Chemical composition of laurencia obtusa extract and isolation of a new C15-acetogenin

Detalhes bibliográficos
Autor(a) principal: Esselin, Hélène
Data de Publicação: 2017
Outros Autores: Sutour, Sylvain, Liberal, Joana, Cruz, Maria Teresa, Salgueiro, Ligia, Siegler, Benjamin, Freuze, Ingrid, Castola, Vincent, Paoli, Mathieu, Bighelli, Ange, Tomi, Félix
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10400.11/5735
Resumo: A new C15-acetogenin, sagonenyne (20), exhibiting an unusual single tetrahydropyran ring was isolated from an ethyl acetate extract of Laurencia obtusa collected on the Corsican coastline. Its structure was established by detailed NMR spectroscopic analysis, mass spectrometry, and comparison with literature data. Twenty-three known compounds were identified in the same extract by means of column chromatography steps, using a (13)C-NMR computer aided method developed in our laboratory. In addition to sesquiterpenes, which represent the main chemical class of this extract, diterpenes, sterols, and C15-acetogenins were identified. The crude extract was submitted to a cytotoxicity assay and was particularly active against THP-1 cells, a human leukemia monocytic cell line.
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spelling Chemical composition of laurencia obtusa extract and isolation of a new C15-acetogeninLaurencia obtusa13C-NMRCorsicaCytotoxic activitySagonenyneA new C15-acetogenin, sagonenyne (20), exhibiting an unusual single tetrahydropyran ring was isolated from an ethyl acetate extract of Laurencia obtusa collected on the Corsican coastline. Its structure was established by detailed NMR spectroscopic analysis, mass spectrometry, and comparison with literature data. Twenty-three known compounds were identified in the same extract by means of column chromatography steps, using a (13)C-NMR computer aided method developed in our laboratory. In addition to sesquiterpenes, which represent the main chemical class of this extract, diterpenes, sterols, and C15-acetogenins were identified. The crude extract was submitted to a cytotoxicity assay and was particularly active against THP-1 cells, a human leukemia monocytic cell line.MDPI AGRepositório Científico do Instituto Politécnico de Castelo BrancoEsselin, HélèneSutour, SylvainLiberal, JoanaCruz, Maria TeresaSalgueiro, LigiaSiegler, BenjaminFreuze, IngridCastola, VincentPaoli, MathieuBighelli, AngeTomi, Félix2017-11-06T14:39:49Z20172017-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10400.11/5735engESSELIN, Hélène [et al.] (2017) - Chemical composition of laurencia obtusa extract and isolation of a new C15-acetogenin. Molecules. ISSN 1420-3049. Vol. 22, nº 5, p. 779-7901420-304910.3390/molecules22050779info:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2024-03-09T01:45:44Zoai:repositorio.ipcb.pt:10400.11/5735Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T16:36:33.316379Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse
dc.title.none.fl_str_mv Chemical composition of laurencia obtusa extract and isolation of a new C15-acetogenin
title Chemical composition of laurencia obtusa extract and isolation of a new C15-acetogenin
spellingShingle Chemical composition of laurencia obtusa extract and isolation of a new C15-acetogenin
Esselin, Hélène
Laurencia obtusa
13C-NMR
Corsica
Cytotoxic activity
Sagonenyne
title_short Chemical composition of laurencia obtusa extract and isolation of a new C15-acetogenin
title_full Chemical composition of laurencia obtusa extract and isolation of a new C15-acetogenin
title_fullStr Chemical composition of laurencia obtusa extract and isolation of a new C15-acetogenin
title_full_unstemmed Chemical composition of laurencia obtusa extract and isolation of a new C15-acetogenin
title_sort Chemical composition of laurencia obtusa extract and isolation of a new C15-acetogenin
author Esselin, Hélène
author_facet Esselin, Hélène
Sutour, Sylvain
Liberal, Joana
Cruz, Maria Teresa
Salgueiro, Ligia
Siegler, Benjamin
Freuze, Ingrid
Castola, Vincent
Paoli, Mathieu
Bighelli, Ange
Tomi, Félix
author_role author
author2 Sutour, Sylvain
Liberal, Joana
Cruz, Maria Teresa
Salgueiro, Ligia
Siegler, Benjamin
Freuze, Ingrid
Castola, Vincent
Paoli, Mathieu
Bighelli, Ange
Tomi, Félix
author2_role author
author
author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Repositório Científico do Instituto Politécnico de Castelo Branco
dc.contributor.author.fl_str_mv Esselin, Hélène
Sutour, Sylvain
Liberal, Joana
Cruz, Maria Teresa
Salgueiro, Ligia
Siegler, Benjamin
Freuze, Ingrid
Castola, Vincent
Paoli, Mathieu
Bighelli, Ange
Tomi, Félix
dc.subject.por.fl_str_mv Laurencia obtusa
13C-NMR
Corsica
Cytotoxic activity
Sagonenyne
topic Laurencia obtusa
13C-NMR
Corsica
Cytotoxic activity
Sagonenyne
description A new C15-acetogenin, sagonenyne (20), exhibiting an unusual single tetrahydropyran ring was isolated from an ethyl acetate extract of Laurencia obtusa collected on the Corsican coastline. Its structure was established by detailed NMR spectroscopic analysis, mass spectrometry, and comparison with literature data. Twenty-three known compounds were identified in the same extract by means of column chromatography steps, using a (13)C-NMR computer aided method developed in our laboratory. In addition to sesquiterpenes, which represent the main chemical class of this extract, diterpenes, sterols, and C15-acetogenins were identified. The crude extract was submitted to a cytotoxicity assay and was particularly active against THP-1 cells, a human leukemia monocytic cell line.
publishDate 2017
dc.date.none.fl_str_mv 2017-11-06T14:39:49Z
2017
2017-01-01T00:00:00Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://hdl.handle.net/10400.11/5735
url http://hdl.handle.net/10400.11/5735
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv ESSELIN, Hélène [et al.] (2017) - Chemical composition of laurencia obtusa extract and isolation of a new C15-acetogenin. Molecules. ISSN 1420-3049. Vol. 22, nº 5, p. 779-790
1420-3049
10.3390/molecules22050779
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv MDPI AG
publisher.none.fl_str_mv MDPI AG
dc.source.none.fl_str_mv reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
instacron:RCAAP
instname_str Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
instacron_str RCAAP
institution RCAAP
reponame_str Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
collection Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
repository.name.fl_str_mv Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
repository.mail.fl_str_mv
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