5-Epi-isospongiaquinone, a new sesquiterpene/quinone antibiotic from an Australian marine sponge, Spongia hispida.
An Australian marine sponge, Spongia hispida, has been found to contain a new sesquiterpene/quinone identified by detailed spectroscopic analysis and chemical derivatization as the antibiotic 5-epi-isospongiaquinone [3]. The complete stereostructure for 3 was determined by detailed spectroscopic analysis and chemical correlation with the known marine natural product isospongiaquinone [2]. Co-occurring with 3 was an ethylated analogue, 5-epi-homoisospongiaquinone [4], which was speculated to be an artifact of the isolation process. A revised structure 15 for the known marine metabolite, smenorthoquinone [13], is also presented.
Urban
S
S
School of Chemistry, University of Melbourne, Victoria, Australia.
Capon
R J
RJ
D042462:4-Quinolones; D000818:Animals; D000890:Anti-Infective Agents / Q000302:isolation & purification* / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D008837:Micrococcus / Q000187:drug effects; D011161:Porifera / Q000737:chemistry*; D011809:Quinones / Q000302:isolation & purification* / Q000494:pharmacology; D012717:Sesquiterpenes / Q000302:isolation & purification* / Q000494:pharmacology; D013211:Staphylococcus aureus / Q000187:drug effects
D042462:4-Quinolones; D000890:Anti-Infective Agents; D011809:Quinones; D012717:Sesquiterpenes; C079191:isospongiaquinone