title: Cytotoxic psammaplysin analogues from a Suberea sp. marine sponge and the role of the spirooxepinisoxazoline in their activity.
abstract: Seventeen bromotyrosine-derived metabolites, including eight new compounds, were isolated from a Micronesian sponge of the genus Suberea. Four of the new compounds were psammaplysin derivatives (10-13), and the other four were ceratinamine derivatives (14-17). Of the compounds obtained, the psammaplysins exhibited cytotoxicity against human cancer cell lines (GI₅₀ values down to 0.8 μM), while the ceratinamine and moloka'iamine analogues showed almost no activity. These results suggest that the spirooxepinisoxazoline ring system is a requirement for cytotoxicity and, therefore, may serve as an attractive molecular scaffold for the development of a potent anticancer agent.
authors: Marine Natural Product Chemistry Laboratory, Korea Institute of Ocean Science and Technology , Ansan 426-744, Republic of Korea.
authors: Yeon-Ju
authors: YJ
authors: Lee
authors: Saem
authors: S
authors: Han
authors: Hyi-Seung
authors: HS
authors: Lee
authors: Jong Soon
authors: JS
authors: Kang
authors: Jieun
authors: J
authors: Yun
authors: Chung J
authors: CJ
authors: Sim
authors: Hee Jae
authors: HJ
authors: Shin
authors: Jong Seok
authors: JS
authors: Lee
mesh_terms: D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D001969:Bromobenzenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D004354:Drug Screening Assays, Antitumor; D005559:Formamides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D006801:Humans; D008386:Marine Biology; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D019906:Nuclear Magnetic Resonance, Biomolecular; D011161:Porifera / Q000737:chemistry*; D013141:Spiro Compounds / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D014443:Tyrosine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology
chemical_list: D000970:Antineoplastic Agents; D001969:Bromobenzenes; D005559:Formamides; D009570:Nitriles; D013141:Spiro Compounds; C475724:bromotyrosine; C545831:ceratinamine; C107776:psammaplysin F; D014443:Tyrosine