Synthesis, in vitro profiling, and in vivo efficacy studies of a new family of multitarget anti-Alzheimer compounds

Simultaneous modulation of several targets or pathological events with a key pathogenic role is a promising strategy to tackle thus far difficult-to-cure or incurable multifactorial diseases, such as Alzheimer's disease (AD). In this scenario, multitarget compounds, i.e., single molecules that...

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Autores: Pérez Areales, Francisco Javier, Garrido, María, Aso Pérez, Ester, Bartolini, Manuela, De Simone, Angela, Espargaró Colomé, Alba, Ginex, Tiziana, Sabaté Lagunas, Raimon, Pérez, Belén, Andrisano, Vincenza, Luque Garriga, F. Xavier, Ferrer, Isidro (Ferrer Abizanda), Ciruela Alférez, Francisco, Messeguer i Peypoch, Àngel, 1946-, Muñoz-Torrero López-Ibarra, Diego
Tipo de recurso: artículo
Fecha de publicación:2019
País:España
Institución:Universidad de Barcelona
Repositorio:Dipòsit Digital de la UB
OAI Identifier:oai:diposit.ub.edu:2445/165965
Acceso en línea:https://hdl.handle.net/2445/165965
Access Level:acceso abierto
Palabra clave:Malaltia d'Alzheimer
Malalties neurodegeneratives
Química farmacèutica
Alzheimer's disease
Neurodegenerative Diseases
Pharmaceutical chemistry
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spelling Synthesis, in vitro profiling, and in vivo efficacy studies of a new family of multitarget anti-Alzheimer compoundsPérez Areales, Francisco JavierGarrido, MaríaAso Pérez, EsterBartolini, ManuelaDe Simone, AngelaEspargaró Colomé, AlbaGinex, TizianaSabaté Lagunas, RaimonPérez, BelénAndrisano, VincenzaLuque Garriga, F. XavierFerrer, Isidro (Ferrer Abizanda)Ciruela Alférez, FranciscoMesseguer i Peypoch, Àngel, 1946-Muñoz-Torrero López-Ibarra, DiegoMalaltia d'AlzheimerMalalties neurodegenerativesQuímica farmacèuticaAlzheimer's diseaseNeurodegenerative DiseasesPharmaceutical chemistrySimultaneous modulation of several targets or pathological events with a key pathogenic role is a promising strategy to tackle thus far difficult-to-cure or incurable multifactorial diseases, such as Alzheimer's disease (AD). In this scenario, multitarget compounds, i.e., single molecules that hit several targets, are superior to other multitarget strategies that are based on the use of more than one drug (drug cocktails, fixed-dose combinations), in terms of simpler drug development and better patient compliance, efficiency, and safety. In the frame of our research line devoted to the development of novel anti-AD drug candidates, we have recently prepared a new class of multitarget compounds, which were designed by combining pharmacophoric moieties of a known antioxidant agent (7-methoxy-2,2- dimethylchroman-6-ol (CR-6)) and an acetylcholinesterase (AChE) inhibitor (6-chlorotacrine), to primarily address two important pathological events of AD, namely oxidative stress and cholinergic deficit. Here, we present the synthesis of three short series of CR-6-chlorotacrine hybrids, featuring different linker functionalities (amide, inverse amide, or amine) and lengths, and their in vitro biological activities against AChE, butyrylcholinesterase, BACE-1, and β-amyloid and tau protein aggregation, their antioxidant activity, and BBB permeability. We will also show the results of the in vivo efficacy studies of two selected compounds in double transgenic APP/PS1 mice, a wellestablished mouse model of AD (behavioral studies, effects on amyloid pathology and oxidative stress).MDPI2019info:eu-repo/semantics/articleapplication/pdfhttps://hdl.handle.net/2445/165965Articles publicats en revistes (Nutrició, Ciències de l'Alimentació i Gastronomia)reponame:Dipòsit Digital de la UBinstname:Universidad de BarcelonaIngléshttps://doi.org/10.3390/proceedings2019022071MDPI Proceedings, 2019, vol. 22, p. 71https://doi.org/10.3390/proceedings2019022071cc-by (c) Pérez Areales, Francisco Javier et al., 2019http://creativecommons.org/licenses/by/3.0/esinfo:eu-repo/semantics/openAccessoai:diposit.ub.edu:2445/1659652026-05-27T06:46:51Z
dc.title.none.fl_str_mv Synthesis, in vitro profiling, and in vivo efficacy studies of a new family of multitarget anti-Alzheimer compounds
title Synthesis, in vitro profiling, and in vivo efficacy studies of a new family of multitarget anti-Alzheimer compounds
spellingShingle Synthesis, in vitro profiling, and in vivo efficacy studies of a new family of multitarget anti-Alzheimer compounds
Pérez Areales, Francisco Javier
Malaltia d'Alzheimer
Malalties neurodegeneratives
Química farmacèutica
Alzheimer's disease
Neurodegenerative Diseases
Pharmaceutical chemistry
title_short Synthesis, in vitro profiling, and in vivo efficacy studies of a new family of multitarget anti-Alzheimer compounds
title_full Synthesis, in vitro profiling, and in vivo efficacy studies of a new family of multitarget anti-Alzheimer compounds
title_fullStr Synthesis, in vitro profiling, and in vivo efficacy studies of a new family of multitarget anti-Alzheimer compounds
title_full_unstemmed Synthesis, in vitro profiling, and in vivo efficacy studies of a new family of multitarget anti-Alzheimer compounds
title_sort Synthesis, in vitro profiling, and in vivo efficacy studies of a new family of multitarget anti-Alzheimer compounds
dc.creator.none.fl_str_mv Pérez Areales, Francisco Javier
Garrido, María
Aso Pérez, Ester
Bartolini, Manuela
De Simone, Angela
Espargaró Colomé, Alba
Ginex, Tiziana
Sabaté Lagunas, Raimon
Pérez, Belén
Andrisano, Vincenza
Luque Garriga, F. Xavier
Ferrer, Isidro (Ferrer Abizanda)
Ciruela Alférez, Francisco
Messeguer i Peypoch, Àngel, 1946-
Muñoz-Torrero López-Ibarra, Diego
author Pérez Areales, Francisco Javier
author_facet Pérez Areales, Francisco Javier
Garrido, María
Aso Pérez, Ester
Bartolini, Manuela
De Simone, Angela
Espargaró Colomé, Alba
Ginex, Tiziana
Sabaté Lagunas, Raimon
Pérez, Belén
Andrisano, Vincenza
Luque Garriga, F. Xavier
Ferrer, Isidro (Ferrer Abizanda)
Ciruela Alférez, Francisco
Messeguer i Peypoch, Àngel, 1946-
Muñoz-Torrero López-Ibarra, Diego
author_role author
author2 Garrido, María
Aso Pérez, Ester
Bartolini, Manuela
De Simone, Angela
Espargaró Colomé, Alba
Ginex, Tiziana
Sabaté Lagunas, Raimon
Pérez, Belén
Andrisano, Vincenza
Luque Garriga, F. Xavier
Ferrer, Isidro (Ferrer Abizanda)
Ciruela Alférez, Francisco
Messeguer i Peypoch, Àngel, 1946-
Muñoz-Torrero López-Ibarra, Diego
author2_role author
author
author
author
author
author
author
author
author
author
author
author
author
author
dc.subject.none.fl_str_mv Malaltia d'Alzheimer
Malalties neurodegeneratives
Química farmacèutica
Alzheimer's disease
Neurodegenerative Diseases
Pharmaceutical chemistry
topic Malaltia d'Alzheimer
Malalties neurodegeneratives
Química farmacèutica
Alzheimer's disease
Neurodegenerative Diseases
Pharmaceutical chemistry
description Simultaneous modulation of several targets or pathological events with a key pathogenic role is a promising strategy to tackle thus far difficult-to-cure or incurable multifactorial diseases, such as Alzheimer's disease (AD). In this scenario, multitarget compounds, i.e., single molecules that hit several targets, are superior to other multitarget strategies that are based on the use of more than one drug (drug cocktails, fixed-dose combinations), in terms of simpler drug development and better patient compliance, efficiency, and safety. In the frame of our research line devoted to the development of novel anti-AD drug candidates, we have recently prepared a new class of multitarget compounds, which were designed by combining pharmacophoric moieties of a known antioxidant agent (7-methoxy-2,2- dimethylchroman-6-ol (CR-6)) and an acetylcholinesterase (AChE) inhibitor (6-chlorotacrine), to primarily address two important pathological events of AD, namely oxidative stress and cholinergic deficit. Here, we present the synthesis of three short series of CR-6-chlorotacrine hybrids, featuring different linker functionalities (amide, inverse amide, or amine) and lengths, and their in vitro biological activities against AChE, butyrylcholinesterase, BACE-1, and β-amyloid and tau protein aggregation, their antioxidant activity, and BBB permeability. We will also show the results of the in vivo efficacy studies of two selected compounds in double transgenic APP/PS1 mice, a wellestablished mouse model of AD (behavioral studies, effects on amyloid pathology and oxidative stress).
publishDate 2019
dc.date.none.fl_str_mv 2019
dc.type.none.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv https://hdl.handle.net/2445/165965
url https://hdl.handle.net/2445/165965
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv https://doi.org/10.3390/proceedings2019022071
MDPI Proceedings, 2019, vol. 22, p. 71
https://doi.org/10.3390/proceedings2019022071
dc.rights.none.fl_str_mv cc-by (c) Pérez Areales, Francisco Javier et al., 2019
http://creativecommons.org/licenses/by/3.0/es
info:eu-repo/semantics/openAccess
rights_invalid_str_mv cc-by (c) Pérez Areales, Francisco Javier et al., 2019
http://creativecommons.org/licenses/by/3.0/es
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv MDPI
publisher.none.fl_str_mv MDPI
dc.source.none.fl_str_mv Articles publicats en revistes (Nutrició, Ciències de l'Alimentació i Gastronomia)
reponame:Dipòsit Digital de la UB
instname:Universidad de Barcelona
instname_str Universidad de Barcelona
reponame_str Dipòsit Digital de la UB
collection Dipòsit Digital de la UB
repository.name.fl_str_mv
repository.mail.fl_str_mv
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