TY - JOUR T1 - Bioactive Bromotyrosine Derivatives from the Pacific Marine Sponge Suberea clavata (Pulitzer-Finali, 1982) A1 - Moriou,Céline A1 - Lacroix,Damien A1 - Petek,Sylvain A1 - El-Demerdash,Amr A1 - Trepos,Rozenn A1 - Leu,Tinihauarii Mareva A1 - Florean,Cristina A1 - Diederich,Marc A1 - Hellio,Claire A1 - Debitus,Cecile A1 - Al-Mourabit,Ali AD - CNRS, Institut de Chimie des Substances Naturelles, Université Paris-Saclay, F-91190 Gif-sur-Yvette, France AD - IRD, CNRS, Ifremer, LEMAR, Univ Brest, F-29280 Plouzane, France AD - IRD, Ifremer, ILM, EIO, Univ de la Polynésie française, F-98713 Papeete, French Polynesia AD - Laboratoire de Biologie Moléculaire et Cellulaire du Cancer, Hôpital Kirchberg, 9, rue Edward Steichen, L-2540 Luxembourg, Luxembourg AD - Department of Pharmacy, Research Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, 1 Gwanak-ro, Gwanak-gu, Seoul 08826, Korea UR - https://archimer.ifremer.fr/doc/00684/79581/ DO - 10.3390/md19030143 KW - sponge KW - Verongiida KW - Suberea clavata KW - bromotyrosine KW - fistularin-3 KW - acetylcholinesterase inhibition KW - antifouling N2 - 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. Y1 - 2021/03 PB - MDPI AG JF - Marine Drugs SN - 1660-3397 VL - 19 IS - 3 ID - 79581 ER -