Marine longilenes, oxasqualenoids with ser-thr protein phosphatase 2A inhibition activity

The red seaweed Laurencia viridis is a rich source of oxygenated secondary metabolites that were derived from squalene. We report here the structures of three novel compounds, (+)-longilene peroxide (1), longilene (2), and (+)-prelongilene (3) that were isolated from this alga, in addition to other...

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Detalhes bibliográficos
Autores: Cen-Pacheco, Francisco, Pérez Manríquez, Claudia, Souto, María Luisa, Norte, Manuel, Fernández, José Javier, Hernández Daranas, Antonio
Tipo de documento: artigo
Estado:Versión aceptada para publicación
Data de publicação:2018
País:España
Recursos:Consejo Superior de Investigaciones Científicas (CSIC)
Repositório:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/180444
Acesso em linha:http://hdl.handle.net/10261/180444
Access Level:Acceso aberto
Palavra-chave:Phosphatase inhibition
Marine polyether
longilenes
Red alga
Laurencia viridis
Docking simulation
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spelling Marine longilenes, oxasqualenoids with ser-thr protein phosphatase 2A inhibition activityCen-Pacheco, FranciscoPérez Manríquez, ClaudiaSouto, María LuisaNorte, ManuelFernández, José JavierHernández Daranas, AntonioPhosphatase inhibitionMarine polyetherlongilenesRed algaLaurencia viridisDocking simulationThe red seaweed Laurencia viridis is a rich source of oxygenated secondary metabolites that were derived from squalene. We report here the structures of three novel compounds, (+)-longilene peroxide (1), longilene (2), and (+)-prelongilene (3) that were isolated from this alga, in addition to other substances, 4 and 5, resulting from their acid-mediated degradation. The effect of compounds 1 and 3 against Ser-Thr protein phosphatase type 2A (PP2A) was evaluated, showing that (+)-longilene peroxide (1) inhibited PP2A (IC 11.3 µM). In order to explain the interaction between PP2A and compounds 1 and 3, molecular docking simulations onto the PP2A enzyme-binding region were used.This work was supported by grant CTQ2014-55888-C03-01-R (Ministry of Economy and Competitiveness of Spain, MINECO). Authors are grateful to M. C. Gil-Rodríguez (Departamento de Biología Vegetal, ULL) for the taxonomic classification of the alga.Peer ReviewedMolecular Diversity Preservation InternationalMinisterio de Economía y Competitividad (España)Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]2019201920182019info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501Postprintinfo:eu-repo/semantics/acceptedVersionhttp://hdl.handle.net/10261/180444reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)Inglés#PLACEHOLDER_PARENT_METADATA_VALUE#info:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/CTQ2014-55888-C03-01-Rhttps://doi.org/10.3390/md16040131Síinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/1804442026-05-22T06:33:51Z
dc.title.none.fl_str_mv Marine longilenes, oxasqualenoids with ser-thr protein phosphatase 2A inhibition activity
title Marine longilenes, oxasqualenoids with ser-thr protein phosphatase 2A inhibition activity
spellingShingle Marine longilenes, oxasqualenoids with ser-thr protein phosphatase 2A inhibition activity
Cen-Pacheco, Francisco
Phosphatase inhibition
Marine polyether
longilenes
Red alga
Laurencia viridis
Docking simulation
title_short Marine longilenes, oxasqualenoids with ser-thr protein phosphatase 2A inhibition activity
title_full Marine longilenes, oxasqualenoids with ser-thr protein phosphatase 2A inhibition activity
title_fullStr Marine longilenes, oxasqualenoids with ser-thr protein phosphatase 2A inhibition activity
title_full_unstemmed Marine longilenes, oxasqualenoids with ser-thr protein phosphatase 2A inhibition activity
title_sort Marine longilenes, oxasqualenoids with ser-thr protein phosphatase 2A inhibition activity
dc.creator.none.fl_str_mv Cen-Pacheco, Francisco
Pérez Manríquez, Claudia
Souto, María Luisa
Norte, Manuel
Fernández, José Javier
Hernández Daranas, Antonio
author Cen-Pacheco, Francisco
author_facet Cen-Pacheco, Francisco
Pérez Manríquez, Claudia
Souto, María Luisa
Norte, Manuel
Fernández, José Javier
Hernández Daranas, Antonio
author_role author
author2 Pérez Manríquez, Claudia
Souto, María Luisa
Norte, Manuel
Fernández, José Javier
Hernández Daranas, Antonio
author2_role author
author
author
author
author
dc.contributor.none.fl_str_mv Ministerio de Economía y Competitividad (España)
Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
dc.subject.none.fl_str_mv Phosphatase inhibition
Marine polyether
longilenes
Red alga
Laurencia viridis
Docking simulation
topic Phosphatase inhibition
Marine polyether
longilenes
Red alga
Laurencia viridis
Docking simulation
description The red seaweed Laurencia viridis is a rich source of oxygenated secondary metabolites that were derived from squalene. We report here the structures of three novel compounds, (+)-longilene peroxide (1), longilene (2), and (+)-prelongilene (3) that were isolated from this alga, in addition to other substances, 4 and 5, resulting from their acid-mediated degradation. The effect of compounds 1 and 3 against Ser-Thr protein phosphatase type 2A (PP2A) was evaluated, showing that (+)-longilene peroxide (1) inhibited PP2A (IC 11.3 µM). In order to explain the interaction between PP2A and compounds 1 and 3, molecular docking simulations onto the PP2A enzyme-binding region were used.
publishDate 2018
dc.date.none.fl_str_mv 2018
2019
2019
2019
dc.type.none.fl_str_mv info:eu-repo/semantics/article
http://purl.org/coar/resource_type/c_6501
Postprint
info:eu-repo/semantics/acceptedVersion
format article
status_str acceptedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10261/180444
url http://hdl.handle.net/10261/180444
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv #PLACEHOLDER_PARENT_METADATA_VALUE#
info:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/CTQ2014-55888-C03-01-R
https://doi.org/10.3390/md16040131
Sí
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv Molecular Diversity Preservation International
publisher.none.fl_str_mv Molecular Diversity Preservation International
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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