Anti-inflammatory Steroids from the South China Sea Sponge Spongia officinalis

Chem Biodivers. 2024 Jun;21(6):e202400519. doi: 10.1002/cbdv.202400519. Epub 2024 Apr 30.

Abstract

One new highly degraded steroid, namely 21-nor-4-ene-chaxine A (1) furnishing a 5/6/5-tricyclic, along with one known related analogue (2), were isolated from the South China Sea sponge Spongia officinalis. Their structures including absolute configurations were established by extensive spectroscopic data analysis, TDDFT-ECD calculation, and comparison with the spectral data previously reported in the literature. Compound 1 represent the new member of incisterols family with a highly degradation in ring B. In vitro bioassays revealed compound 2 exhibited significant anti-microglial inflammatory effect on lipopolysaccharide (LPS)-induced inflammation in BV-2 microglial cells.

Keywords: Absolute configuration; Anti-inflammatory activity; Chemical investigation; Sponge; Spongia officinalis.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents* / chemistry
  • Anti-Inflammatory Agents* / isolation & purification
  • Anti-Inflammatory Agents* / pharmacology
  • Cell Line
  • China
  • Lipopolysaccharides* / antagonists & inhibitors
  • Lipopolysaccharides* / pharmacology
  • Mice
  • Microglia / cytology
  • Microglia / drug effects
  • Microglia / metabolism
  • Molecular Conformation
  • Molecular Structure
  • Porifera* / chemistry
  • Steroids* / chemistry
  • Steroids* / isolation & purification
  • Steroids* / pharmacology

Substances

  • Steroids
  • Lipopolysaccharides
  • Anti-Inflammatory Agents