The structures of seven minor metabolites, (5)-(11), from the encrusting sponge Cacospongia sp. Were deduced by 1H, 13C and mass spectrometric data. Compounds (5)-(7) are hydroxy derivatives of the previously isolated tribromocacoxanthene (1); their relative stereochemistry was determined from 1H-1H coupling information. Compounds (8)-(11) represent an alternative cyclization mode of a cyclocymopol-related precursor (15) and possess a spiro-fused bicyclic ring system; the relative stereochemistry of (8)-(10) was deduced by 1H n.O.e. difference spectroscopy. The biological role of brominated meroterpenoids in Cacospongia sp. is discussed.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.