Dysidea Fragilis Research Articles

The fatty acids of the spongeDysidea fragilis from the black sea

AbstractThe fatty acid composition of the sponge,Dysidea fragilis, from the Black Sea has been determined by analytical gas chromatography, silver ion high‐performance liquid chromatography and gas chromatography/mass spectrometry. More than a hundred different fatty acids were identified, of which many were similar to those in sponges from tropical seas. On the other hand, some of the fatty acids identified have not been found previously in sponges or other marine sources and perhaps are new to science. These include 13‐methyl‐tetradec‐4‐enoic and 14‐methyl‐hexadec‐6‐enoic acids, together with demospongic acids,i.e. 5,9,17‐tetracosatrienoic, 5,9,17‐pentacosatrienoic and 5,9,19‐pentacosatrienoic acids. From the elution behavior on silver nitrate chromatography, all the double bonds were of thecis‐configuration.

Two New Polyhydroxylated Sterols from the Sponge Dysidea fragilis

Two new polyhydroxylated sterols 1 and 2 have been isolated from the Black Sea sponge Dysidea fragilis. Their structures and stereochemistry have been established by analysis of spectral data. These sterols are biosynthesized from cholesterol

On the Absolute Configuration of Penlanfuran and Related Sesquiterpenoids of the Sponge Dysidea fragilis from the North‐Brittany Sea

AbstractThe 1,4‐addition of vinylmagnesium bromide/CuBr‐SMe2 to (+)‐(4s)‐cryptone ((+)‐6) in THF in the presence of Me3SiCI gives the silylenol ether 7 which partly undergoes hydrolysis to ketone 8 on aqueous workup; residual 7 is hydrolyzed with pyridinium p‐toluenesulfonate (PyTsOH) to give 8 which is protected in situ with ethylene glycol and then ozonolized to give aldehyde ()‐10. The latter, on addition of 3‐lithiofuran followed by dehydration and deprotection with Py TsOH, gives the unnatural (4S)‐enantiomer (+)‐2 of noroxopenlanfuran. All processes, except 11 → (+)‐2, are of good yield. On the basis of previous chemical transformations, this also establishes the (4R)‐configuration for penlanfuran ((−)‐1) and other sesquiterpenoids of the sponge Dysidea fragilis from the North‐Brittany sea. Non viable routes to (±)‐noroxoperlanfuran ((±)‐2) are also discussed.

Brominated diphenyl ethers from the marine sponge Dysidea fragilis

Brominated diphenyl ethers from the marine sponge Dysidea fragilis

Penlanfuran, a new furanoid sesquiterpene from the marine sponge [formula omitted][formula omitted] (mont.) of Brittany. A striking difference with the same Hawaiian species.

Penlanfuran ( 2 ), a furanoid sesquiterpene with a novel skeleton for sponge products, has been afforded by the marine sponge Dysidea fragilis (Mont.) of Brittany; the same Hawaiian species gave different sesquiterpenoids.

Two Furanosesquiterpene Marine Metabolites with Antifeedant Properties

AbstractTwo new sesquiterpenoids, nakafuran‐8 (1) and −9 (8), have been isolated from the marine sponge Dysidea fragilis and from its prey, the nudibranchs Hypselodoris godeffroyana and Chromodoris maridadilus. The structures were established by spectral analysis and chemical transformations. Both compounds possess antifeedant properties when assayed in the laboratory against common reef fishes, Chaetodon spp.