors / isolation & purification*
  • Cholinesterase Inhibitors / pharmacology*
  • Crystallography, X-Ray
  • Lactones / chemistry
  • Lactones / isolation & purification*
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Resorcinols / chemistry
  • Resorcinols / isolation & purification*
  • Spiro Compounds / chemistry
  • Spiro Compounds / isolation & purification*

Substances

  • Cholinesterase Inhibitors
  • Lactones
  • Resorcinols
  • Spiro Compounds
  • chaetospirolactone
  • orsellide F
  • Acetylcholinesterase