| Registro completo |
| Provedor de dados: |
ArchiMer
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| País: |
France
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| Título: |
Bioactive Bromotyrosine Derivatives from the Pacific Marine Sponge Suberea clavata (Pulitzer-Finali, 1982)
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| Autores: |
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
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| Data: |
2021-03
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| Ano: |
2021
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| Palavras-chave: |
Sponge
Verongiida
Suberea clavata
Bromotyrosine
Fistularin-3
Acetylcholinesterase inhibition
Antifouling
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| Resumo: |
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.
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| Tipo: |
Text
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| Idioma: |
Inglês
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| Identificador: |
https://archimer.ifremer.fr/doc/00684/79581/82258.pdf
https://archimer.ifremer.fr/doc/00684/79581/82259.pdf
DOI:10.3390/md19030143
https://archimer.ifremer.fr/doc/00684/79581/
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| Editor: |
MDPI AG
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| Formato: |
application/pdf
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| Fonte: |
Marine Drugs (1660-3397) (MDPI AG), 2021-03 , Vol. 19 , N. 3 , P. 143 (22p.)
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| Direitos: |
info:eu-repo/semantics/openAccess
restricted use
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