Identification of a Novel Pyrrole Alkaloid from the Edible Mushroom Basidiomycetes-X (Echigoshirayukidake)

Molecules. 2020 Oct 22;25(21):4879. doi: 10.3390/molecules25214879.

Abstract

Three pyrrole alkaloid derivatives were isolated from the edible mushroom Basidiomycetes-X (Echigoshirayukidake) by water extraction followed by ethyl acetate fractionation. The chemical structures determined by MS and NMR were 4-[2-formyl-5-(hydroxymethyl)-1H-pyrrol-1-yl] butanoic acid (compound I), 4-[2-formyl-5-(hydroxymethyl)-1H-pyrrol-1-yl] butanamide (compound II), and 5-(hydroxymethyl)-1H-pyrrole-2-carboxaldehyde (compound III). Compound I was found to be the major component, followed by compound II, and compound III was the minor component. The dry powder of Basidiomycetes-X contained approximately 825 μg g-1 compound I and 484 μg g-1 compound II. Compound II was found to be a novel pyrrole aldehyde homologue not previously reported and thus is a specific component of this mushroom.

Keywords: dietary supplement; edible fungus; pyrrole alkaloid.

MeSH terms

  • Acetates / chemistry
  • Aldehydes / chemistry
  • Alkaloids / chemistry*
  • Alkaloids / isolation & purification
  • Basidiomycota / chemistry*
  • Complex Mixtures / chemistry*
  • Complex Mixtures / isolation & purification
  • Copper / chemistry
  • Dietary Supplements / analysis*
  • Free Radical Scavengers / chemistry
  • Iron / chemistry
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Pyrroles / chemistry*
  • Pyrroles / isolation & purification
  • Solvents / chemistry

Substances

  • Acetates
  • Aldehydes
  • Alkaloids
  • Complex Mixtures
  • Free Radical Scavengers
  • Pyrroles
  • Solvents
  • ethyl acetate
  • Copper
  • Iron