Further dibromotyrosine-derived metabolites from the marine sponge Aplysina caissara

Detalhes bibliográficos
Autor(a) principal: Lira,Tatiana O. de
Data de Publicação: 2006
Outros Autores: Berlinck,Roberto G. S., Nascimento,Gislene G. F., Hajdu,Eduardo
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Journal of the Brazilian Chemical Society (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532006000700007
Resumo: The re-investigation of the crude extract obtained from the sponge Aplysina caissara led to the isolation of five new dibromotyrosine derivatives, named agelocaissarines A1, A2, B1, B2 and caissarine C, along with the already known fistularin-3 and 11-hydroxyaerothionin. All compounds were identified by analysis of mono- and bidimensional NMR spectra, high resolution mass spectra, infrared and ultraviolet spectra. The relative stereochemistry of agelocaissarines could be established by analysis of ¹H NMR spectra and molecular modeling, while the absolute configuration of the spiroxazolidine moieties of fistularin-3, caissarine C and 11-hydroxyaerothionin was established by analysis of ¹H NMR and circular dichroism spectra. Fistularin-3 and 11-hydroxyaerothionin displayed moderate antibiotic activity against several pathogenic bacteria.
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spelling Further dibromotyrosine-derived metabolites from the marine sponge Aplysina caissaraspongeAplysina caissaradibromotyrosineabsolute configurationThe re-investigation of the crude extract obtained from the sponge Aplysina caissara led to the isolation of five new dibromotyrosine derivatives, named agelocaissarines A1, A2, B1, B2 and caissarine C, along with the already known fistularin-3 and 11-hydroxyaerothionin. All compounds were identified by analysis of mono- and bidimensional NMR spectra, high resolution mass spectra, infrared and ultraviolet spectra. The relative stereochemistry of agelocaissarines could be established by analysis of ¹H NMR spectra and molecular modeling, while the absolute configuration of the spiroxazolidine moieties of fistularin-3, caissarine C and 11-hydroxyaerothionin was established by analysis of ¹H NMR and circular dichroism spectra. Fistularin-3 and 11-hydroxyaerothionin displayed moderate antibiotic activity against several pathogenic bacteria.Sociedade Brasileira de Química2006-12-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532006000700007Journal of the Brazilian Chemical Society v.17 n.7 2006reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0103-50532006000700007info:eu-repo/semantics/openAccessLira,Tatiana O. deBerlinck,Roberto G. S.Nascimento,Gislene G. F.Hajdu,Eduardoeng2007-01-29T00:00:00Zoai:scielo:S0103-50532006000700007Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2007-01-29T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Further dibromotyrosine-derived metabolites from the marine sponge Aplysina caissara
title Further dibromotyrosine-derived metabolites from the marine sponge Aplysina caissara
spellingShingle Further dibromotyrosine-derived metabolites from the marine sponge Aplysina caissara
Lira,Tatiana O. de
sponge
Aplysina caissara
dibromotyrosine
absolute configuration
title_short Further dibromotyrosine-derived metabolites from the marine sponge Aplysina caissara
title_full Further dibromotyrosine-derived metabolites from the marine sponge Aplysina caissara
title_fullStr Further dibromotyrosine-derived metabolites from the marine sponge Aplysina caissara
title_full_unstemmed Further dibromotyrosine-derived metabolites from the marine sponge Aplysina caissara
title_sort Further dibromotyrosine-derived metabolites from the marine sponge Aplysina caissara
author Lira,Tatiana O. de
author_facet Lira,Tatiana O. de
Berlinck,Roberto G. S.
Nascimento,Gislene G. F.
Hajdu,Eduardo
author_role author
author2 Berlinck,Roberto G. S.
Nascimento,Gislene G. F.
Hajdu,Eduardo
author2_role author
author
author
dc.contributor.author.fl_str_mv Lira,Tatiana O. de
Berlinck,Roberto G. S.
Nascimento,Gislene G. F.
Hajdu,Eduardo
dc.subject.por.fl_str_mv sponge
Aplysina caissara
dibromotyrosine
absolute configuration
topic sponge
Aplysina caissara
dibromotyrosine
absolute configuration
description The re-investigation of the crude extract obtained from the sponge Aplysina caissara led to the isolation of five new dibromotyrosine derivatives, named agelocaissarines A1, A2, B1, B2 and caissarine C, along with the already known fistularin-3 and 11-hydroxyaerothionin. All compounds were identified by analysis of mono- and bidimensional NMR spectra, high resolution mass spectra, infrared and ultraviolet spectra. The relative stereochemistry of agelocaissarines could be established by analysis of ¹H NMR spectra and molecular modeling, while the absolute configuration of the spiroxazolidine moieties of fistularin-3, caissarine C and 11-hydroxyaerothionin was established by analysis of ¹H NMR and circular dichroism spectra. Fistularin-3 and 11-hydroxyaerothionin displayed moderate antibiotic activity against several pathogenic bacteria.
publishDate 2006
dc.date.none.fl_str_mv 2006-12-01
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=S0103-50532006000700007
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532006000700007
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1590/S0103-50532006000700007
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 Journal of the Brazilian Chemical Society v.17 n.7 2006
reponame:Journal of the Brazilian Chemical Society (Online)
instname:Sociedade Brasileira de Química (SBQ)
instacron:SBQ
instname_str Sociedade Brasileira de Química (SBQ)
instacron_str SBQ
institution SBQ
reponame_str Journal of the Brazilian Chemical Society (Online)
collection Journal of the Brazilian Chemical Society (Online)
repository.name.fl_str_mv Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)
repository.mail.fl_str_mv ||office@jbcs.sbq.org.br
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