Antiviral Meroterpenoid Rhodatin and Sesquiterpenoids Rhodocoranes A-E from the Wrinkled Peach Mushroom, Rhodotus palmatus

Org Lett. 2019 May 3;21(9):3286-3289. doi: 10.1021/acs.orglett.9b01017. Epub 2019 Apr 22.

Abstract

Rhodatin (1), a meroterpenoid featuring a unique pentacyclic scaffold with both spiro and spiroketal centers, and five unusual acorane-type sesquiterpenoids, named rhodocoranes A-E (2-6, respectively), are the first natural products isolated from the basidiomycete Rhodotus palmatus. Their structures were elucidated by two-dimensional NMR experiments and HRESIMS, while the absolute configuration of the substance family was determined by Mosher's method utilizing 2. Rhodatin strongly inhibited hepatitis C virus, whereas 4 displayed cytotoxicity and selective antifungal activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antiviral Agents / isolation & purification*
  • Antiviral Agents / pharmacology
  • Basidiomycota / chemistry*
  • Cell Line
  • Cell Survival / drug effects
  • Hepacivirus / drug effects
  • Humans
  • Molecular Structure
  • Sesquiterpenes / isolation & purification
  • Sesquiterpenes / pharmacology
  • Spiro Compounds / chemistry
  • Spiro Compounds / pharmacology
  • Terpenes / isolation & purification*
  • Terpenes / pharmacology

Substances

  • Antiviral Agents
  • Sesquiterpenes
  • Spiro Compounds
  • Terpenes