Secondary metabolite chemistry of the marine-derived fungus Massarina sp., strain CNT-016.

Chemical investigation of the culture broth extracts of the marine-derived fungus Massarina sp. (strain CNT-016) has yielded two secondary metabolites, spiromassaritone (1) and massariphenone (2), as well as the previously reported fungal metabolites 6-epi-5'-hydroxy-mycosporulone (3) and enalin A (4). The structures of these compounds were established by a variety of one- and two-dimensional NMR experiments, while the relative configuration of spiromassaritone (1) was determined by X-ray crystallographic methods. The fungal strain was isolated as a sterile mycelium from an ocean mud sample and identified using ITS sequence analysis.