Antiparasitic bromotyrosine derivatives from the Caribbean marine sponge Aiolochroia crassa

Detalhes bibliográficos
Autor(a) principal: Galeano,Elkin
Data de Publicação: 2012
Outros Autores: Martínez,Alejandro, Thomas,Olivier P., Robledo,Sara, Munoz,Diana
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Química Nova (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422012000600023
Resumo: Six bromotyrosine-derived compounds were isolated from the Caribbean marine sponge Aiolochroia crassa: 3-bromo-5-hydroxy-O-methyltyrosine (1), 3-bromo-N,N,N-trimethyltyrosinium (2), 3-bromo-N,N,N,O-tetramethyltyrosinium (3), 3,5-dibromo-N,N,N-trimethyltyrosinium (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.
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spelling Antiparasitic bromotyrosine derivatives from the Caribbean marine sponge Aiolochroia crassabromotyrosinesAiolochroia crassaantiparasitic activitySix bromotyrosine-derived compounds were isolated from the Caribbean marine sponge Aiolochroia crassa: 3-bromo-5-hydroxy-O-methyltyrosine (1), 3-bromo-N,N,N-trimethyltyrosinium (2), 3-bromo-N,N,N,O-tetramethyltyrosinium (3), 3,5-dibromo-N,N,N-trimethyltyrosinium (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.Sociedade Brasileira de Química2012-01-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422012000600023Química Nova v.35 n.6 2012reponame:Química Nova (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0100-40422012000600023info:eu-repo/semantics/openAccessGaleano,ElkinMartínez,AlejandroThomas,Olivier P.Robledo,SaraMunoz,Dianaeng2012-07-25T00:00:00Zoai:scielo:S0100-40422012000600023Revistahttps://www.scielo.br/j/qn/ONGhttps://old.scielo.br/oai/scielo-oai.phpquimicanova@sbq.org.br1678-70640100-4042opendoar:2012-07-25T00:00Química Nova (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.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
Galeano,Elkin
bromotyrosines
Aiolochroia crassa
antiparasitic activity
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
author Galeano,Elkin
author_facet Galeano,Elkin
Martínez,Alejandro
Thomas,Olivier P.
Robledo,Sara
Munoz,Diana
author_role author
author2 Martínez,Alejandro
Thomas,Olivier P.
Robledo,Sara
Munoz,Diana
author2_role author
author
author
author
dc.contributor.author.fl_str_mv Galeano,Elkin
Martínez,Alejandro
Thomas,Olivier P.
Robledo,Sara
Munoz,Diana
dc.subject.por.fl_str_mv bromotyrosines
Aiolochroia crassa
antiparasitic activity
topic bromotyrosines
Aiolochroia crassa
antiparasitic activity
description Six bromotyrosine-derived compounds were isolated from the Caribbean marine sponge Aiolochroia crassa: 3-bromo-5-hydroxy-O-methyltyrosine (1), 3-bromo-N,N,N-trimethyltyrosinium (2), 3-bromo-N,N,N,O-tetramethyltyrosinium (3), 3,5-dibromo-N,N,N-trimethyltyrosinium (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.none.fl_str_mv 2012-01-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422012000600023
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422012000600023
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1590/S0100-40422012000600023
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv text/html
dc.publisher.none.fl_str_mv Sociedade Brasileira de Química
publisher.none.fl_str_mv Sociedade Brasileira de Química
dc.source.none.fl_str_mv Química Nova v.35 n.6 2012
reponame:Química Nova (Online)
instname:Sociedade Brasileira de Química (SBQ)
instacron:SBQ
instname_str Sociedade Brasileira de Química (SBQ)
instacron_str SBQ
institution SBQ
reponame_str Química Nova (Online)
collection Química Nova (Online)
repository.name.fl_str_mv Química Nova (Online) - Sociedade Brasileira de Química (SBQ)
repository.mail.fl_str_mv quimicanova@sbq.org.br
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