Sarcoconvolutums F and G: Polyoxygenated Cembrane-Type Diterpenoids from Sarcophyton convolutum, a Red Sea Soft Coral

Molecules. 2022 Sep 8;27(18):5835. doi: 10.3390/molecules27185835.

Abstract

Natural products and chemical analogues are widely used in drug discovery, notably in cancer and infectious disease pharmacotherapy. Sarcophyton convolutum (Alcyoniidae) a Red Sea-derived soft coral has been shown to be a rich source of macrocyclic diterpenes and cyclized derivatives. Two previously undescribed polyoxygenated cembrane-type diterpenoids, sarcoconvolutums F (1) and G (2), as well as four identified analogues (3-6) together with a furan derivate (7) were isolated from a solvent extract. Compounds were identified by spectroscopic techniques, including NMR, HREIMS, and CD, together with close spectral comparisons of previously published data. Sarcoconvolutum F (1) contains a rare 1-peroxid-15-hydroxy-10-ene functionality. Isolated metabolites (1-7) were screened against lung adenocarcinoma (A549), cervical cancer (HeLa) and oral cavity carcinoma (HSC-2) lines. Compound 4 exhibited an IC50 56 µM and 55 µM against A549 and HSC-2 cells, respectively.

Keywords: Sarcophyton convolutum; cembranoids; cytotoxic activity; diterpenenoid; soft coral.

MeSH terms

  • Animals
  • Anthozoa* / chemistry
  • Biological Products* / pharmacology
  • Diterpenes* / chemistry
  • Diterpenes* / pharmacology
  • Furans
  • Indian Ocean
  • Molecular Structure
  • Solvents

Substances

  • Biological Products
  • Diterpenes
  • Furans
  • Solvents

Grants and funding

This research received no external funding.