Cytotoxic Secondary Metabolites from the Endolichenic Fungus Hypoxylon fuscum

Planta Med. 2019 Sep;85(13):1088-1097. doi: 10.1055/a-0957-3567. Epub 2019 Jun 19.

Abstract

As part of our search for new cytotoxic and antimicrobial natural products from endolichenic fungi, 19 compounds including 1 new 10-member lactone (2: ), 1 new polyacetylene glycoside (3: ), 1 new brasilane-type sesquiterpenoid glycoside (4: ), and 2 isobenzofuran-1(3H)-one derivatives (5: and 6: ) were isolated from the solid culture of the endolichenic fungus Hypoxylon fuscum. Their structures were unambiguously elucidated by NMR spectroscopic data, MS, ECD (electronic circular dichroism) calculation, and chemical methods. The cytotoxic effects on K562, SW480, and HEPG2 cell lines and the antimicrobial activity against Bacillus subtilis, Staphylococcus aureus, Escherichia coli, and Candida albicans were assessed. Compounds 1, 2: , and 5: exhibited moderate cytotoxicity against K562, SW480, and HEPG2 cell lines while compounds 1, 9: , and 11: displayed weak antibacterial activity against S. aureus.

MeSH terms

  • Anti-Infective Agents / isolation & purification
  • Anti-Infective Agents / pharmacology
  • Bacillus subtilis / drug effects
  • Candida albicans / drug effects
  • Cell Line, Tumor / drug effects
  • Circular Dichroism
  • Cytotoxins / isolation & purification*
  • Cytotoxins / pharmacology
  • Escherichia coli / drug effects
  • Hep G2 Cells / drug effects
  • Humans
  • K562 Cells / drug effects
  • Magnetic Resonance Spectroscopy
  • Staphylococcus aureus / drug effects
  • Xylariales / chemistry
  • Xylariales / metabolism*

Substances

  • Anti-Infective Agents
  • Cytotoxins