Briavioids E-G, Newly Isolated Briarane-Diterpenoids from a Cultured Octocoral Briareum violaceum

Mar Drugs. 2023 Feb 14;21(2):124. doi: 10.3390/md21020124.

Abstract

The chemical screening of a cultured soft coral, Briareum violaceum, led to the isolation of eight natural, briarane-related diterpenoids, including three unreported metabolites, briavioids E-G (1-3), and five known briaranes, briacavatolides B (4) and C (5), briaexcavatin L (6), briaexcavatolide U (7) and briarenol K (8). The structures of briaranes 1-8 were established using spectroscopic methods. The absolute configuration of briavioid A (9), obtained in a previous study, was reported for the first time in this study by a single-crystal X-ray diffraction analysis using a copper radiation source. The anti-inflammatory activity of briaranes 1 and 2 and briaranes 4-8 was evaluated by screening their inhibitory ability against the expression of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) proteins in lipopolysaccharide (LPS)-induced RAW 264.7 macrophage cells.

Keywords: Briareum violaceum; COX-2; X-ray; anti-inflammation; briarane; briavioid; iNOS.

MeSH terms

  • Animals
  • Anthozoa* / chemistry
  • Anti-Inflammatory Agents / pharmacology
  • Cyclooxygenase 2 / metabolism
  • Diterpenes* / pharmacology
  • Macrophages / metabolism
  • Mice
  • Nitric Oxide Synthase Type II / metabolism
  • RAW 264.7 Cells

Substances

  • Anti-Inflammatory Agents
  • Diterpenes
  • Nitric Oxide Synthase Type II
  • Cyclooxygenase 2