Targeting Zika virus with new brain- and placenta-crossing peptide-porphyrin conjugates

Viral disease outbreaks affect hundreds of millions of people worldwide and remain a serious threat to global health. The current SARS-CoV-2 pandemic and other recent geographically- confined viral outbreaks (severe acute respiratory syndrome (SARS), Ebola, dengue, zika and ever-recurring seasonal i...

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Autores: Todorovski, Toni, Mendonça, Diogo A., Fernandes-Siqueira, Lorena O., Cruz-Oliveira, Christine, Valle, Javier, Cavaco, Marco, Limas, Fernanda I. V., Neves, Vera, Cadima-Couto, Iris, Defaus, Sira, Salomé Veiga, Ana, Da Poian, Andrea T., Castanho, Miguel A.R.B., Andreu Martínez, David
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2022
País:España
Institución:Universitat Pompeu Fabra
Repositorio:Repositorio Digital de la UPF
OAI Identifier:oai:repositori.upf.edu:10230/53492
Acceso en línea:http://hdl.handle.net/10230/53492
http://dx.doi.org/10.3390/pharmaceutics14040738
Access Level:acceso abierto
Palabra clave:BBB shuttles
Zika virus
Antivirals
Blood–brain barrier
Blood–placental barrier
Peptide-drug conjugates
Porphyrins
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spelling Targeting Zika virus with new brain- and placenta-crossing peptide-porphyrin conjugatesTodorovski, ToniMendonça, Diogo A.Fernandes-Siqueira, Lorena O.Cruz-Oliveira, ChristineValle, JavierCavaco, MarcoLimas, Fernanda I. V.Neves, VeraCadima-Couto, IrisDefaus, SiraSalomé Veiga, AnaDa Poian, Andrea T.Castanho, Miguel A.R.B.Andreu Martínez, DavidBBB shuttlesZika virusAntiviralsBlood–brain barrierBlood–placental barrierPeptide-drug conjugatesPorphyrinsViral disease outbreaks affect hundreds of millions of people worldwide and remain a serious threat to global health. The current SARS-CoV-2 pandemic and other recent geographically- confined viral outbreaks (severe acute respiratory syndrome (SARS), Ebola, dengue, zika and ever-recurring seasonal influenza), also with devastating tolls at sanitary and socio-economic levels, are sobering reminders in this respect. Among the respective pathogenic agents, Zika virus (ZIKV), transmitted by Aedes mosquito vectors and causing the eponymous fever, is particularly insidious in that infection during pregnancy results in complications such as foetal loss, preterm birth or irreversible brain abnormalities, including microcephaly. So far, there is no effective remedy for ZIKV infection, mainly due to the limited ability of antiviral drugs to cross blood-placental and/or blood-brain barriers (BPB and BBB, respectively). Despite its restricted permeability, the BBB is penetrable by a variety of molecules, mainly peptide-based, and named BBB peptide shuttles (BBBpS), able to ferry various payloads (e.g., drugs, antibodies, etc.) into the brain. Recently, we have described peptide-porphyrin conjugates (PPCs) as successful BBBpS-associated drug leads for HIV, an enveloped virus in which group ZIKV also belongs. Herein, we report on several brain-directed, low-toxicity PPCs capable of targeting ZIKV. One of the conjugates, PP-P1, crossing both BPB and BBB, has shown to be effective against ZIKV (IC50 1.08 µM) and has high serum stability (t1/2 ca. 22 h) without altering cell viability at all tested concentrations. Peptide-porphyrin conjugation stands out as a promising strategy to fill the ZIKV treatment gap.Work supported by the La Caixa Health Foundation (project HR17_00409, ID 100010434, agreement LCF/PR/HR17/52150011) and by the European Union (H2020-FETOPEN-2018-2019-2020-01 grant no 828774). The Department of Medicine and Life Sciences, Pompeu Fabra University, belongs to the María de Maeztu network of Units of Excellence, funded by the Spanish MICINN and AEI (CEX2018-000792-M). Additional funding from Fundação para a Ciéncia e Tecnologia (FCT-MCTES) is also acknowledged for D.A.M. (PD/BD/136752/2018), M.C. (PD/BD/128281/2017), and for C.C.-O. and Í.C.-C. (PTDC/BIAVIR/29495/2017). The grants from Fundação Carlos Chagas Filho de Amparo à Pesquisa do Estado do Rio de Janeiro (FAPERJ), Brazil (grant numbers 201.316/2016, 202.945/2017); and Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq), Brazil (grant number 309028/2017-5) are also acknowledged.MDPI202220222022info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionapplication/pdfapplication/pdfhttp://hdl.handle.net/10230/53492http://dx.doi.org/10.3390/pharmaceutics14040738reponame:Repositorio Digital de la UPFinstname:Universitat Pompeu FabraInglésPharmaceutics. 2022 Mar 29;14(4):738info:eu-repo/grantAgreement/EC/H2020/828774© 2022 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).https://creativecommons.org/licenses/by/4.0/info:eu-repo/semantics/openAccessoai:repositori.upf.edu:10230/534922026-06-12T07:21:37Z
dc.title.none.fl_str_mv Targeting Zika virus with new brain- and placenta-crossing peptide-porphyrin conjugates
title Targeting Zika virus with new brain- and placenta-crossing peptide-porphyrin conjugates
spellingShingle Targeting Zika virus with new brain- and placenta-crossing peptide-porphyrin conjugates
Todorovski, Toni
BBB shuttles
Zika virus
Antivirals
Blood–brain barrier
Blood–placental barrier
Peptide-drug conjugates
Porphyrins
title_short Targeting Zika virus with new brain- and placenta-crossing peptide-porphyrin conjugates
title_full Targeting Zika virus with new brain- and placenta-crossing peptide-porphyrin conjugates
title_fullStr Targeting Zika virus with new brain- and placenta-crossing peptide-porphyrin conjugates
title_full_unstemmed Targeting Zika virus with new brain- and placenta-crossing peptide-porphyrin conjugates
title_sort Targeting Zika virus with new brain- and placenta-crossing peptide-porphyrin conjugates
dc.creator.none.fl_str_mv Todorovski, Toni
Mendonça, Diogo A.
Fernandes-Siqueira, Lorena O.
Cruz-Oliveira, Christine
Valle, Javier
Cavaco, Marco
Limas, Fernanda I. V.
Neves, Vera
Cadima-Couto, Iris
Defaus, Sira
Salomé Veiga, Ana
Da Poian, Andrea T.
Castanho, Miguel A.R.B.
Andreu Martínez, David
author Todorovski, Toni
author_facet Todorovski, Toni
Mendonça, Diogo A.
Fernandes-Siqueira, Lorena O.
Cruz-Oliveira, Christine
Valle, Javier
Cavaco, Marco
Limas, Fernanda I. V.
Neves, Vera
Cadima-Couto, Iris
Defaus, Sira
Salomé Veiga, Ana
Da Poian, Andrea T.
Castanho, Miguel A.R.B.
Andreu Martínez, David
author_role author
author2 Mendonça, Diogo A.
Fernandes-Siqueira, Lorena O.
Cruz-Oliveira, Christine
Valle, Javier
Cavaco, Marco
Limas, Fernanda I. V.
Neves, Vera
Cadima-Couto, Iris
Defaus, Sira
Salomé Veiga, Ana
Da Poian, Andrea T.
Castanho, Miguel A.R.B.
Andreu Martínez, David
author2_role author
author
author
author
author
author
author
author
author
author
author
author
author
dc.subject.none.fl_str_mv BBB shuttles
Zika virus
Antivirals
Blood–brain barrier
Blood–placental barrier
Peptide-drug conjugates
Porphyrins
topic BBB shuttles
Zika virus
Antivirals
Blood–brain barrier
Blood–placental barrier
Peptide-drug conjugates
Porphyrins
description Viral disease outbreaks affect hundreds of millions of people worldwide and remain a serious threat to global health. The current SARS-CoV-2 pandemic and other recent geographically- confined viral outbreaks (severe acute respiratory syndrome (SARS), Ebola, dengue, zika and ever-recurring seasonal influenza), also with devastating tolls at sanitary and socio-economic levels, are sobering reminders in this respect. Among the respective pathogenic agents, Zika virus (ZIKV), transmitted by Aedes mosquito vectors and causing the eponymous fever, is particularly insidious in that infection during pregnancy results in complications such as foetal loss, preterm birth or irreversible brain abnormalities, including microcephaly. So far, there is no effective remedy for ZIKV infection, mainly due to the limited ability of antiviral drugs to cross blood-placental and/or blood-brain barriers (BPB and BBB, respectively). Despite its restricted permeability, the BBB is penetrable by a variety of molecules, mainly peptide-based, and named BBB peptide shuttles (BBBpS), able to ferry various payloads (e.g., drugs, antibodies, etc.) into the brain. Recently, we have described peptide-porphyrin conjugates (PPCs) as successful BBBpS-associated drug leads for HIV, an enveloped virus in which group ZIKV also belongs. Herein, we report on several brain-directed, low-toxicity PPCs capable of targeting ZIKV. One of the conjugates, PP-P1, crossing both BPB and BBB, has shown to be effective against ZIKV (IC50 1.08 µM) and has high serum stability (t1/2 ca. 22 h) without altering cell viability at all tested concentrations. Peptide-porphyrin conjugation stands out as a promising strategy to fill the ZIKV treatment gap.
publishDate 2022
dc.date.none.fl_str_mv 2022
2022
2022
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10230/53492
http://dx.doi.org/10.3390/pharmaceutics14040738
url http://hdl.handle.net/10230/53492
http://dx.doi.org/10.3390/pharmaceutics14040738
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv Pharmaceutics. 2022 Mar 29;14(4):738
info:eu-repo/grantAgreement/EC/H2020/828774
dc.rights.none.fl_str_mv https://creativecommons.org/licenses/by/4.0/
info:eu-repo/semantics/openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by/4.0/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv MDPI
publisher.none.fl_str_mv MDPI
dc.source.none.fl_str_mv reponame:Repositorio Digital de la UPF
instname:Universitat Pompeu Fabra
instname_str Universitat Pompeu Fabra
reponame_str Repositorio Digital de la UPF
collection Repositorio Digital de la UPF
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