FN Archimer Export Format PT J TI Bioactive Bromotyrosine Derivatives from the Pacific Marine Sponge Suberea clavata (Pulitzer-Finali, 1982) BT AF 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 AS 1:1;2:1;3:2;4:1;5:2;6:3;7:4;8:5;9:2;10:2;11:1; FF 1:;2:;3:;4:;5:;6:;7:;8:;9:;10:;11:; C1 CNRS, Institut de Chimie des Substances Naturelles, Université Paris-Saclay, F-91190 Gif-sur-Yvette, France IRD, CNRS, Ifremer, LEMAR, Univ Brest, F-29280 Plouzane, France IRD, Ifremer, ILM, EIO, Univ de la Polynésie française, F-98713 Papeete, French Polynesia Laboratoire de Biologie Moléculaire et Cellulaire du Cancer, Hôpital Kirchberg, 9, rue Edward Steichen, L-2540 Luxembourg, Luxembourg Department of Pharmacy, Research Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, 1 Gwanak-ro, Gwanak-gu, Seoul 08826, Korea C2 CNRS, FRANCE IRD, FRANCE IRD, FRANCE HOP KIRCHBERG, LUXEMBOURG UNIV NATL SEOUL, SOUTH KOREA UM LEMAR EIO IN WOS Cotutelle UMR DOAJ copubli-france copubli-europe copubli-int-hors-europe IF 6.085 TC 10 UR https://archimer.ifremer.fr/doc/00684/79581/82258.pdf https://archimer.ifremer.fr/doc/00684/79581/82259.pdf LA English DT Article CR BSMS - 1 BO Alis DE ;sponge;Verongiida;Suberea clavata;bromotyrosine;fistularin-3;acetylcholinesterase inhibition;antifouling AB 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 chemical modifications, Mosher’s technology, and ECD spectroscopy. Consequently, the absolute configurations of all our new isolated compounds 2–9 were determined by the combination of NMR, Mosher’s method, ECD comparison, and chemical modifications. Interestingly, compounds 2–7 were obtained by chemical transformation of the major compound 11-epi-fistularin-3 (1). Evaluation for acetylcholinesterase inhibition (AChE), DNA methyltransferase 1 (DNMT1) modulating activity and antifouling activities using marine bacterial strains are also presented. PY 2021 PD MAR SO Marine Drugs SN 1660-3397 PU MDPI AG VL 19 IS 3 UT 000633826900001 DI 10.3390/md19030143 ID 79581 ER EF