Hyperascyrins L - N, rare methylated polycyclic polyprenylated acylphloroglucinol derivatives from Hypericum ascyron

J Asian Nat Prod Res. 2019 May;21(5):409-418. doi: 10.1080/10286020.2019.1581175. Epub 2019 Mar 29.

Abstract

Seven natural compounds, including new compounds hyperascyrins L-N (1-3) and four known compounds (4-7), were acquired from the aerial parts of Hypericum ascyron, that were all identified as methylated polycyclic polyprenylated acylphloroglucinol derivatives (mPPAPs). The structures of these compounds were established by NMR spectroscopy, experimental and calculated electronic circular dichroism (ECD) data. The neuroprotective activities and hepatoprotective activity of these compounds (10 µM) were evaluated. Compounds 1, 2 and 3 exhibited neuroprotection activity. Compounds 1 and 3 show hepatoprotective activity.

Keywords: Guttiferae; hepatoprotective; methylated polycyclic polyprenylated acylphloroglucinols (mPPAPs); neuroprotection.

MeSH terms

  • Acetaminophen / toxicity
  • Analgesics / toxicity
  • Cell Line
  • Glutamic Acid / toxicity
  • Hepatocytes / drug effects
  • Humans
  • Hypericum / chemistry*
  • Models, Molecular
  • Molecular Structure
  • Neuroprotective Agents / chemistry
  • Neuroprotective Agents / pharmacology
  • Phloroglucinol / analogs & derivatives*
  • Phloroglucinol / chemistry
  • Phloroglucinol / pharmacology
  • Plant Components, Aerial / chemistry*

Substances

  • Analgesics
  • Neuroprotective Agents
  • Acetaminophen
  • Glutamic Acid
  • Phloroglucinol