Anti-influenza A virus activity of a new dihydrochalcone diglycoside isolated from the Egyptian seagrass Thalassodendron ciliatum (Forsk.) den Hartog

Nat Prod Res. 2014;28(6):377-82. doi: 10.1080/14786419.2013.869694. Epub 2014 Jan 21.

Abstract

One new dihydrochalcone diglycoside has been isolated from the EtOAc fraction of the Egyptian seagrass Thalassodendrin ciliatum (Forsk.) den Hartog, and was identified as 6'-O-rhamnosyl-(1‴ → 6″)-glucopyranosyl asebogenin for which a trivial name Thalassodendrone was established. Furthermore, five known phenolics were isolated and identified as asebotin, quercetin 3,7-diglucoside, protocatechuic acid, ferulic acid and p-hydroxybenzoic acid. The structures of all the isolated compounds were established based on 1D and 2D NMR spectroscopy and high-resolution-mass spectrometer. High-resolution electrospray ionization mass spectra (HR-ESI-MS) were obtained using a JEOL JMS-T100TD spectrometer (JEOL Ltd., Tokyo, Japan). The anti-influenza A virus activity of the isolated new compound and asebotin was evaluated, and the obtained results revealed that the inhibition dose concentration of asebotin was more than that of Thalassodendrone with IC50 = 2.00 and 1.96 μg/mL, respectively, and with cytotoxic concentration (CC50) of 3.36 and 3.14 μg/mL, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alismatales / chemistry
  • Animals
  • Antiviral Agents / chemistry
  • Antiviral Agents / isolation & purification*
  • Antiviral Agents / pharmacology*
  • Chalcones / chemistry
  • Chalcones / isolation & purification*
  • Chalcones / pharmacology*
  • Dogs
  • Egypt
  • Glycosides / chemistry
  • Glycosides / isolation & purification*
  • Glycosides / pharmacology*
  • Humans
  • Influenza A virus / drug effects*
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Oceans and Seas
  • Phenols / isolation & purification
  • Phenols / pharmacology
  • Quercetin / isolation & purification
  • Quercetin / pharmacology

Substances

  • 6'-O-rhamnosyl-(1''-6')-glucopyranosylasebogenin
  • Antiviral Agents
  • Chalcones
  • Glycosides
  • Phenols
  • asebogenin
  • Quercetin
  • dihydrochalcone