Tools
Tools
Moriou, Céline, Lacroix, Damien, Petek, Sylvain, El-Demerdash, Amr 
ORCID: https://orcid.org/0000-0001-6459-2955, Trepos, Rozenn, Leu, Tinihauarii Mareva, Florean, Cristina, Diederich, Marc, Hellio, Claire, Debitus, Cécile and Al-Mourabit, Ali
(2021)
Bioactive bromotyrosine derivatives from the Pacific marine sponge Suberea clavata (Pulitzer-Finali, 1982).
Marine Drugs, 19 (3).
ISSN 1660-3397
Preview |
PDF (marinedrugs-19-00143-v2)
- Published Version
Available under License Creative Commons Attribution. Download (3MB) | Preview |
Abstract
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.
| Item Type: | Article |
|---|---|
| Additional Information: | Funding Information: This research was funded by CNRS, IRD and AFD (grant CZZ 3012.01 T). |
| Uncontrolled Keywords: | acetylcholinesterase inhibition,antifouling,bromotyrosine,fistularin-3,sponge,suberea clavata,verongiida,pharmaceutical science,drug discovery,pharmacology, toxicology and pharmaceutics (miscellaneous),sdg 14 - life below water ,/dk/atira/pure/subjectarea/asjc/3000/3003 |
| Faculty \ School: | Faculty of Science > School of Pharmacy (former - to 2024) |
| Related URLs: | |
| Depositing User: | LivePure Connector |
| Date Deposited: | 02 Aug 2024 14:30 |
| Last Modified: | 25 Sep 2024 17:59 |
| URI: | https://ueaeprints.uea.ac.uk/id/eprint/96115 |
| DOI: | 10.3390/MD19030143 |
Downloads
Downloads per month over past year
Actions (login required)
 |
View Item |