Bromoisoxazoline Alkaloids from the Caribbean Sponge Aplysina insularis

An investigation of a specimen of the Caribbean sponge Aplysina insularis resulted in the isolation of fourteen bromoisoxazoline alkaloids (1 - 14), of which 14-oxo-aerophobin-2 (1)* is a novel derivative. Structure elucidation of the compounds have been established from spectral studies and data for 1 are reported. Constituents 2 to 6 and 11 to 14 have not been identified sofar in Aplysina insularis species. The presence of the known compounds 7 to 9 in Aplysina insularis indicates that their use for chemotaxonomical purposes is questionable.