Junceols D-H, new polyoxygenated briaranes from sea whip gorgonian coral Junceella juncea (Ellisellidae)

Chem Pharm Bull (Tokyo). 2008 Sep;56(9):1276-81. doi: 10.1248/cpb.56.1276.

Abstract

Chemical investigations on the sea whip gorgonian coral Junceella juncea have led to the isolation of five new 8-hydroxybriarane diterpenoids, junceols D-H (1-5). The structures of briaranes 1-5 were determined on the basis of spectroscopic methods and the methylenecyclohexane rings were found to exist in boat form in these new diterpenoids. Junceols D (1) and F-H (3-5) exhibited cytotoxicity toward CCRF-CEM and DLD-1 tumor cells and junceols E-H (2-5) displayed weak inhibitory effects on superoxide anion generation by human neutrophils.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anthozoa / chemistry*
  • Antioxidants / isolation & purification*
  • Antioxidants / pharmacology*
  • Cell Survival
  • Heterocyclic Compounds, 3-Ring / isolation & purification*
  • Heterocyclic Compounds, 3-Ring / pharmacology*
  • Humans
  • Lactones / isolation & purification*
  • Lactones / pharmacology*
  • Magnetic Resonance Spectroscopy
  • Models, Molecular
  • Molecular Conformation
  • Neutrophils / drug effects
  • Neutrophils / metabolism
  • Spectrometry, Mass, Electrospray Ionization
  • Stereoisomerism
  • Superoxides / antagonists & inhibitors
  • Superoxides / metabolism
  • Tetrazolium Salts
  • Thiazoles

Substances

  • Antioxidants
  • Heterocyclic Compounds, 3-Ring
  • Lactones
  • Tetrazolium Salts
  • Thiazoles
  • Superoxides
  • thiazolyl blue