Isolation and characterization of polybrominated diphenyl ethers as inhibitors of microtubule assembly from the marine sponge Phyllospongia dendyi collected at Palau

J Nat Prod. 2004 Mar;67(3):472-4. doi: 10.1021/np0304621.

Abstract

Two new polybrominated diphenyl ethers (1 and 2) were isolated by bioassay-guided separations together with nine known compounds (3-11) from the marine sponge Phyllospongia dendyi collected from Palau. The structures were assigned on the basis of their spectral data. Compounds 3, 7, and 10 showed inhibitory activities to the assembly of microtubule proteins (IC(50): 29.6, 33.5, and 20.9 microM, respectively) and to the meiotic maturation of starfish oocytes (IC(50): 3.6, 4.2, and 4.2 microM, respectively), while 1, 2, 4-6, 8, 9, and 11 were not active at 100 microM. Two phenolic hydroxyls are required for their bioactivities.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cell Division / drug effects
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification*
  • Diterpenes / pharmacology
  • Ethers / chemistry
  • Ethers / isolation & purification*
  • Ethers / pharmacology
  • Inhibitory Concentration 50
  • Microtubules / drug effects*
  • Microtubules / metabolism*
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Oceans and Seas
  • Oocytes / drug effects
  • Polybrominated Biphenyls / chemistry
  • Polybrominated Biphenyls / isolation & purification*
  • Polybrominated Biphenyls / pharmacology
  • Porifera / chemistry*
  • Starfish / drug effects

Substances

  • Diterpenes
  • Ethers
  • Polybrominated Biphenyls