Sporulosol, a New Ketal from the Fungus Paraconiothyrium sporulosum

Molecules. 2018 May 25;23(6):1263. doi: 10.3390/molecules23061263.

Abstract

Sporulosol (1), a new ketal, together with four known compounds, has been isolated from the liquid fermentation cultures of a wetland-soil-derived fungus, Paraconiothyrium sporulosum. Its structure was elucidated primarily by NMR experiments, and was further confirmed by X-ray crystallography. Sporulosol was obtained as a racemic mixture and the resolved two enantiomers racemized immediately after chiral separation. Sporulosol appears to be the first ketal derived from a 6H-benzo[c]chromen-6-one and a benzofuranone unit. The compound showed modest cytotoxicity toward the human tumor cell line T24, with an IC50 value of 18.2 µM.

Keywords: Paraconiothyrium sporulosum; cytotoxicity; ketal; racemate.

MeSH terms

  • Acetals / isolation & purification*
  • Acetals / pharmacology
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology
  • Ascomycota / chemistry*
  • Ascomycota / metabolism
  • Benzofurans / chemistry
  • Benzofurans / metabolism
  • Benzopyrans / chemistry
  • Benzopyrans / metabolism
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Epithelial Cells / drug effects
  • Epithelial Cells / pathology
  • Fermentation
  • Humans
  • Soil Microbiology*
  • Stereoisomerism

Substances

  • Acetals
  • Antineoplastic Agents
  • Benzofurans
  • Benzopyrans