Antiparasitic bromotyrosine derivatives from the caribbean marine sponge aiolochroia crassa

ABSTRACT: Six bromotyrosine-derived compounds were isolated from the Caribbean marine sponge Aiolochroia crassa: 3-bromo-5-hydroxyO-methyltyrosine (1), 3-bromo-N,N,N-trimethyltyrosinium (2), 3-bromo-N,N,N,O-tetramethyltyrosinium (3), 3,5-dibromo-N,N,Ntrimethyltyrosinium (4), 3,5-dibromo-N,N,N,O-tetr...

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Autores:
Martínez Martínez, Alejandro
Galeano Jaramillo, Elkin de Jesús
Thomas, Olivier P.
Robledo Restrepo, Sara María
Muñoz Herrera, Diana Lorena
Tipo de recurso:
Article of investigation
Fecha de publicación:
2012
Institución:
Universidad de Antioquia
Repositorio:
Repositorio UdeA
Idioma:
eng
OAI Identifier:
oai:bibliotecadigital.udea.edu.co:10495/37202
Acceso en línea:
https://hdl.handle.net/10495/37202
Palabra clave:
Antiparasitarios
Antiparasitic Agents
Bromotyrosines
Aiolochroia crassa
Rights
openAccess
License
https://creativecommons.org/licenses/by/4.0/
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dc.title.spa.fl_str_mv Antiparasitic bromotyrosine derivatives from the caribbean marine sponge aiolochroia crassa
title Antiparasitic bromotyrosine derivatives from the caribbean marine sponge aiolochroia crassa
spellingShingle Antiparasitic bromotyrosine derivatives from the caribbean marine sponge aiolochroia crassa
Antiparasitarios
Antiparasitic Agents
Bromotyrosines
Aiolochroia crassa
title_short Antiparasitic bromotyrosine derivatives from the caribbean marine sponge aiolochroia crassa
title_full Antiparasitic bromotyrosine derivatives from the caribbean marine sponge aiolochroia crassa
title_fullStr Antiparasitic bromotyrosine derivatives from the caribbean marine sponge aiolochroia crassa
title_full_unstemmed Antiparasitic bromotyrosine derivatives from the caribbean marine sponge aiolochroia crassa
title_sort Antiparasitic bromotyrosine derivatives from the caribbean marine sponge aiolochroia crassa
dc.creator.fl_str_mv Martínez Martínez, Alejandro
Galeano Jaramillo, Elkin de Jesús
Thomas, Olivier P.
Robledo Restrepo, Sara María
Muñoz Herrera, Diana Lorena
dc.contributor.author.none.fl_str_mv Martínez Martínez, Alejandro
Galeano Jaramillo, Elkin de Jesús
Thomas, Olivier P.
Robledo Restrepo, Sara María
Muñoz Herrera, Diana Lorena
dc.contributor.researchgroup.spa.fl_str_mv Productos Naturales Marinos
Programa de Estudio y Control de Enfermedades Tropicales (PECET)
dc.subject.decs.none.fl_str_mv Antiparasitarios
Antiparasitic Agents
topic Antiparasitarios
Antiparasitic Agents
Bromotyrosines
Aiolochroia crassa
dc.subject.proposal.spa.fl_str_mv Bromotyrosines
Aiolochroia crassa
description ABSTRACT: Six bromotyrosine-derived compounds were isolated from the Caribbean marine sponge Aiolochroia crassa: 3-bromo-5-hydroxyO-methyltyrosine (1), 3-bromo-N,N,N-trimethyltyrosinium (2), 3-bromo-N,N,N,O-tetramethyltyrosinium (3), 3,5-dibromo-N,N,Ntrimethyltyrosinium (4), 3,5-dibromo-N,N,N,O-tetramethyltyrosinium (5), and aeroplysinin-1 (6). Structural determination was performed using NMR, MS and comparison with literature data. All isolated compounds were screened for their in vitro activity against Leishmania panamensis, Plasmodium falciparum and Trypanosoma cruzi. Compound 4 showed selective antiparasitic activity against Leishmania and Plasmodium parasites. This is the first report of compounds 1, 4 and 5 in the sponge A. crassa and the first biological activity reports for compounds 2-4. This work shows that bromotyrosines are potential antiparasitic agents.
publishDate 2012
dc.date.issued.none.fl_str_mv 2012
dc.date.accessioned.none.fl_str_mv 2023-11-08T16:33:22Z
dc.date.available.none.fl_str_mv 2023-11-08T16:33:22Z
dc.type.spa.fl_str_mv Artículo de investigación
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dc.identifier.issn.none.fl_str_mv 0100-4042
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dc.identifier.doi.none.fl_str_mv 10.1590/S0100-40422012000600023
dc.identifier.eissn.none.fl_str_mv 1678-7064
identifier_str_mv 0100-4042
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dc.language.iso.spa.fl_str_mv eng
language eng
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dc.relation.citationvolume.spa.fl_str_mv 35
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institution Universidad de Antioquia
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spelling Martínez Martínez, AlejandroGaleano Jaramillo, Elkin de JesúsThomas, Olivier P.Robledo Restrepo, Sara MaríaMuñoz Herrera, Diana LorenaProductos Naturales MarinosPrograma de Estudio y Control de Enfermedades Tropicales (PECET)2023-11-08T16:33:22Z2023-11-08T16:33:22Z20120100-4042https://hdl.handle.net/10495/3720210.1590/S0100-404220120006000231678-7064ABSTRACT: Six bromotyrosine-derived compounds were isolated from the Caribbean marine sponge Aiolochroia crassa: 3-bromo-5-hydroxyO-methyltyrosine (1), 3-bromo-N,N,N-trimethyltyrosinium (2), 3-bromo-N,N,N,O-tetramethyltyrosinium (3), 3,5-dibromo-N,N,Ntrimethyltyrosinium (4), 3,5-dibromo-N,N,N,O-tetramethyltyrosinium (5), and aeroplysinin-1 (6). Structural determination was performed using NMR, MS and comparison with literature data. All isolated compounds were screened for their in vitro activity against Leishmania panamensis, Plasmodium falciparum and Trypanosoma cruzi. Compound 4 showed selective antiparasitic activity against Leishmania and Plasmodium parasites. This is the first report of compounds 1, 4 and 5 in the sponge A. crassa and the first biological activity reports for compounds 2-4. This work shows that bromotyrosines are potential antiparasitic agents.COL0015043COL00150995application/pdfengSociedade Brasileira de QuímicaSão Paulo, Brasilhttps://creativecommons.org/licenses/by/4.0/http://creativecommons.org/licenses/by/2.5/co/info:eu-repo/semantics/openAccesshttp://purl.org/coar/access_right/c_abf2Antiparasitic bromotyrosine derivatives from the caribbean marine sponge aiolochroia crassaArtículo de investigaciónhttp://purl.org/coar/resource_type/c_2df8fbb1https://purl.org/redcol/resource_type/ARThttp://purl.org/coar/version/c_970fb48d4fbd8a85info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionAntiparasitariosAntiparasitic AgentsBromotyrosinesAiolochroia crassaQuim. 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