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Osirisynes G-I, New Long-Chain Highly Oxygenated Polyacetylenes from the Mayotte Marine Sponge Haliclona sp.
Chemical study of the CH2Cl2−MeOH (1:1) extract from the sponge Haliclona sp. collected in Mayotte highlighted three new long-chain highly oxygenated polyacetylenes, osirisynes G-I (1–3) together with the known osirisynes A (4), B (5), and E (6). Their structures were elucidated by 1D and 2D NMR spe...
Autores principales: | , , , , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7401255/ https://www.ncbi.nlm.nih.gov/pubmed/32635268 http://dx.doi.org/10.3390/md18070350 |
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author | Campos, Pierre-Eric Herbette, Gaëtan Chendo, Christophe Clerc, Patricia Tintillier, Florent de Voogd, Nicole J. Papanagnou, Eleni-Dimitra Trougakos, Ioannis P. Jerabek, Moran Bignon, Jérôme Le Goff, Géraldine Ouazzani, Jamal Gauvin-Bialecki, Anne |
author_facet | Campos, Pierre-Eric Herbette, Gaëtan Chendo, Christophe Clerc, Patricia Tintillier, Florent de Voogd, Nicole J. Papanagnou, Eleni-Dimitra Trougakos, Ioannis P. Jerabek, Moran Bignon, Jérôme Le Goff, Géraldine Ouazzani, Jamal Gauvin-Bialecki, Anne |
author_sort | Campos, Pierre-Eric |
collection | PubMed |
description | Chemical study of the CH2Cl2−MeOH (1:1) extract from the sponge Haliclona sp. collected in Mayotte highlighted three new long-chain highly oxygenated polyacetylenes, osirisynes G-I (1–3) together with the known osirisynes A (4), B (5), and E (6). Their structures were elucidated by 1D and 2D NMR spectra and HRESIMS and MS/MS data. All compounds were evaluated on catalase and sirtuin 1 activation and on CDK7, proteasome, Fyn kinase, tyrosinase, and elastase inhibition. Five compounds (1; 3–6) inhibited proteasome kinase and two compounds (5–6) inhibited CDK7 and Fyn kinase. Osirisyne B (5) was the most active compound with IC(50) on FYNB kinase, CDK7 kinase, and proteasome inhibition of 18.44 µM, 9.13 µM, and 0.26 µM, respectively. |
format | Online Article Text |
id | pubmed-7401255 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-74012552020-08-11 Osirisynes G-I, New Long-Chain Highly Oxygenated Polyacetylenes from the Mayotte Marine Sponge Haliclona sp. Campos, Pierre-Eric Herbette, Gaëtan Chendo, Christophe Clerc, Patricia Tintillier, Florent de Voogd, Nicole J. Papanagnou, Eleni-Dimitra Trougakos, Ioannis P. Jerabek, Moran Bignon, Jérôme Le Goff, Géraldine Ouazzani, Jamal Gauvin-Bialecki, Anne Mar Drugs Article Chemical study of the CH2Cl2−MeOH (1:1) extract from the sponge Haliclona sp. collected in Mayotte highlighted three new long-chain highly oxygenated polyacetylenes, osirisynes G-I (1–3) together with the known osirisynes A (4), B (5), and E (6). Their structures were elucidated by 1D and 2D NMR spectra and HRESIMS and MS/MS data. All compounds were evaluated on catalase and sirtuin 1 activation and on CDK7, proteasome, Fyn kinase, tyrosinase, and elastase inhibition. Five compounds (1; 3–6) inhibited proteasome kinase and two compounds (5–6) inhibited CDK7 and Fyn kinase. Osirisyne B (5) was the most active compound with IC(50) on FYNB kinase, CDK7 kinase, and proteasome inhibition of 18.44 µM, 9.13 µM, and 0.26 µM, respectively. MDPI 2020-07-03 /pmc/articles/PMC7401255/ /pubmed/32635268 http://dx.doi.org/10.3390/md18070350 Text en © 2020 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Campos, Pierre-Eric Herbette, Gaëtan Chendo, Christophe Clerc, Patricia Tintillier, Florent de Voogd, Nicole J. Papanagnou, Eleni-Dimitra Trougakos, Ioannis P. Jerabek, Moran Bignon, Jérôme Le Goff, Géraldine Ouazzani, Jamal Gauvin-Bialecki, Anne Osirisynes G-I, New Long-Chain Highly Oxygenated Polyacetylenes from the Mayotte Marine Sponge Haliclona sp. |
title | Osirisynes G-I, New Long-Chain Highly Oxygenated Polyacetylenes from the Mayotte Marine Sponge Haliclona sp. |
title_full | Osirisynes G-I, New Long-Chain Highly Oxygenated Polyacetylenes from the Mayotte Marine Sponge Haliclona sp. |
title_fullStr | Osirisynes G-I, New Long-Chain Highly Oxygenated Polyacetylenes from the Mayotte Marine Sponge Haliclona sp. |
title_full_unstemmed | Osirisynes G-I, New Long-Chain Highly Oxygenated Polyacetylenes from the Mayotte Marine Sponge Haliclona sp. |
title_short | Osirisynes G-I, New Long-Chain Highly Oxygenated Polyacetylenes from the Mayotte Marine Sponge Haliclona sp. |
title_sort | osirisynes g-i, new long-chain highly oxygenated polyacetylenes from the mayotte marine sponge haliclona sp. |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7401255/ https://www.ncbi.nlm.nih.gov/pubmed/32635268 http://dx.doi.org/10.3390/md18070350 |
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