title: 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, [α](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.
authors.affiliation: College of Pharmacy,  University of Hawaii at Hilo , Hilo, 96720 Hawaii, United States.
authors.forename: Anthony D
authors.initials: AD
authors.lastname: Wright
authors.forename: Peter J
authors.initials: PJ
authors.lastname: Schupp
authors.forename: Jan-Philipp
authors.initials: JP
authors.lastname: Schrör
authors.forename: Anna
authors.initials: A
authors.lastname: Engemann
authors.forename: Sven
authors.initials: S
authors.lastname: Rohde
authors.forename: Dovi
authors.initials: D
authors.lastname: Kelman
authors.forename: Nicole
authors.initials: N
authors.lastname: de Voogd
authors.forename: Anthony
authors.initials: A
authors.lastname: Carroll
authors.forename: Cherie A
authors.initials: CA
authors.lastname: Motti
mesh_terms: D000818:Animals; D016588:Anticarcinogenic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D006141:Guam; D017953:Isocyanates / Q000737:chemistry / Q000302:isolation & purification*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D011161:Porifera / Q000737:chemistry*; D013141:Spiro Compounds / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
chemical_list: D016588:Anticarcinogenic Agents; D000970:Antineoplastic Agents; D017953:Isocyanates; D013141:Spiro Compounds; C572160:psammaplysin I; C572159:psammaplysin J; C572158:theonellin isocyanate