Non-toxic dimeric peptides derived from the bothropstoxin-I are potent SARS-CoV-2 and papain-like protease inhibitors

The COVID-19 outbreak has rapidly spread on a global scale, affecting the economy and public health systems throughout the world. In recent years, peptide-based therapeutics have been widely studied and developed to treat infectious diseases, including viral infections. Herein, the antiviral effects...

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Autores: Freire, Marjorie C. L. C., Noske, Gabriela D., Bitencourt, Natália V. [UNESP], Sanches, Paulo R. S. [UNESP], Santos-Filho, Norival A. [UNESP], Gawriljuk, Victor O., de Souza, Eduardo P., Nogueira, Victor H. R., de Godoy, Mariana O., Nakamura, Aline M., Fernandes, Rafaela S., Godoy, Andre S., Juliano, Maria A., Peres, Bianca M., Barbosa, Cecília G., Moraes, Carolina B., Freitas-Junior, Lucio H. G., Cilli, Eduardo M. [UNESP], Guido, Rafael V. C., Oliva, Glaucius
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2021
País:Brasil
Institución:Universidade Estadual Paulista (UNESP)
Repositorio:Repositório Institucional da UNESP
Idioma:inglés
OAI Identifier:oai:repositorio.unesp.br:11449/229351
Acceso en línea:http://dx.doi.org/10.3390/molecules26164896
http://hdl.handle.net/11449/229351
Access Level:acceso abierto
Palabra clave:COVID-19
Inhibitors
Papain-like protease
Peptides
SARS-CoV-2
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spelling Non-toxic dimeric peptides derived from the bothropstoxin-I are potent SARS-CoV-2 and papain-like protease inhibitorsCOVID-19InhibitorsPapain-like proteasePeptidesSARS-CoV-2The COVID-19 outbreak has rapidly spread on a global scale, affecting the economy and public health systems throughout the world. In recent years, peptide-based therapeutics have been widely studied and developed to treat infectious diseases, including viral infections. Herein, the antiviral effects of the lysine linked dimer des-Cys11, Lys12,Lys13-(pBthTX-I)2K ((pBthTX-I)2K)) and derivatives against SARS-CoV-2 are reported. The lead peptide (pBthTX-I)2K and derivatives showed attractive inhibitory activities against SARS-CoV-2 (EC50 = 28–65 µM) and mostly low cytotoxic effect (CC50 > 100 µM). To shed light on the mechanism of action underlying the peptides’ antiviral activity, the Main Protease (Mpro) and Papain-Like protease (PLpro) inhibitory activities of the peptides were assessed. The synthetic peptides showed PLpro inhibition potencies (IC50s = 1.0–3.5 µM) and binding affinities (Kd = 0.9–7 µM) at the low micromolar range but poor inhibitory activity against Mpro (IC50 > 10 µM). The modeled binding mode of a representative peptide of the series indicated that the compound blocked the entry of the PLpro substrate toward the protease catalytic cleft. Our findings indicated that non-toxic dimeric peptides derived from the Bothropstoxin-I have attractive cellular and enzymatic inhibitory activities, thereby suggesting that they are promising prototypes for the discovery and development of new drugs against SARS-CoV-2 infection.Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)São Carlos Institute of Physics University of Sao Paulo, Avenida João Dagnone, 1100Department of Biochemistry and Organic Chemistry Institute of Chemistry São Paulo State University (UNESP)Department of Genetics and Evolution Federal University of São Carlos, Rodovia Washington Luís km 235The Sao Paulo School of Medicine Federal University of São Paulo, Rua Três de Maio, 100Department of Microbiology Institute of Biomedical Sciences University of Sao Paulo, Av. Prof. Lineu Prestes, 1374Department of Pharmaceutical Sciences Federal University of São Paulo, Rua São Nicolau, 210Department of Biochemistry and Organic Chemistry Institute of Chemistry São Paulo State University (UNESP)CAPES: 001FAPESP: 2013/07600-3FAPESP: 2018/13588-0FAPESP: 2020/04602-9FAPESP: 2020/05761-3FAPESP: 2020/12519-4CNPq: 301975/2018-3Universidade de São Paulo (USP)Universidade Estadual Paulista (UNESP)Universidade Federal de São Carlos (UFSCar)2022-04-29T08:32:05Z2022-04-29T08:32:05Z2021-08-02info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://dx.doi.org/10.3390/molecules26164896Molecules, v. 26, n. 16, 2021.1420-3049http://hdl.handle.net/11449/22935110.3390/molecules261648962-s2.0-85112732983Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengMoleculesinfo:eu-repo/semantics/openAccessFreire, Marjorie C. L. C.Noske, Gabriela D.Bitencourt, Natália V. [UNESP]Sanches, Paulo R. S. [UNESP]Santos-Filho, Norival A. [UNESP]Gawriljuk, Victor O.de Souza, Eduardo P.Nogueira, Victor H. R.de Godoy, Mariana O.Nakamura, Aline M.Fernandes, Rafaela S.Godoy, Andre S.Juliano, Maria A.Peres, Bianca M.Barbosa, Cecília G.Moraes, Carolina B.Freitas-Junior, Lucio H. G.Cilli, Eduardo M. [UNESP]Guido, Rafael V. C.Oliva, Glaucius2025-05-28T05:24:39Zoai:repositorio.unesp.br:11449/229351Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestrepositoriounesp@unesp.bropendoar:29462025-05-28T05:24:39Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv Non-toxic dimeric peptides derived from the bothropstoxin-I are potent SARS-CoV-2 and papain-like protease inhibitors
title Non-toxic dimeric peptides derived from the bothropstoxin-I are potent SARS-CoV-2 and papain-like protease inhibitors
spellingShingle Non-toxic dimeric peptides derived from the bothropstoxin-I are potent SARS-CoV-2 and papain-like protease inhibitors
Freire, Marjorie C. L. C.
COVID-19
Inhibitors
Papain-like protease
Peptides
SARS-CoV-2
title_short Non-toxic dimeric peptides derived from the bothropstoxin-I are potent SARS-CoV-2 and papain-like protease inhibitors
title_full Non-toxic dimeric peptides derived from the bothropstoxin-I are potent SARS-CoV-2 and papain-like protease inhibitors
title_fullStr Non-toxic dimeric peptides derived from the bothropstoxin-I are potent SARS-CoV-2 and papain-like protease inhibitors
title_full_unstemmed Non-toxic dimeric peptides derived from the bothropstoxin-I are potent SARS-CoV-2 and papain-like protease inhibitors
title_sort Non-toxic dimeric peptides derived from the bothropstoxin-I are potent SARS-CoV-2 and papain-like protease inhibitors
dc.creator.none.fl_str_mv Freire, Marjorie C. L. C.
Noske, Gabriela D.
Bitencourt, Natália V. [UNESP]
Sanches, Paulo R. S. [UNESP]
Santos-Filho, Norival A. [UNESP]
Gawriljuk, Victor O.
de Souza, Eduardo P.
Nogueira, Victor H. R.
de Godoy, Mariana O.
Nakamura, Aline M.
Fernandes, Rafaela S.
Godoy, Andre S.
Juliano, Maria A.
Peres, Bianca M.
Barbosa, Cecília G.
Moraes, Carolina B.
Freitas-Junior, Lucio H. G.
Cilli, Eduardo M. [UNESP]
Guido, Rafael V. C.
Oliva, Glaucius
author Freire, Marjorie C. L. C.
author_facet Freire, Marjorie C. L. C.
Noske, Gabriela D.
Bitencourt, Natália V. [UNESP]
Sanches, Paulo R. S. [UNESP]
Santos-Filho, Norival A. [UNESP]
Gawriljuk, Victor O.
de Souza, Eduardo P.
Nogueira, Victor H. R.
de Godoy, Mariana O.
Nakamura, Aline M.
Fernandes, Rafaela S.
Godoy, Andre S.
Juliano, Maria A.
Peres, Bianca M.
Barbosa, Cecília G.
Moraes, Carolina B.
Freitas-Junior, Lucio H. G.
Cilli, Eduardo M. [UNESP]
Guido, Rafael V. C.
Oliva, Glaucius
author_role author
author2 Noske, Gabriela D.
Bitencourt, Natália V. [UNESP]
Sanches, Paulo R. S. [UNESP]
Santos-Filho, Norival A. [UNESP]
Gawriljuk, Victor O.
de Souza, Eduardo P.
Nogueira, Victor H. R.
de Godoy, Mariana O.
Nakamura, Aline M.
Fernandes, Rafaela S.
Godoy, Andre S.
Juliano, Maria A.
Peres, Bianca M.
Barbosa, Cecília G.
Moraes, Carolina B.
Freitas-Junior, Lucio H. G.
Cilli, Eduardo M. [UNESP]
Guido, Rafael V. C.
Oliva, Glaucius
author2_role author
author
author
author
author
author
author
author
author
author
author
author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Universidade de São Paulo (USP)
Universidade Estadual Paulista (UNESP)
Universidade Federal de São Carlos (UFSCar)
dc.subject.por.fl_str_mv COVID-19
Inhibitors
Papain-like protease
Peptides
SARS-CoV-2
topic COVID-19
Inhibitors
Papain-like protease
Peptides
SARS-CoV-2
description The COVID-19 outbreak has rapidly spread on a global scale, affecting the economy and public health systems throughout the world. In recent years, peptide-based therapeutics have been widely studied and developed to treat infectious diseases, including viral infections. Herein, the antiviral effects of the lysine linked dimer des-Cys11, Lys12,Lys13-(pBthTX-I)2K ((pBthTX-I)2K)) and derivatives against SARS-CoV-2 are reported. The lead peptide (pBthTX-I)2K and derivatives showed attractive inhibitory activities against SARS-CoV-2 (EC50 = 28–65 µM) and mostly low cytotoxic effect (CC50 > 100 µM). To shed light on the mechanism of action underlying the peptides’ antiviral activity, the Main Protease (Mpro) and Papain-Like protease (PLpro) inhibitory activities of the peptides were assessed. The synthetic peptides showed PLpro inhibition potencies (IC50s = 1.0–3.5 µM) and binding affinities (Kd = 0.9–7 µM) at the low micromolar range but poor inhibitory activity against Mpro (IC50 > 10 µM). The modeled binding mode of a representative peptide of the series indicated that the compound blocked the entry of the PLpro substrate toward the protease catalytic cleft. Our findings indicated that non-toxic dimeric peptides derived from the Bothropstoxin-I have attractive cellular and enzymatic inhibitory activities, thereby suggesting that they are promising prototypes for the discovery and development of new drugs against SARS-CoV-2 infection.
publishDate 2021
dc.date.none.fl_str_mv 2021-08-02
2022-04-29T08:32:05Z
2022-04-29T08:32:05Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://dx.doi.org/10.3390/molecules26164896
Molecules, v. 26, n. 16, 2021.
1420-3049
http://hdl.handle.net/11449/229351
10.3390/molecules26164896
2-s2.0-85112732983
url http://dx.doi.org/10.3390/molecules26164896
http://hdl.handle.net/11449/229351
identifier_str_mv Molecules, v. 26, n. 16, 2021.
1420-3049
10.3390/molecules26164896
2-s2.0-85112732983
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Molecules
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.source.none.fl_str_mv Scopus
reponame:Repositório Institucional da UNESP
instname:Universidade Estadual Paulista (UNESP)
instacron:UNESP
instname_str Universidade Estadual Paulista (UNESP)
instacron_str UNESP
institution UNESP
reponame_str Repositório Institucional da UNESP
collection Repositório Institucional da UNESP
repository.name.fl_str_mv Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)
repository.mail.fl_str_mv repositoriounesp@unesp.br
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