Minor ergosteroids and a 19-nor labdane-type diterpenoid with anti-inflammatory effects from Ganoderma lucidum

Phytochemistry. 2024 Jun:222:114052. doi: 10.1016/j.phytochem.2024.114052. Epub 2024 Mar 20.

Abstract

A chemical investigation on the fruiting bodies of Ganoderma lucidum led to the isolation and identification of five undescribed ergosteroids including two des-D-steroids (3 and 4) and one rare 6/6/7/5-fused carbon skeletal ergosterol (5) along with one 19-nor labdane-type diterpenoid (6). Their structures including their absolute configurations, were assigned by spectroscopic methods, ECD calculations, and X-ray diffraction analysis. In addition, the anti-inflammatory activities of all the isolates were evaluated. The results indicated that compound 1 can significantly down-regulate the protein expression of iNOS and COX-2 at 20 μM in LPS- stimulated RAW264.7 cells.

Keywords: Anti-inflammatory; Baoslingzhines K–P; Diterpenoid; Ganoderma lucidum; Labdane-type; Steroids.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / isolation & purification
  • Anti-Inflammatory Agents / pharmacology
  • Anti-Inflammatory Agents, Non-Steroidal / chemistry
  • Anti-Inflammatory Agents, Non-Steroidal / isolation & purification
  • Anti-Inflammatory Agents, Non-Steroidal / pharmacology
  • Cyclooxygenase 2 / metabolism
  • Diterpenes* / chemistry
  • Diterpenes* / isolation & purification
  • Diterpenes* / pharmacology
  • Dose-Response Relationship, Drug
  • Down-Regulation / drug effects
  • Ergosterol* / analogs & derivatives
  • Ergosterol* / chemistry
  • Ergosterol* / isolation & purification
  • Ergosterol* / pharmacology
  • Lipopolysaccharides / antagonists & inhibitors
  • Lipopolysaccharides / pharmacology
  • Mice
  • Molecular Structure
  • Nitric Oxide Synthase Type II / antagonists & inhibitors
  • Nitric Oxide Synthase Type II / metabolism
  • RAW 264.7 Cells
  • Reishi* / chemistry
  • Structure-Activity Relationship

Substances

  • Diterpenes
  • Ergosterol
  • Anti-Inflammatory Agents
  • Lipopolysaccharides
  • Cyclooxygenase 2
  • Nitric Oxide Synthase Type II
  • Anti-Inflammatory Agents, Non-Steroidal