In vitro and in silico anti-arboviral activities of dihalogenated phenolic derivates of L-tyrosine
Despite the serious public health problem represented by the diseases caused by dengue (DENV), Zika (ZIKV) and chikungunya (CHIKV) viruses, there are still no specific licensed antivirals available for their treatment. Here, we examined the potential anti-arbovirus activity of ten di-halogenated com...
- Autores:
-
Loaiza Cano, Vanessa
Mansalve Escudero, Laura
Pastrana Restrepo, Manuel
Quintero Gil, Diana Carolina
Pulido Muñoz, Sergio
Galeano, Elkin
Zapata Builes, Wildeman
Martínez Gutiérrez, Marlén
- Tipo de recurso:
- Article of investigation
- Fecha de publicación:
- 2021
- Institución:
- Universidad Cooperativa de Colombia
- Repositorio:
- Repositorio UCC
- Idioma:
- OAI Identifier:
- oai:repository.ucc.edu.co:20.500.12494/43615
- Acceso en línea:
- https://hdl.handle.net/20.500.12494/43615
- Palabra clave:
- Dengue virus
Zika virus
Chikungunya virus
Tyrosine
Antiviral agents
Computational biology
- Rights
- openAccess
- License
- Atribución – No comercial – Compartir igual
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| dc.title.spa.fl_str_mv |
In vitro and in silico anti-arboviral activities of dihalogenated phenolic derivates of L-tyrosine |
| title |
In vitro and in silico anti-arboviral activities of dihalogenated phenolic derivates of L-tyrosine |
| spellingShingle |
In vitro and in silico anti-arboviral activities of dihalogenated phenolic derivates of L-tyrosine Dengue virus Zika virus Chikungunya virus Tyrosine Antiviral agents Computational biology |
| title_short |
In vitro and in silico anti-arboviral activities of dihalogenated phenolic derivates of L-tyrosine |
| title_full |
In vitro and in silico anti-arboviral activities of dihalogenated phenolic derivates of L-tyrosine |
| title_fullStr |
In vitro and in silico anti-arboviral activities of dihalogenated phenolic derivates of L-tyrosine |
| title_full_unstemmed |
In vitro and in silico anti-arboviral activities of dihalogenated phenolic derivates of L-tyrosine |
| title_sort |
In vitro and in silico anti-arboviral activities of dihalogenated phenolic derivates of L-tyrosine |
| dc.creator.fl_str_mv |
Loaiza Cano, Vanessa Mansalve Escudero, Laura Pastrana Restrepo, Manuel Quintero Gil, Diana Carolina Pulido Muñoz, Sergio Galeano, Elkin Zapata Builes, Wildeman Martínez Gutiérrez, Marlén |
| dc.contributor.author.none.fl_str_mv |
Loaiza Cano, Vanessa Mansalve Escudero, Laura Pastrana Restrepo, Manuel Quintero Gil, Diana Carolina Pulido Muñoz, Sergio Galeano, Elkin Zapata Builes, Wildeman Martínez Gutiérrez, Marlén |
| dc.subject.spa.fl_str_mv |
Dengue virus Zika virus Chikungunya virus Tyrosine Antiviral agents Computational biology |
| topic |
Dengue virus Zika virus Chikungunya virus Tyrosine Antiviral agents Computational biology |
| description |
Despite the serious public health problem represented by the diseases caused by dengue (DENV), Zika (ZIKV) and chikungunya (CHIKV) viruses, there are still no specific licensed antivirals available for their treatment. Here, we examined the potential anti-arbovirus activity of ten di-halogenated compounds derived from L-tyrosine with modifications in amine and carboxyl groups. The activity of compounds on VERO cell line infection and the possible mechanism of action of the most promising compounds were evaluated. Finally, molecular docking between the compounds and viral and cellular proteins was evaluated in silico with Autodock Vina®, and the molecular dynamic with Gromacs®. Only two compounds (TDC-2M-ME and TDB-2M-ME) inhibited both ZIKV and CHIKV. Within the possible mechanism, in CHIKV, the two compounds decreased the number of genome copies and in the pre-treatment strategy the infectious viral particles. In the ZIKV model, only TDB-2M-ME inhibited the viral protein and demonstrate a virucidal effect. Moreover, in the U937 cell line infected with CHIKV, both compounds inhibited the viral protein and TDB-2M-ME inhibited the viral genome too. Finally, the in silico results showed a favorable binding energy between the compounds and the helicases of both viral models, the NSP3 of CHIKV and cellular proteins DDC and β2 adrenoreceptor. |
| publishDate |
2021 |
| dc.date.issued.none.fl_str_mv |
2021-06 |
| dc.date.accessioned.none.fl_str_mv |
2022-02-02T22:15:39Z |
| dc.date.available.none.fl_str_mv |
2022-02-02T22:15:39Z |
| dc.type.none.fl_str_mv |
Artículos Científicos |
| dc.type.coar.none.fl_str_mv |
http://purl.org/coar/resource_type/c_2df8fbb1 |
| dc.type.coarversion.none.fl_str_mv |
http://purl.org/coar/version/c_970fb48d4fbd8a85 |
| dc.type.driver.none.fl_str_mv |
info:eu-repo/semantics/article |
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info:eu-repo/semantics/publishedVersion |
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http://purl.org/coar/resource_type/c_2df8fbb1 |
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publishedVersion |
| dc.identifier.issn.spa.fl_str_mv |
1420-3049 |
| dc.identifier.uri.spa.fl_str_mv |
doi.org/10.3390/molecules26113430 |
| dc.identifier.uri.none.fl_str_mv |
https://hdl.handle.net/20.500.12494/43615 |
| dc.identifier.bibliographicCitation.spa.fl_str_mv |
Loaiza-Cano, V.; Monsalve-Escudero, L.M.; Restrepo, M.P.; Quintero-Gil, D.C.; Pulido Muñoz, S.A.; Galeano, E.; Zapata, W.; Martinez-Gutierrez, M. In Vitro and In Silico Anti-Arboviral Activities of Dihalogenated Phenolic Derivates of L-Tyrosine. Molecules 2021, 26, 3430. https://doi.org/10.3390/molecules26113430 |
| identifier_str_mv |
1420-3049 doi.org/10.3390/molecules26113430 Loaiza-Cano, V.; Monsalve-Escudero, L.M.; Restrepo, M.P.; Quintero-Gil, D.C.; Pulido Muñoz, S.A.; Galeano, E.; Zapata, W.; Martinez-Gutierrez, M. In Vitro and In Silico Anti-Arboviral Activities of Dihalogenated Phenolic Derivates of L-Tyrosine. Molecules 2021, 26, 3430. https://doi.org/10.3390/molecules26113430 |
| url |
https://hdl.handle.net/20.500.12494/43615 |
| dc.relation.isversionof.spa.fl_str_mv |
https://www.mdpi.com/1420-3049/26/11/3430 |
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MOLECULES |
| dc.relation.references.spa.fl_str_mv |
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Enhanced GROMACS: Toward a better numerical simulation framework. J. Mol. Model. 2019, 25, 355. Thielemann, H.C.; Cardellini, A.; Fasano, M.; Bergamasco, L.; Alberghini, M.; Ciorra, G.; Chiavazzo, E.; Asinari, P. From GROMACS to LAMMPS: GRO2LAM: A converter for molecular dynamics software. J. Mol. Model. 2019, 25, 147. |
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Loaiza Cano, VanessaMansalve Escudero, LauraPastrana Restrepo, ManuelQuintero Gil, Diana CarolinaPulido Muñoz, SergioGaleano, ElkinZapata Builes, WildemanMartínez Gutiérrez, Marlén262022-02-02T22:15:39Z2022-02-02T22:15:39Z2021-061420-3049doi.org/10.3390/molecules26113430https://hdl.handle.net/20.500.12494/43615Loaiza-Cano, V.; Monsalve-Escudero, L.M.; Restrepo, M.P.; Quintero-Gil, D.C.; Pulido Muñoz, S.A.; Galeano, E.; Zapata, W.; Martinez-Gutierrez, M. In Vitro and In Silico Anti-Arboviral Activities of Dihalogenated Phenolic Derivates of L-Tyrosine. Molecules 2021, 26, 3430. https://doi.org/10.3390/molecules26113430Despite the serious public health problem represented by the diseases caused by dengue (DENV), Zika (ZIKV) and chikungunya (CHIKV) viruses, there are still no specific licensed antivirals available for their treatment. Here, we examined the potential anti-arbovirus activity of ten di-halogenated compounds derived from L-tyrosine with modifications in amine and carboxyl groups. The activity of compounds on VERO cell line infection and the possible mechanism of action of the most promising compounds were evaluated. Finally, molecular docking between the compounds and viral and cellular proteins was evaluated in silico with Autodock Vina®, and the molecular dynamic with Gromacs®. Only two compounds (TDC-2M-ME and TDB-2M-ME) inhibited both ZIKV and CHIKV. Within the possible mechanism, in CHIKV, the two compounds decreased the number of genome copies and in the pre-treatment strategy the infectious viral particles. In the ZIKV model, only TDB-2M-ME inhibited the viral protein and demonstrate a virucidal effect. Moreover, in the U937 cell line infected with CHIKV, both compounds inhibited the viral protein and TDB-2M-ME inhibited the viral genome too. Finally, the in silico results showed a favorable binding energy between the compounds and the helicases of both viral models, the NSP3 of CHIKV and cellular proteins DDC and β2 adrenoreceptor.https://scienti.minciencias.gov.co/cvlac/visualizador/generarCurriculoCv.do?cod_rh=0000213748https://orcid.org/0000-0002-9429-0058https://scienti.minciencias.gov.co/gruplac/jsp/visualiza/visualizagr.jsp?nro=00000000000695Marlen.martinezg@campucucc.edu.cohttps://scholar.google.es/citations?user=flSrsSIAAAAJ&hl=es3430MDPIUniversidad Cooperativa de Colombia, Facultad de Ciencias de la Salud, Medicina Veterinaria y Zootecnia, BucaramangaMedicina veterinaria y zootecniaBucaramangahttps://www.mdpi.com/1420-3049/26/11/3430MOLECULESPaixão, E.S.; Teixeira, M.G.; Rodrigues, L.C. Zika, chikungunya and dengue: The causes and threats of new and re-emerging arboviral diseases. BMJ Glob. Health 2018, 3, e000530Jones, R.; Kulkarni, M.A.; Davidson, T.M.; Team, R.-L.R.; Talbot, B. 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