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Twilight zone sponges from Guam yield theonellin isocyanate and psammaplysins I and J.


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 ((1)H and (13)C NMR, MS, IR, UV, [?](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 (1)H and (13)C NMR data are provided.

SUBMITTER: Wright AD 

PROVIDER: S-EPMC3328308 | biostudies-literature | 2012 Mar

REPOSITORIES: biostudies-literature

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Twilight zone sponges from Guam yield theonellin isocyanate and psammaplysins I and J.

Wright Anthony D AD   Schupp Peter J PJ   Schrör Jan-Philipp JP   Engemann Anna A   Rohde Sven S   Kelman Dovi D   de Voogd Nicole N   Carroll Anthony A   Motti Cherie A CA  

Journal of natural products 20120111 3


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 ((1)H and (13)C NMR, MS, IR, UV, [α](D)). The two new metabolites (5 and 6) isolated from the Suberea sp. sponge are rare examples of compounds containing a bromotyramine moiety rat  ...[more]

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