Cytotoxic sesquiterpene lactones and other constituents of centaurea omphalotricha

Phytochemical research of the aerial parts of Centaurea omphalotricha led to the isolation of three new sesquiterpene lactones, 4'-acetyl cynaropicrin, 4'-acetyl cebellin F and 15-acetyl dehydromelitensin, together with twelve known compounds, seven sesquiterpene lactones, two isoprenoids...

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Detalles Bibliográficos
Autores: Kolli, El Hadj, León, Francisco, Benayache, Fadila, Estévez, Sara, Quintana, José, Estévez, Francisco, Brouard, Ignacio, Bermejo, Jaime, Benayach, Samir
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2012
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/199406
Acceso en línea:http://hdl.handle.net/10261/199406
Access Level:acceso abierto
Palabra clave:Centaurea
Asteraceae
Sesquiterpene lactones
Cytotoxic activity
HL-60
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spelling Cytotoxic sesquiterpene lactones and other constituents of centaurea omphalotrichaKolli, El HadjLeón, FranciscoBenayache, FadilaEstévez, SaraQuintana, JoséEstévez, FranciscoBrouard, IgnacioBermejo, JaimeBenayach, SamirCentaureaAsteraceaeSesquiterpene lactonesCytotoxic activityHL-60Phytochemical research of the aerial parts of Centaurea omphalotricha led to the isolation of three new sesquiterpene lactones, 4'-acetyl cynaropicrin, 4'-acetyl cebellin F and 15-acetyl dehydromelitensin, together with twelve known compounds, seven sesquiterpene lactones, two isoprenoids and three flavonoids. The structures of the new compounds were elucidated by means of extensive 1D and 2D NMR, and MS, and by comparison with reported data in the literature. The effect of sesquiterpene lactones on the viability of the human tumor cell lines HL-60 and U937 was also investigated and 3-acetyl cynaropicrin, and 4'-acetyl cynaropicrin were found to be the most cytotoxic compounds against human leukemia cells with an IC50 values of 2.0 ± 0.9 and 5.1 ± 0.4 μmol L-1, respectively.This work was supported in part by grants from the NATO Public Diplomacy Division (Science for Peace and Security Section) CBP.MD.CLG 983840, the Spanish Ministry of Science and Innovation and from the European Regional Development Fund (SAF2010-21380) and MAEC-Agencia Española de Cooperación y Desarrollo PCI (A1/035449/11). F. L. was supported by the JAE-DOC Program from the Spanish Ministry of Science and Innovation and the CSIC. S. E. thanks the Spanish Ministry of Education for a collaboration studentship. Thanks are also due to the Algerian Ministry of Higher Education and Scientific Research for financial support.Sociedade Brasileira de QuímicaMinisterio de Ciencia e Innovación (España)European CommissionMinisterio de Educación (España)Ministère de l'Enseignement Supérieur et de la Recherche Scientifique (Algerie)Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]2020202020122020info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501Publisher's versioninfo:eu-repo/semantics/publishedVersionhttp://hdl.handle.net/10261/199406reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)Ingléshttp://dx.doi.org/10.1590/S0103-50532012000500026Síinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/1994062026-05-22T06:33:51Z
dc.title.none.fl_str_mv Cytotoxic sesquiterpene lactones and other constituents of centaurea omphalotricha
title Cytotoxic sesquiterpene lactones and other constituents of centaurea omphalotricha
spellingShingle Cytotoxic sesquiterpene lactones and other constituents of centaurea omphalotricha
Kolli, El Hadj
Centaurea
Asteraceae
Sesquiterpene lactones
Cytotoxic activity
HL-60
title_short Cytotoxic sesquiterpene lactones and other constituents of centaurea omphalotricha
title_full Cytotoxic sesquiterpene lactones and other constituents of centaurea omphalotricha
title_fullStr Cytotoxic sesquiterpene lactones and other constituents of centaurea omphalotricha
title_full_unstemmed Cytotoxic sesquiterpene lactones and other constituents of centaurea omphalotricha
title_sort Cytotoxic sesquiterpene lactones and other constituents of centaurea omphalotricha
dc.creator.none.fl_str_mv Kolli, El Hadj
León, Francisco
Benayache, Fadila
Estévez, Sara
Quintana, José
Estévez, Francisco
Brouard, Ignacio
Bermejo, Jaime
Benayach, Samir
author Kolli, El Hadj
author_facet Kolli, El Hadj
León, Francisco
Benayache, Fadila
Estévez, Sara
Quintana, José
Estévez, Francisco
Brouard, Ignacio
Bermejo, Jaime
Benayach, Samir
author_role author
author2 León, Francisco
Benayache, Fadila
Estévez, Sara
Quintana, José
Estévez, Francisco
Brouard, Ignacio
Bermejo, Jaime
Benayach, Samir
author2_role author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Ministerio de Ciencia e Innovación (España)
European Commission
Ministerio de Educación (España)
Ministère de l'Enseignement Supérieur et de la Recherche Scientifique (Algerie)
Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
dc.subject.none.fl_str_mv Centaurea
Asteraceae
Sesquiterpene lactones
Cytotoxic activity
HL-60
topic Centaurea
Asteraceae
Sesquiterpene lactones
Cytotoxic activity
HL-60
description Phytochemical research of the aerial parts of Centaurea omphalotricha led to the isolation of three new sesquiterpene lactones, 4'-acetyl cynaropicrin, 4'-acetyl cebellin F and 15-acetyl dehydromelitensin, together with twelve known compounds, seven sesquiterpene lactones, two isoprenoids and three flavonoids. The structures of the new compounds were elucidated by means of extensive 1D and 2D NMR, and MS, and by comparison with reported data in the literature. The effect of sesquiterpene lactones on the viability of the human tumor cell lines HL-60 and U937 was also investigated and 3-acetyl cynaropicrin, and 4'-acetyl cynaropicrin were found to be the most cytotoxic compounds against human leukemia cells with an IC50 values of 2.0 ± 0.9 and 5.1 ± 0.4 μmol L-1, respectively.
publishDate 2012
dc.date.none.fl_str_mv 2012
2020
2020
2020
dc.type.none.fl_str_mv info:eu-repo/semantics/article
http://purl.org/coar/resource_type/c_6501
Publisher's version
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10261/199406
url http://hdl.handle.net/10261/199406
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv http://dx.doi.org/10.1590/S0103-50532012000500026
Sí
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv Sociedade Brasileira de Química
publisher.none.fl_str_mv Sociedade Brasileira de Química
dc.source.none.fl_str_mv reponame:DIGITAL.CSIC. Repositorio Institucional del CSIC
instname:Consejo Superior de Investigaciones Científicas (CSIC)
instname_str Consejo Superior de Investigaciones Científicas (CSIC)
reponame_str DIGITAL.CSIC. Repositorio Institucional del CSIC
collection DIGITAL.CSIC. Repositorio Institucional del CSIC
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15,81155

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