Antiviral chlorinated daphnane diterpenoid orthoesters from the bark and wood of Trigonostemon cherrieri

Phytochemistry. 2012 Dec:84:160-8. doi: 10.1016/j.phytochem.2012.07.023. Epub 2012 Aug 29.

Abstract

The chemical study of the bark and the wood of Trigonostemon cherrieri, a rare endemic plant of New Caledonia, led to the isolation of a series of highly oxygenated daphnane diterpenoid orthoesters (DDO) bearing an uncommon chlorinated moiety: trigocherrins A-F and trigocherriolides A-D. Herein, we describe the isolation and structure elucidation of the DDO (trigocherrins B-F and trigocherriolides A-D). We also report the antiviral activity of trigocherrins A, B and F (1, 2 and 6) and trigocherriolides A, B and C (7-9) against various emerging pathogens: chikungunya virus (CHIKV), Sindbis virus (SINV), Semliki forest virus (SFV) and dengue virus (DENV).

MeSH terms

  • Antiviral Agents / chemistry
  • Antiviral Agents / isolation & purification
  • Antiviral Agents / pharmacology*
  • Chikungunya virus / drug effects*
  • Dengue Virus / drug effects*
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification
  • Diterpenes / pharmacology
  • Esters / chemistry
  • Esters / isolation & purification
  • Esters / pharmacology
  • Euphorbiaceae / chemistry*
  • Microbial Sensitivity Tests
  • Molecular Conformation
  • Plant Bark / chemistry
  • Semliki forest virus / drug effects*
  • Sindbis Virus / drug effects*
  • Wood / chemistry

Substances

  • Antiviral Agents
  • Diterpenes
  • Esters