Eudesmane and rearranged eudesmane sesquiterpenes from Nectandra cissiflora

Detalhes bibliográficos
Autor(a) principal: Garcez,Fernanda R.
Data de Publicação: 2010
Outros Autores: Garcez,Walmir S., Hamerski,Lidilhone, Miranda,Ana Carolina de M.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Química Nova (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422010000800022
Resumo: Four eudesmane-type sesquiterpenes, costic acid (1), 12-carboxyeudesman-3,11(13)-diene (2), viscic acid (3), 3-oxo-γ-costic acid (4) and two rearranged eudesmane derivatives, 3α-hydroxyisoiphion-11(13)-en-12-oic acid (5) and 5β-hydroxy-4-oxo-11(13)-dehydroiphionan-12-oic acid (6), in addition to (-)-epicatechin, have been isolated from the trunk bark of Nectandra cissiflora. This is the first reported occurrence in the Lauraceae of 3-6. The structures of the isolated compounds have been established on the basis of 1D and 2D NMR spectroscopic techniques. The 13C NMR assignments of 3, 5 and 6 are given here for the first time, as well as some corrections to the previously reported chemical shift assignments of 4.
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spelling Eudesmane and rearranged eudesmane sesquiterpenes from Nectandra cissifloraNectandra cissifloraLauraceaeeudesmanesFour eudesmane-type sesquiterpenes, costic acid (1), 12-carboxyeudesman-3,11(13)-diene (2), viscic acid (3), 3-oxo-γ-costic acid (4) and two rearranged eudesmane derivatives, 3α-hydroxyisoiphion-11(13)-en-12-oic acid (5) and 5β-hydroxy-4-oxo-11(13)-dehydroiphionan-12-oic acid (6), in addition to (-)-epicatechin, have been isolated from the trunk bark of Nectandra cissiflora. This is the first reported occurrence in the Lauraceae of 3-6. The structures of the isolated compounds have been established on the basis of 1D and 2D NMR spectroscopic techniques. The 13C NMR assignments of 3, 5 and 6 are given here for the first time, as well as some corrections to the previously reported chemical shift assignments of 4.Sociedade Brasileira de Química2010-01-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422010000800022Química Nova v.33 n.8 2010reponame:Química Nova (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0100-40422010000800022info:eu-repo/semantics/openAccessGarcez,Fernanda R.Garcez,Walmir S.Hamerski,LidilhoneMiranda,Ana Carolina de M.eng2010-10-25T00:00:00Zoai:scielo:S0100-40422010000800022Revistahttps://www.scielo.br/j/qn/ONGhttps://old.scielo.br/oai/scielo-oai.phpquimicanova@sbq.org.br1678-70640100-4042opendoar:2010-10-25T00:00Química Nova (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Eudesmane and rearranged eudesmane sesquiterpenes from Nectandra cissiflora
title Eudesmane and rearranged eudesmane sesquiterpenes from Nectandra cissiflora
spellingShingle Eudesmane and rearranged eudesmane sesquiterpenes from Nectandra cissiflora
Garcez,Fernanda R.
Nectandra cissiflora
Lauraceae
eudesmanes
title_short Eudesmane and rearranged eudesmane sesquiterpenes from Nectandra cissiflora
title_full Eudesmane and rearranged eudesmane sesquiterpenes from Nectandra cissiflora
title_fullStr Eudesmane and rearranged eudesmane sesquiterpenes from Nectandra cissiflora
title_full_unstemmed Eudesmane and rearranged eudesmane sesquiterpenes from Nectandra cissiflora
title_sort Eudesmane and rearranged eudesmane sesquiterpenes from Nectandra cissiflora
author Garcez,Fernanda R.
author_facet Garcez,Fernanda R.
Garcez,Walmir S.
Hamerski,Lidilhone
Miranda,Ana Carolina de M.
author_role author
author2 Garcez,Walmir S.
Hamerski,Lidilhone
Miranda,Ana Carolina de M.
author2_role author
author
author
dc.contributor.author.fl_str_mv Garcez,Fernanda R.
Garcez,Walmir S.
Hamerski,Lidilhone
Miranda,Ana Carolina de M.
dc.subject.por.fl_str_mv Nectandra cissiflora
Lauraceae
eudesmanes
topic Nectandra cissiflora
Lauraceae
eudesmanes
description Four eudesmane-type sesquiterpenes, costic acid (1), 12-carboxyeudesman-3,11(13)-diene (2), viscic acid (3), 3-oxo-γ-costic acid (4) and two rearranged eudesmane derivatives, 3α-hydroxyisoiphion-11(13)-en-12-oic acid (5) and 5β-hydroxy-4-oxo-11(13)-dehydroiphionan-12-oic acid (6), in addition to (-)-epicatechin, have been isolated from the trunk bark of Nectandra cissiflora. This is the first reported occurrence in the Lauraceae of 3-6. The structures of the isolated compounds have been established on the basis of 1D and 2D NMR spectroscopic techniques. The 13C NMR assignments of 3, 5 and 6 are given here for the first time, as well as some corrections to the previously reported chemical shift assignments of 4.
publishDate 2010
dc.date.none.fl_str_mv 2010-01-01
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=S0100-40422010000800022
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422010000800022
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1590/S0100-40422010000800022
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.33 n.8 2010
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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