Shogaol-huprine hybrids: Dual antioxidant and anticholinesterase agents with beta-amyloid and tau anti-aggregating properties

Pérez Areales, Francisco Javier; Di Pietro, O.; Espargaró Colomé, Alba; Vallverdú i Queralt, Anna; Galdeano Cantador, Carlos; Ragusa, Ilaria M.; Viayna, Elisabet; Guillou, Catherine; Clos, Victòria; Pérez Fernández, Belén; Sabaté Lagunas, Raimon; Lamuela Raventós, Rosa Ma.; Luque Garriga, F. Xavier; Muñoz-Torrero López-Ibarra, Diego

Shogaol-huprine hybrids: Dual antioxidant and anticholinesterase agents with beta-amyloid and tau anti-aggregating properties

Multitarget compounds are increasingly being pursued for the effective treatment of complex diseases. Herein, we describe the design and synthesis of a novel class of shogaol<br>huprine hybrids, purported to hit several key targets involved in Alzheimer"s disease. The hybrids have been te...

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Detalles Bibliográficos
Autores:	Pérez Areales, Francisco Javier, Di Pietro, O., Espargaró Colomé, Alba, Vallverdú i Queralt, Anna, Galdeano Cantador, Carlos, Ragusa, Ilaria M., Viayna, Elisabet, Guillou, Catherine, Clos, Victòria, Pérez Fernández, Belén, Sabaté Lagunas, Raimon, Lamuela Raventós, Rosa Ma., Luque Garriga, F. Xavier, Muñoz-Torrero López-Ibarra, Diego
Tipo de recurso:	artículo
Estado:	Versión aceptada para publicación
Fecha de publicación:	2014
País:	España
Institución:	Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repositorio:	Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:	oai:recercat.cat:2445/59237
Acceso en línea:	https://hdl.handle.net/2445/59237
Access Level:	acceso abierto
Palabra clave:	Disseny de medicaments Malaltia d'Alzheimer Antioxidants Inhibidors enzimàtics Pèptids Drug design Alzheimer's disease Enzyme inhibitors Peptides

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spelling	Shogaol-huprine hybrids: Dual antioxidant and anticholinesterase agents with beta-amyloid and tau anti-aggregating propertiesPérez Areales, Francisco JavierDi Pietro, O.Espargaró Colomé, AlbaVallverdú i Queralt, AnnaGaldeano Cantador, CarlosRagusa, Ilaria M.Viayna, ElisabetGuillou, CatherineClos, VictòriaPérez Fernández, BelénSabaté Lagunas, RaimonLamuela Raventós, Rosa Ma.Luque Garriga, F. XavierMuñoz-Torrero López-Ibarra, DiegoDisseny de medicamentsMalaltia d'AlzheimerAntioxidantsInhibidors enzimàticsPèptidsDrug designAlzheimer's diseaseAntioxidantsEnzyme inhibitorsPeptidesMultitarget compounds are increasingly being pursued for the effective treatment of complex diseases. Herein, we describe the design and synthesis of a novel class of shogaol<br>huprine hybrids, purported to hit several key targets involved in Alzheimer"s disease. The hybrids have been tested in vitro for their inhibitory activity against human acetylcholinesterase and butyrylcholinesterase and antioxidant activity (ABTS.+, DPPH and Folin-Ciocalteu assays), and in intact Escherichia coli cells for their Aβ42 and tau anti-aggregating activity. Also, their brain penetration has been assessed (PAMPA-BBB assay). Even though the hybrids are not as potent AChE inhibitors or antioxidant agents as the parent huprine Y and [4]-shogaol, respectively, they still exhibit very potent anticholinesterase and antioxidant activities and are much more potent Aβ42 and tau anti-aggregating agents than the parent compounds. Overall, the shogaol<br>huprine hybrids emerge as interesting brain permeable multitarget anti-Alzheimer leads.Elsevier Ltd2014201420142014info:eu-repo/semantics/articleinfo:eu-repo/semantics/acceptedVersion10 p.application/pdfhttps://hdl.handle.net/2445/59237Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica)reponame:Recercat. Dipósit de la Recerca de Catalunyainstname:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)InglésVersió postprint del document publicat a: http://dx.doi.org/10.1016/j.bmc.2014.07.053Bioorganic & Medicinal Chemistry, 2014, vol. 22, num. 19, p. 5298-5307http://dx.doi.org/10.1016/j.bmc.2014.07.053(c) Elsevier Ltd, 2014info:eu-repo/semantics/openAccessoai:recercat.cat:2445/592372026-05-29T05:05:01Z
dc.title.none.fl_str_mv	Shogaol-huprine hybrids: Dual antioxidant and anticholinesterase agents with beta-amyloid and tau anti-aggregating properties
title	Shogaol-huprine hybrids: Dual antioxidant and anticholinesterase agents with beta-amyloid and tau anti-aggregating properties
spellingShingle	Shogaol-huprine hybrids: Dual antioxidant and anticholinesterase agents with beta-amyloid and tau anti-aggregating properties Pérez Areales, Francisco Javier Disseny de medicaments Malaltia d'Alzheimer Antioxidants Inhibidors enzimàtics Pèptids Drug design Alzheimer's disease Antioxidants Enzyme inhibitors Peptides
title_short	Shogaol-huprine hybrids: Dual antioxidant and anticholinesterase agents with beta-amyloid and tau anti-aggregating properties
title_full	Shogaol-huprine hybrids: Dual antioxidant and anticholinesterase agents with beta-amyloid and tau anti-aggregating properties
title_fullStr	Shogaol-huprine hybrids: Dual antioxidant and anticholinesterase agents with beta-amyloid and tau anti-aggregating properties
title_full_unstemmed	Shogaol-huprine hybrids: Dual antioxidant and anticholinesterase agents with beta-amyloid and tau anti-aggregating properties
title_sort	Shogaol-huprine hybrids: Dual antioxidant and anticholinesterase agents with beta-amyloid and tau anti-aggregating properties
dc.creator.none.fl_str_mv	Pérez Areales, Francisco Javier Di Pietro, O. Espargaró Colomé, Alba Vallverdú i Queralt, Anna Galdeano Cantador, Carlos Ragusa, Ilaria M. Viayna, Elisabet Guillou, Catherine Clos, Victòria Pérez Fernández, Belén Sabaté Lagunas, Raimon Lamuela Raventós, Rosa Ma. Luque Garriga, F. Xavier Muñoz-Torrero López-Ibarra, Diego
author	Pérez Areales, Francisco Javier
author_facet	Pérez Areales, Francisco Javier Di Pietro, O. Espargaró Colomé, Alba Vallverdú i Queralt, Anna Galdeano Cantador, Carlos Ragusa, Ilaria M. Viayna, Elisabet Guillou, Catherine Clos, Victòria Pérez Fernández, Belén Sabaté Lagunas, Raimon Lamuela Raventós, Rosa Ma. Luque Garriga, F. Xavier Muñoz-Torrero López-Ibarra, Diego
author_role	author
author2	Di Pietro, O. Espargaró Colomé, Alba Vallverdú i Queralt, Anna Galdeano Cantador, Carlos Ragusa, Ilaria M. Viayna, Elisabet Guillou, Catherine Clos, Victòria Pérez Fernández, Belén Sabaté Lagunas, Raimon Lamuela Raventós, Rosa Ma. Luque Garriga, F. Xavier Muñoz-Torrero López-Ibarra, Diego
author2_role	author author author author author author author author author author author author author
dc.subject.none.fl_str_mv	Disseny de medicaments Malaltia d'Alzheimer Antioxidants Inhibidors enzimàtics Pèptids Drug design Alzheimer's disease Antioxidants Enzyme inhibitors Peptides
topic	Disseny de medicaments Malaltia d'Alzheimer Antioxidants Inhibidors enzimàtics Pèptids Drug design Alzheimer's disease Antioxidants Enzyme inhibitors Peptides
description	Multitarget compounds are increasingly being pursued for the effective treatment of complex diseases. Herein, we describe the design and synthesis of a novel class of shogaol<br>huprine hybrids, purported to hit several key targets involved in Alzheimer"s disease. The hybrids have been tested in vitro for their inhibitory activity against human acetylcholinesterase and butyrylcholinesterase and antioxidant activity (ABTS.+, DPPH and Folin-Ciocalteu assays), and in intact Escherichia coli cells for their Aβ42 and tau anti-aggregating activity. Also, their brain penetration has been assessed (PAMPA-BBB assay). Even though the hybrids are not as potent AChE inhibitors or antioxidant agents as the parent huprine Y and [4]-shogaol, respectively, they still exhibit very potent anticholinesterase and antioxidant activities and are much more potent Aβ42 and tau anti-aggregating agents than the parent compounds. Overall, the shogaol<br>huprine hybrids emerge as interesting brain permeable multitarget anti-Alzheimer leads.
publishDate	2014
dc.date.none.fl_str_mv	2014 2014 2014 2014
dc.type.none.fl_str_mv	info:eu-repo/semantics/article info:eu-repo/semantics/acceptedVersion
format	article
status_str	acceptedVersion
dc.identifier.none.fl_str_mv	https://hdl.handle.net/2445/59237
url	https://hdl.handle.net/2445/59237
dc.language.none.fl_str_mv	Inglés
language_invalid_str_mv	Inglés
dc.relation.none.fl_str_mv	Versió postprint del document publicat a: http://dx.doi.org/10.1016/j.bmc.2014.07.053 Bioorganic & Medicinal Chemistry, 2014, vol. 22, num. 19, p. 5298-5307 http://dx.doi.org/10.1016/j.bmc.2014.07.053
dc.rights.none.fl_str_mv	(c) Elsevier Ltd, 2014 info:eu-repo/semantics/openAccess
rights_invalid_str_mv	(c) Elsevier Ltd, 2014
eu_rights_str_mv	openAccess
dc.format.none.fl_str_mv	10 p. application/pdf
dc.publisher.none.fl_str_mv	Elsevier Ltd
publisher.none.fl_str_mv	Elsevier Ltd
dc.source.none.fl_str_mv	Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica) reponame:Recercat. Dipósit de la Recerca de Catalunya instname:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
instname_str	Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
reponame_str	Recercat. Dipósit de la Recerca de Catalunya
collection	Recercat. Dipósit de la Recerca de Catalunya
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score	15,812429

Shogaol-huprine hybrids: Dual antioxidant and anticholinesterase agents with beta-amyloid and tau anti-aggregating properties

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