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Bioactive Bromotyrosine-Derived Alkaloids from the Polynesian Sponge Suberea ianthelliformis ArchiMer
El-demerdash, Amr; Moriou, Celine; Toullec, Jordan; Besson, Marc; Soulet, Stephanie; Schmitt, Nelly; Petek, Sylvain; Lecchini, David; Debitus, Cecile; Al-mourabit, Ali.
Herein, we describe the isolation and spectroscopic identification of eight new tetrabrominated tyrosine alkaloids 2–9 from the Polynesian sponge Suberea ianthelliformis, along with known major compound psammaplysene D (1), N,N-dimethyldibromotyramine, 5-hydroxy xanthenuric acid, and xanthenuric acid. Cytotoxicity and acetylcholinesterase inhibition activities were evaluated for some of the isolated metabolites. They exhibited moderate antiproliferative activity against KB cancer cell lines, but psammaplysene D (1) displayed substantial cytotoxicity as well as acetylcholinesterase inhibition with IC50 values of 0.7 μM and 1.3 μM, respectively.
Tipo: Text Palavras-chave: Brominated tyrosine alkaloids; Suberea ianthelliformis; Cytotoxicity; Acetylcholinesterase inhibition.
Ano: 2018 URL: https://archimer.ifremer.fr/doc/00439/55076/56506.pdf
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Bioactive Bromotyrosine Derivatives from the Pacific Marine Sponge Suberea clavata (Pulitzer-Finali, 1982) ArchiMer
Moriou, Céline; Lacroix, Damien; Petek, Sylvain; El-demerdash, Amr; Trepos, Rozenn; Leu, Tinihauarii Mareva; Florean, Cristina; Diederich, Marc; Hellio, Claire; Debitus, Cecile; Al-mourabit, Ali.
Chemical investigation of the South-Pacific marine sponge Suberea clavata led to the isolation of eight new bromotyrosine metabolites named subereins 1–8 (2–9) along with twelve known co-isolated congeners. The detailed configuration determination of the first representative major compound of this family 11-epi-fistularin-3 (11R,17S) (1) is described. Their chemical characterization was achieved by HRMS and integrated 1D and 2D NMR (nuclear magnetic resonance) spectroscopic studies and extensive comparison with literature data. For the first time, a complete assignment of the absolute configurations for stereogenic centers C-11/17 of the known members (11R,17S) 11-epi-fistularin-3 (1) and 17-deoxyfistularin-3 (10) was determined by a combination of...
Tipo: Text Palavras-chave: Sponge; Verongiida; Suberea clavata; Bromotyrosine; Fistularin-3; Acetylcholinesterase inhibition; Antifouling.
Ano: 2021 URL: https://archimer.ifremer.fr/doc/00684/79581/82258.pdf
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