The marine sponges Ectyplasia perox and Myxilla incrustans were investigate
d for associated fungal strains. Among others, a Coniothyrium sp., from E.
perox, and a Microsphaeropsis sp., from M. incrustans, were isolated, cultu
red, and investigated for their biologically active secondary metabolite co
ntents. The new compound microsphaeropsisin (1) together with the known com
pounds (R)-mellein (4), (3R,4S)-hydroxymellein (5), (3R,4R)-hydroxymellein
(6), and 4,8-dihydroxy-3,4-dihydro-2H-naphthalen-1-one (7) were isolated fr
om the Microsphaeropsis sp. From culture extracts of the Coniothyrium sp.,
the new compounds (3S)-(3',5'-dihydroxyphenyl)butan-2-one (2) and 2-(1'(E)-
propenyl)-octa-4(E), 6(Z)-diene-1,2-diol (3), together with the six known m
etabolites (3R)-6-methoxymellein (8), (3R)-6-methoxy-7-chloromellein (9), c
ryptosporiopsinol (10), phenylethanol, (p-hydroxyphenyl)ethanol, and 2-(hyd
roxymethyl)furan, were obtained. All structures were determined using spect
roscopic methods. With the exception of 3, all compounds were tested for th
eir antimicrobial properties, and all but 10 demonstrated significant antim
icrobial activity in agar diffusion assays.