Isolation and Structural Characterization of Two New Furanoditerpenes from Pterodon emarginatus (Fabaceae)

Detalhes bibliográficos
Autor(a) principal: Oliveira,Leandra A. R.
Data de Publicação: 2017
Outros Autores: Oliveira,Gerlon A. R., Lemes,Geralda F., Romão,Wanderson, Vaz,Boniek G., Albuquerque,Sérgio, Gonçalez,Cristiana, Lião,Luciano M., Bara,Maria Teresa F.
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=S0103-50532017001001911
Resumo: A furanoditerpene-enriched fraction was obtained from the fruits of Pterodon emarginatus and submitted to semipreparative high performance liquid chromatography (HPLC). Two new furanoditerpenes, 6α,19β-diacetoxy-7β,14β-dihydroxyvouacapan and 6α-acetoxy-7β,14β-dihydroxyvouacapan, in addition to the known compound methyl 6α-acetoxy-7β-hydroxyvouacapan-17β-oate were obtained. Compound structures were determined by 1D and 2D nuclear magnetic resonance (NMR) experiments and electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry (ESI-FTICR-MS). The major compound methyl 6α-acetoxy-7β-hydroxyvouacapan-17β-oate was evaluated against promastigote forms of Leishmania amazonensis and L. braziliensis, presenting the concentration which causes lysis on 50% of parasites IC50 < 30 µg mL-1.
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spelling Isolation and Structural Characterization of Two New Furanoditerpenes from Pterodon emarginatus (Fabaceae)PterodonfuranoditerpenesvouacapanLeishmaniaA furanoditerpene-enriched fraction was obtained from the fruits of Pterodon emarginatus and submitted to semipreparative high performance liquid chromatography (HPLC). Two new furanoditerpenes, 6α,19β-diacetoxy-7β,14β-dihydroxyvouacapan and 6α-acetoxy-7β,14β-dihydroxyvouacapan, in addition to the known compound methyl 6α-acetoxy-7β-hydroxyvouacapan-17β-oate were obtained. Compound structures were determined by 1D and 2D nuclear magnetic resonance (NMR) experiments and electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry (ESI-FTICR-MS). The major compound methyl 6α-acetoxy-7β-hydroxyvouacapan-17β-oate was evaluated against promastigote forms of Leishmania amazonensis and L. braziliensis, presenting the concentration which causes lysis on 50% of parasites IC50 < 30 µg mL-1.Sociedade Brasileira de Química2017-10-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532017001001911Journal of the Brazilian Chemical Society v.28 n.10 2017reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.21577/0103-5053.20170029info:eu-repo/semantics/openAccessOliveira,Leandra A. R.Oliveira,Gerlon A. R.Lemes,Geralda F.Romão,WandersonVaz,Boniek G.Albuquerque,SérgioGonçalez,CristianaLião,Luciano M.Bara,Maria Teresa F.eng2017-09-22T00:00:00Zoai:scielo:S0103-50532017001001911Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2017-09-22T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Isolation and Structural Characterization of Two New Furanoditerpenes from Pterodon emarginatus (Fabaceae)
title Isolation and Structural Characterization of Two New Furanoditerpenes from Pterodon emarginatus (Fabaceae)
spellingShingle Isolation and Structural Characterization of Two New Furanoditerpenes from Pterodon emarginatus (Fabaceae)
Oliveira,Leandra A. R.
Pterodon
furanoditerpenes
vouacapan
Leishmania
title_short Isolation and Structural Characterization of Two New Furanoditerpenes from Pterodon emarginatus (Fabaceae)
title_full Isolation and Structural Characterization of Two New Furanoditerpenes from Pterodon emarginatus (Fabaceae)
title_fullStr Isolation and Structural Characterization of Two New Furanoditerpenes from Pterodon emarginatus (Fabaceae)
title_full_unstemmed Isolation and Structural Characterization of Two New Furanoditerpenes from Pterodon emarginatus (Fabaceae)
title_sort Isolation and Structural Characterization of Two New Furanoditerpenes from Pterodon emarginatus (Fabaceae)
author Oliveira,Leandra A. R.
author_facet Oliveira,Leandra A. R.
Oliveira,Gerlon A. R.
Lemes,Geralda F.
Romão,Wanderson
Vaz,Boniek G.
Albuquerque,Sérgio
Gonçalez,Cristiana
Lião,Luciano M.
Bara,Maria Teresa F.
author_role author
author2 Oliveira,Gerlon A. R.
Lemes,Geralda F.
Romão,Wanderson
Vaz,Boniek G.
Albuquerque,Sérgio
Gonçalez,Cristiana
Lião,Luciano M.
Bara,Maria Teresa F.
author2_role author
author
author
author
author
author
author
author
dc.contributor.author.fl_str_mv Oliveira,Leandra A. R.
Oliveira,Gerlon A. R.
Lemes,Geralda F.
Romão,Wanderson
Vaz,Boniek G.
Albuquerque,Sérgio
Gonçalez,Cristiana
Lião,Luciano M.
Bara,Maria Teresa F.
dc.subject.por.fl_str_mv Pterodon
furanoditerpenes
vouacapan
Leishmania
topic Pterodon
furanoditerpenes
vouacapan
Leishmania
description A furanoditerpene-enriched fraction was obtained from the fruits of Pterodon emarginatus and submitted to semipreparative high performance liquid chromatography (HPLC). Two new furanoditerpenes, 6α,19β-diacetoxy-7β,14β-dihydroxyvouacapan and 6α-acetoxy-7β,14β-dihydroxyvouacapan, in addition to the known compound methyl 6α-acetoxy-7β-hydroxyvouacapan-17β-oate were obtained. Compound structures were determined by 1D and 2D nuclear magnetic resonance (NMR) experiments and electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry (ESI-FTICR-MS). The major compound methyl 6α-acetoxy-7β-hydroxyvouacapan-17β-oate was evaluated against promastigote forms of Leishmania amazonensis and L. braziliensis, presenting the concentration which causes lysis on 50% of parasites IC50 < 30 µg mL-1.
publishDate 2017
dc.date.none.fl_str_mv 2017-10-01
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=S0103-50532017001001911
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532017001001911
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.21577/0103-5053.20170029
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.28 n.10 2017
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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