Ceramides and cytotoxic constituents from Ficus glumosa Del. (Moraceae)
Autor(a) principal: | |
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Data de Publicação: | 2012 |
Outros Autores: | , , , , , , , |
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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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 |
_version_ |
1750318173122461696 |