Spongian Diterpenes from the Sponge Hyattella aff. intestinalis

Chem Pharm Bull (Tokyo). 2017 Sep 1;65(9):874-877. doi: 10.1248/cpb.c17-00297. Epub 2017 Jun 23.

Abstract

Extracts of the sponge Hyattella aff. intestinalis showed moderate inhibition against adenovirus. Chromatographic separation of the extracts followed by analysis of spectroscopic data allowed us to elucidate the structures of three new metabolites as 2α-hydroxyspongia-13(16),14-diene-3-one (4), 3β-hydroxyspongia-13(16),14-diene-2-one (7), and 2α,3α-diacetoxy-17,19-dihydroxyspongia-13(16),14-diene (8) and to identify six known ones 1-3, 5, 6 and 9. Among the molecules, compounds 1 and 3 showed antiviral activity at IC50 17.0 and 52.0 µM.

Keywords: adenovirus; antiviral; cytotoxicity; sponge; spongian diterpene.

MeSH terms

  • Adenoviridae / drug effects*
  • Animals
  • Antiviral Agents / chemistry
  • Antiviral Agents / isolation & purification
  • Antiviral Agents / pharmacology
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Diterpenes / chemistry*
  • Diterpenes / isolation & purification
  • Diterpenes / pharmacology*
  • Inhibitory Concentration 50
  • Magnetic Resonance Spectroscopy
  • Molecular Conformation
  • Porifera / chemistry*
  • Porifera / metabolism
  • Rats

Substances

  • 2alpha,3alpha-diacetoxy-17,19-dihydroxyspongia-13(16),14-diene
  • 2alpha-hydroxyspongia-13(16),14-diene-3-one
  • 3beta-hydroxyspongia-13(16),14-diene-2-one
  • Antiviral Agents
  • Diterpenes