Guignardones Y-Z, Antiviral Meroterpenes from Penicillium sp. NBUF154 Associated with a Crella Sponge from the Marine Mesophotic Zone

Chem Biodivers. 2022 Aug;19(8):e202200475. doi: 10.1002/cbdv.202200475. Epub 2022 Jul 22.

Abstract

Guignardones Y-Z (1-2), two new meroterpenoids, and six known metabolites involving guignardones A-H (3-4), gyorgy-isoflavone (5), daidzein (6), blumenol A (7) and guignardianone A (8) were isolated from the fungus Penicillium sp. NBUF154, which was obtained from a 60 m deep Crella sponge. Their structures including absolute configurations were unambiguously elucidated by exhaustive spectroscopic analysis and ECD calculations. A putative biosynthetic pathway toward guignardones (1-4) is here proposed. Biological evaluation of compounds 1-8 showed that 1 and 7 exert potent inhibitory effects towards human enterovirus 71 (EV71).

Keywords: EV71; meroterpenes; mesophotic zone; sponge-associated fungus Penicillium sp. NBUF154; sponges.

MeSH terms

  • Animals
  • Antiviral Agents / pharmacology
  • Fungi
  • Humans
  • Molecular Structure
  • Penicillium* / chemistry
  • Porifera*
  • Terpenes / chemistry

Substances

  • Antiviral Agents
  • Terpenes