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New Metabolites Isolated from a Laurencia obtusa Population Collected in Corsica
The chemical investigation of an ethyl acetate extract (EtOAc) obtained from Laurencia obtusa, collected in Corsica, allowed for the identification of three new compounds (1, 2, and 4) and six known compounds. Compounds 1 to 4 were isolated and fully characterized by a detailed spectroscopic analysi...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2018
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6017553/ https://www.ncbi.nlm.nih.gov/pubmed/29561818 http://dx.doi.org/10.3390/molecules23040720 |
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author | Esselin, Hélène Tomi, Félix Bighelli, Ange Sutour, Sylvain |
author_facet | Esselin, Hélène Tomi, Félix Bighelli, Ange Sutour, Sylvain |
author_sort | Esselin, Hélène |
collection | PubMed |
description | The chemical investigation of an ethyl acetate extract (EtOAc) obtained from Laurencia obtusa, collected in Corsica, allowed for the identification of three new compounds (1, 2, and 4) and six known compounds. Compounds 1 to 4 were isolated and fully characterized by a detailed spectroscopic analysis. Compounds 1 and 2 are two C(15)-acetogenins sharing the same ring system: a tetrahydropyran linked by a methylene to a tetrahydrofuran ring. Compound 1 exhibits a bromoallene unit whereas compound 2 possesses an uncommon α-bromo-α,β-unsaturated aldehyde terminal unit. Compound 4 is the first diterpene exhibiting a 19(4 [Formula: see text] 3)abeo-labdane skeleton isolated from a Laurencia species. Isolation of concinndiol (compound 3) together with compound 4 suggests a common biosynthetic origin. Additionally, five known compounds, namely sagonenyne, laurene, α-bromocuparene, microcladallene A, and β-snyderol were identified in chromatographic fractions by NMR analysis using a computerized method that was developed in our laboratory. |
format | Online Article Text |
id | pubmed-6017553 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-60175532018-11-13 New Metabolites Isolated from a Laurencia obtusa Population Collected in Corsica Esselin, Hélène Tomi, Félix Bighelli, Ange Sutour, Sylvain Molecules Article The chemical investigation of an ethyl acetate extract (EtOAc) obtained from Laurencia obtusa, collected in Corsica, allowed for the identification of three new compounds (1, 2, and 4) and six known compounds. Compounds 1 to 4 were isolated and fully characterized by a detailed spectroscopic analysis. Compounds 1 and 2 are two C(15)-acetogenins sharing the same ring system: a tetrahydropyran linked by a methylene to a tetrahydrofuran ring. Compound 1 exhibits a bromoallene unit whereas compound 2 possesses an uncommon α-bromo-α,β-unsaturated aldehyde terminal unit. Compound 4 is the first diterpene exhibiting a 19(4 [Formula: see text] 3)abeo-labdane skeleton isolated from a Laurencia species. Isolation of concinndiol (compound 3) together with compound 4 suggests a common biosynthetic origin. Additionally, five known compounds, namely sagonenyne, laurene, α-bromocuparene, microcladallene A, and β-snyderol were identified in chromatographic fractions by NMR analysis using a computerized method that was developed in our laboratory. MDPI 2018-03-21 /pmc/articles/PMC6017553/ /pubmed/29561818 http://dx.doi.org/10.3390/molecules23040720 Text en © 2018 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 Esselin, Hélène Tomi, Félix Bighelli, Ange Sutour, Sylvain New Metabolites Isolated from a Laurencia obtusa Population Collected in Corsica |
title | New Metabolites Isolated from a Laurencia obtusa Population Collected in Corsica |
title_full | New Metabolites Isolated from a Laurencia obtusa Population Collected in Corsica |
title_fullStr | New Metabolites Isolated from a Laurencia obtusa Population Collected in Corsica |
title_full_unstemmed | New Metabolites Isolated from a Laurencia obtusa Population Collected in Corsica |
title_short | New Metabolites Isolated from a Laurencia obtusa Population Collected in Corsica |
title_sort | new metabolites isolated from a laurencia obtusa population collected in corsica |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6017553/ https://www.ncbi.nlm.nih.gov/pubmed/29561818 http://dx.doi.org/10.3390/molecules23040720 |
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