Two new minor polybrominated dibenzo-p-dioxins from the marine sponge Dysidea dendyi

J Nat Prod. 2002 Aug;65(8):1213-5. doi: 10.1021/np0106438.

Abstract

Two new minor tribromodibenzo-p-dioxins, spongiadioxin C (1) and its methyl ether (2), were isolated from an Australian marine sponge Dysidea dendyi, together with the known minor metabolites methyl ethers of spongiadioxins A (4) and B (6) and polybrominated diphenyl ethers (7-9). The structures of the new compounds were established by 1D and 2D NMR spectroscopy and confirmed by synthesis of 2 from diphenyl ether 9. All isolated compounds inhibited the cell division of fertilized sea urchin eggs.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cell Division / drug effects
  • Dioxins / chemistry
  • Dioxins / isolation & purification*
  • Dioxins / pharmacology
  • Eggs
  • Hydrocarbons, Brominated / chemistry
  • Hydrocarbons, Brominated / isolation & purification*
  • Hydrocarbons, Brominated / pharmacology
  • Inhibitory Concentration 50
  • Methylation
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Phenyl Ethers
  • Porifera / chemistry*
  • Sea Urchins / drug effects
  • Spectrometry, Mass, Electrospray Ionization

Substances

  • Dioxins
  • Hydrocarbons, Brominated
  • Phenyl Ethers
  • spongiadioxin A
  • spongiadioxin B
  • spongiadioxin C
  • spongiadioxin C, methyl ether
  • phenyl ether