Neuroprotective schinortriterpenoids with diverse scaffolds from Schisandra henryi

Bioorg Chem. 2020 Dec:105:104353. doi: 10.1016/j.bioorg.2020.104353. Epub 2020 Oct 10.

Abstract

Eleven undescribed schinortriterpenoids (SNTs) and one known analogue (12) were isolated from the stems and leaves of Schisandra henryi. Their diverse structures included preschisanartane (1), 18-norschiartane (2-5, 12), schiartane (6 and 7), and schisanartane (8-11) skeletons, which were elucidated by comprehensive NMR, MS, electronic circular dichroism analyses, single crystal X-ray diffraction and biogenetic considerations. 1 was the first case of preschisanartane-type SNT with six-membered lactone ring, and 2 was one of the most highly oxygenated 18-norschiartane SNTs. Three types of the highly oxygenated SNTs, 1, 4, 10 and 11, effectively prevent apoptosis induced by corticosterone in PC12 cells. In addition, 11 showed neurite outgrowth-promoting activity.

Keywords: Neuroprotective activity; Schinortriterpenoids; Schisandra henryi.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Corticosterone / metabolism
  • Drug Evaluation, Preclinical
  • Humans
  • Lactones / chemistry
  • Molecular Structure
  • Neuroprotective Agents / chemistry*
  • Neuroprotective Agents / pharmacology
  • Oxygen / chemistry
  • PC12 Cells
  • Plant Extracts / chemistry*
  • Plant Leaves / chemistry*
  • Plant Stems / chemistry*
  • Rats
  • Schisandra / chemistry*
  • Triterpenes / chemistry*
  • Triterpenes / pharmacology

Substances

  • 18-norschiartane
  • Lactones
  • Neuroprotective Agents
  • Plant Extracts
  • Triterpenes
  • schiartane
  • schisanartane
  • Oxygen
  • Corticosterone