Ceramides and cytotoxic constituents from Ficus glumosa Del. (Moraceae)

Detalhes bibliográficos
Autor(a) principal: Nana,Frédéric
Data de Publicação: 2012
Outros Autores: Sandjo,Louis Pergaud, Keumedjio,Félix, Ambassa,Pantaléon, Malik,Rizwana, Kuete,Victor, Rincheval,Vincent, Choudhary,Muhammad Iqbal, Ngadjui,Bonaventure Tchaleu
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=S0103-50532012000300015
Resumo: Chemical investigation of the stem bark of Ficus glumosa (Moraceae) yielded two new ceramides (2R,7E)-2-hydroxy-N-[(2S,3S,4R)-1,3,4-trihydroxyhexadecan-2-yl]hexacos-7-enamide and (2R)-N-{(2S,3S,4R,9Z)-1-O-[(β-D-glucopyranosyl]-3,4-dihydroxyheptadec-9-en-2-yl}-2-hydroxypentacosanamide together with twenty one known compounds. The structures were established using NMR data, mass spectrometry, chemical transformation and by comparison with the reported data. Twenty one compounds were further tested against the prostate cancer PC-3 cell line and six of them revealed cytotoxic effect. Dongnoside E was the most active compound with an IC50 0.75 µmol L-1 against the cancer cells line PC-3 while the reference drug doxorubicin displayed 0.91 µmol L-1. This compound also proved to inhibit the cell growth of the fibrosarcoma cancer HT1080 (IC50 0.7 µmol L-1).
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spelling Ceramides and cytotoxic constituents from Ficus glumosa Del. (Moraceae)Ficus glumosaceramidesglumoamideglumosidedongnoside EcytotoxicityChemical investigation of the stem bark of Ficus glumosa (Moraceae) yielded two new ceramides (2R,7E)-2-hydroxy-N-[(2S,3S,4R)-1,3,4-trihydroxyhexadecan-2-yl]hexacos-7-enamide and (2R)-N-{(2S,3S,4R,9Z)-1-O-[(β-D-glucopyranosyl]-3,4-dihydroxyheptadec-9-en-2-yl}-2-hydroxypentacosanamide together with twenty one known compounds. The structures were established using NMR data, mass spectrometry, chemical transformation and by comparison with the reported data. Twenty one compounds were further tested against the prostate cancer PC-3 cell line and six of them revealed cytotoxic effect. Dongnoside E was the most active compound with an IC50 0.75 µmol L-1 against the cancer cells line PC-3 while the reference drug doxorubicin displayed 0.91 µmol L-1. This compound also proved to inhibit the cell growth of the fibrosarcoma cancer HT1080 (IC50 0.7 µmol L-1).Sociedade Brasileira de Química2012-03-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532012000300015Journal of the Brazilian Chemical Society v.23 n.3 2012reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0103-50532012000300015info:eu-repo/semantics/openAccessNana,FrédéricSandjo,Louis PergaudKeumedjio,FélixAmbassa,PantaléonMalik,RizwanaKuete,VictorRincheval,VincentChoudhary,Muhammad IqbalNgadjui,Bonaventure Tchaleueng2012-04-04T00:00:00Zoai:scielo:S0103-50532012000300015Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2012-04-04T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Ceramides and cytotoxic constituents from Ficus glumosa Del. (Moraceae)
title Ceramides and cytotoxic constituents from Ficus glumosa Del. (Moraceae)
spellingShingle Ceramides and cytotoxic constituents from Ficus glumosa Del. (Moraceae)
Nana,Frédéric
Ficus glumosa
ceramides
glumoamide
glumoside
dongnoside E
cytotoxicity
title_short Ceramides and cytotoxic constituents from Ficus glumosa Del. (Moraceae)
title_full Ceramides and cytotoxic constituents from Ficus glumosa Del. (Moraceae)
title_fullStr Ceramides and cytotoxic constituents from Ficus glumosa Del. (Moraceae)
title_full_unstemmed Ceramides and cytotoxic constituents from Ficus glumosa Del. (Moraceae)
title_sort Ceramides and cytotoxic constituents from Ficus glumosa Del. (Moraceae)
author Nana,Frédéric
author_facet Nana,Frédéric
Sandjo,Louis Pergaud
Keumedjio,Félix
Ambassa,Pantaléon
Malik,Rizwana
Kuete,Victor
Rincheval,Vincent
Choudhary,Muhammad Iqbal
Ngadjui,Bonaventure Tchaleu
author_role author
author2 Sandjo,Louis Pergaud
Keumedjio,Félix
Ambassa,Pantaléon
Malik,Rizwana
Kuete,Victor
Rincheval,Vincent
Choudhary,Muhammad Iqbal
Ngadjui,Bonaventure Tchaleu
author2_role author
author
author
author
author
author
author
author
dc.contributor.author.fl_str_mv Nana,Frédéric
Sandjo,Louis Pergaud
Keumedjio,Félix
Ambassa,Pantaléon
Malik,Rizwana
Kuete,Victor
Rincheval,Vincent
Choudhary,Muhammad Iqbal
Ngadjui,Bonaventure Tchaleu
dc.subject.por.fl_str_mv Ficus glumosa
ceramides
glumoamide
glumoside
dongnoside E
cytotoxicity
topic Ficus glumosa
ceramides
glumoamide
glumoside
dongnoside E
cytotoxicity
description Chemical investigation of the stem bark of Ficus glumosa (Moraceae) yielded two new ceramides (2R,7E)-2-hydroxy-N-[(2S,3S,4R)-1,3,4-trihydroxyhexadecan-2-yl]hexacos-7-enamide and (2R)-N-{(2S,3S,4R,9Z)-1-O-[(β-D-glucopyranosyl]-3,4-dihydroxyheptadec-9-en-2-yl}-2-hydroxypentacosanamide together with twenty one known compounds. The structures were established using NMR data, mass spectrometry, chemical transformation and by comparison with the reported data. Twenty one compounds were further tested against the prostate cancer PC-3 cell line and six of them revealed cytotoxic effect. Dongnoside E was the most active compound with an IC50 0.75 µmol L-1 against the cancer cells line PC-3 while the reference drug doxorubicin displayed 0.91 µmol L-1. This compound also proved to inhibit the cell growth of the fibrosarcoma cancer HT1080 (IC50 0.7 µmol L-1).
publishDate 2012
dc.date.none.fl_str_mv 2012-03-01
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=S0103-50532012000300015
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532012000300015
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1590/S0103-50532012000300015
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.23 n.3 2012
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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