Modified lanostane-type triterpenoids with neuroprotective effects from the fungus Inonotus obliquus

Bioorg Chem. 2020 Dec:105:104438. doi: 10.1016/j.bioorg.2020.104438. Epub 2020 Oct 28.

Abstract

Six undescribed lanostane triterpenoids (1-6), together with three known compounds (7-9) were isolated from Inonotus obliquus. Compounds 3-5 are the rare natural compounds featuring a 4,5-seco-lanostane core with a 5,7,9-trien-21,24-cyclopentane moiety. The structure elucidation of the compounds was conducted by spectroscopic techniques and the ECD method. The absolute configuration of compound 1 was confirmed by single-crystal X-ray diffraction analysis. All isolated compounds were assayed for their neuroprotective activity against H2O2-induced cell injury using human neuroblastoma SH-SY5Y cells. Compound 9 exhibited the most potent neuroprotective activity and the flow cytometry analysis indicated that 9 could protect SH-SY5Y cells from oxidative damage by inhibiting cell apoptosis.

Keywords: Apoptosis; Hymenochaetaceae; Inonotus obliquus; Lanostane triterpenoids; Neuroprotective activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemistry*
  • Antineoplastic Agents / pharmacology
  • Biological Products / chemistry
  • Biological Products / pharmacology
  • Cell Line, Tumor
  • Chromatography, Liquid
  • Complex Mixtures / chemistry*
  • Complex Mixtures / pharmacology
  • Drug Evaluation, Preclinical
  • Humans
  • Hydrogen Peroxide / metabolism
  • Inonotus / chemistry*
  • Lanosterol / chemistry*
  • Molecular Conformation
  • Molecular Structure
  • Neuroblastoma / drug therapy*
  • Neuroprotective Agents / chemistry*
  • Neuroprotective Agents / pharmacology
  • Oxidative Stress / drug effects
  • Triterpenes / chemistry*
  • Triterpenes / pharmacology

Substances

  • Antineoplastic Agents
  • Biological Products
  • Complex Mixtures
  • Neuroprotective Agents
  • Triterpenes
  • Lanosterol
  • Hydrogen Peroxide