Wakodecaline C, new tetrahydrofuran-fused decalin metabolite isolated from fungus Pyrenochaetopsis sp. RK10-F058

J Antibiot (Tokyo). 2023 Jun;76(6):346-350. doi: 10.1038/s41429-023-00613-2. Epub 2023 Apr 5.

Abstract

A new decalin-containing secondary metabolite, wakodecaline C, was isolated from a fungus Pyrenochaetopsis sp. RK10-F058 by screening structurally interesting metabolites based on LC/MS profiling. The structure including the absolute configuration was determined by a combination of spectroscopic methods including NMR and mass spectrometry, chemical reaction, and calculation of ECD spectra. Wakodecaline C has unique structural features containing a tetrahydrofuran-fused decalin skeleton and tetramic acid moiety, which are connected through a double bond. The compound showed moderate cytotoxicity against HL-60 cells and antimalarial activity against the Plasmodium falciparum 3D7 strain.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Ascomycota* / chemistry
  • Furans / pharmacology
  • Humans
  • Molecular Structure
  • Naphthalenes / chemistry

Substances

  • decalin
  • Naphthalenes
  • Furans