Structurally Diverse Diterpenes from the South China Sea Soft Coral Sarcophyton trocheliophorum

Mar Drugs. 2023 Jan 20;21(2):69. doi: 10.3390/md21020069.

Abstract

The present investigation of the South China Sea soft coral Sarcophyton trocheliophorum resulted in the discovery of six new polyoxygenated diterpenes, namely sartrocheliols A-E (1, 3, 5-8) along with four known ones, 2, 4, 9, and 10. Based on extensive spectroscopic data analysis, sartrocheliol A (1) was identified as an uncommon capnosane diterpene, while sartrocheliols B-E (3, 5-8) were established as cembrane diterpenes. They displayed diverse structural features not only at the distinctly different carbon frameworks but also at the various types of heterocycles, including the epoxide, γ-lactone, furan, and pyran rings. Moreover, their absolute configurations were determined by a combination of quantum mechanical-nuclear magnetic resonance (QM-NMR) approach, modified Mosher's method, and X-ray diffraction analysis. In the anti-tumor bioassay, compound 4 exhibited moderate cytotoxic activities against A549, H1975, MDA-MB-231, and H1299 cells with the IC50 values ranging from 26.3 to 47.9 μM.

Keywords: Sarcophyton trocheliophorum; absolute configuration; anti-tumor activity; capnosane; cembrane; soft coral.

MeSH terms

  • Animals
  • Anthozoa* / chemistry
  • China
  • Diterpenes* / chemistry
  • Magnetic Resonance Spectroscopy
  • Molecular Structure

Substances

  • Diterpenes