Twilight Zone Sponges from Guam Yield Theonellin Isocyanate and Psammaplysins I and J
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Schupp, Peter J
Schroer, Jan-Philipp
Engemann, Anna
Rohde, Sven
Kelman, Dovi
de Voogd, Nicole J
Carroll, Anthony
Motti, Cherie A
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Abstract
From the organic extracts of two Guam sponges, Rhaphoxya sp. and Suberea sp., determined to have cytotoxic and chemopreventive activities, three new compounds, theonellin isocyanate (1) and psammaplysins I and J (5, 6), and six previously reported compounds (2-4, 7-9) were isolated and characterized spectroscopically (1H and 13C NMR, MS, IR, UV, [a]D). The two new metabolites (5 and 6) isolated from the Suberea sp. sponge are rare examples of compounds containing a bromotyramine moiety rather than the more usual dibromo analogue. For the compounds isolated from the Rhaphoxya sp., this is the first report of the known compounds 2-4 being found in a single sponge. For previously reported compounds 2-4 complete unambiguous 1H and 13C NMR data are provided.
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Journal of Natural Products
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75
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3
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Chemical sciences
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Biological sciences
Biomedical and clinical sciences