Discovery of dihydro-β-agarofurans from Tripterygium wilfordii with their H2O2-induced SH-SY5Y cell protective effects

Bioorg Chem. 2020 Nov:104:104247. doi: 10.1016/j.bioorg.2020.104247. Epub 2020 Sep 1.

Abstract

Chemical investigations of the 75% EtOH extract of the leaves of Tripterygium wilfordii obtained five undescribed naturally occurring sesquiterpenes with dihydro-β-agarofuran skeleton, tripteresters A-E (1-5), along with eight known analogues (6-13). Their chemical structures were elucidated by a combination of spectroscopic the comprehensive spectroscopic analyses, electronic circular dichroism (ECD) exciton chirality, and quantum chemical calculations ECD. In the bioactivity assay, their neuroprotective properties against hydrogen peroxide (H2O2)-induced oxidative damage in human neuroblastoma SH-SY5Y cells were investigated, and compounds 4, 8, and 12 revealed moderate protective activity at a concentration of 12.5 µM.

Keywords: Dihydro-β-agarofuran; ECD calculations; Neuroprotection; Tripterygium wilfordii.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Dose-Response Relationship, Drug
  • Drug Discovery*
  • Humans
  • Hydrogen Peroxide / antagonists & inhibitors*
  • Hydrogen Peroxide / pharmacology
  • Molecular Structure
  • Neuroprotective Agents / chemistry
  • Neuroprotective Agents / isolation & purification
  • Neuroprotective Agents / pharmacology*
  • Oxidative Stress / drug effects
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification
  • Sesquiterpenes / pharmacology*
  • Structure-Activity Relationship
  • Tripterygium / chemistry*

Substances

  • Neuroprotective Agents
  • Sesquiterpenes
  • dihydroagarofuran
  • Hydrogen Peroxide