Two New Minor Polybrominated Dibenzo-p-dioxins from the Marine Sponge Dysidea dendyi

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...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2002-08, Vol.65 (8), p.1213-1215
Main Authors: Utkina, Natalia K, Denisenko, Vladimir A, Virovaya, Marina V, Scholokova, Olga V, Prokof'eva, Nina G
Format: Article
Language:English
Subjects:
Animals
Asteroidea
Cell Division - drug effects
Dioxins - chemistry
Dioxins - isolation & purification
Dioxins - pharmacology
Dysidea dendyi
Eggs
Hydrocarbons, Brominated - chemistry
Hydrocarbons, Brominated - isolation & purification
Hydrocarbons, Brominated - pharmacology
Inhibitory Concentration 50
Marine
Methylation
Molecular Structure
natural products
Nuclear Magnetic Resonance, Biomolecular
Phenyl Ethers
Porifera - chemistry
Sea Urchins - drug effects
Spectrometry, Mass, Electrospray Ionization
spongiadioxin A
spongiadioxin B
spongiadioxin C
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Summary: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.
ISSN:0163-3864
1520-6025
DOI:10.1021/np0106438