Three new labdanes isolated from Eragrostis viscosa
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=S0103-50532012001000025 |
Resumo: | Three new labdanes with 8α,15-epoxy ring [methyl 8α,15-epoxylabdan-16β-oate, 8α,15-epoxylabdan-16β-ol and 8α,15-epoxy-16-norlabdan-13β-ol] and five known compounds [8α,15-epoxy-16-norlabdan-13-one, 8α,15-epoxylabdan-16β-oic acid, 3β-(3'',4''-dihydroxy)(E)-cinnamoyloxylup-20(29)-ene, 3-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyloxy)β-sitosterol and 16-acetoxy-8α,15-epoxylabdane] were isolated from toluene and dichloromethane extracts of aerial parts of Eragrostis viscosa. The structures of all the compounds were established based on their spectroscopic data and X-ray diffraction analysis of 8α,15-epoxylabdan-16β-ol. It was also studied the genotoxicity of E. viscosa, particularly compounds 16-acetoxy-8α, 15-epoxylabdane, 8α,15-epoxy-16-norlabdan-13-one and 8α, 15-epoxilabdan-16β-ol, using a cytokinesis-block micronucleus assay and the Ames test to assess mutagenicity. Both assays were negative. Cytotoxicity was also analyzed using an MTT assay, and 8α,15-epoxy-16β-ol was shown to be the most cytotoxic of the compounds tested. E. viscosa extracts were also tested to determine their antioxidant capacities, peroxide values and total phenolic contents. |
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Three new labdanes isolated from Eragrostis viscosaEragrostis viscosa8α,15-epoxylabdanesmutagenic activitycytotoxic activitygenotoxicityThree new labdanes with 8α,15-epoxy ring [methyl 8α,15-epoxylabdan-16β-oate, 8α,15-epoxylabdan-16β-ol and 8α,15-epoxy-16-norlabdan-13β-ol] and five known compounds [8α,15-epoxy-16-norlabdan-13-one, 8α,15-epoxylabdan-16β-oic acid, 3β-(3'',4''-dihydroxy)(E)-cinnamoyloxylup-20(29)-ene, 3-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyloxy)β-sitosterol and 16-acetoxy-8α,15-epoxylabdane] were isolated from toluene and dichloromethane extracts of aerial parts of Eragrostis viscosa. The structures of all the compounds were established based on their spectroscopic data and X-ray diffraction analysis of 8α,15-epoxylabdan-16β-ol. It was also studied the genotoxicity of E. viscosa, particularly compounds 16-acetoxy-8α, 15-epoxylabdane, 8α,15-epoxy-16-norlabdan-13-one and 8α, 15-epoxilabdan-16β-ol, using a cytokinesis-block micronucleus assay and the Ames test to assess mutagenicity. Both assays were negative. Cytotoxicity was also analyzed using an MTT assay, and 8α,15-epoxy-16β-ol was shown to be the most cytotoxic of the compounds tested. E. viscosa extracts were also tested to determine their antioxidant capacities, peroxide values and total phenolic contents.Sociedade Brasileira de Química2012-10-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532012001000025Journal of the Brazilian Chemical Society v.23 n.10 2012reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0103-50532012005000067info:eu-repo/semantics/openAccessSebastião,N'Soki N.Fernandes,NelsonVieira,LilianaMendonça,António J. G.Gaspar,Jorge F.Martins,CeliaRueff,JoséDiakanamwa,CarlosMendonça,Dina I. M. D. deeng2012-12-05T00:00:00Zoai:scielo:S0103-50532012001000025Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2012-12-05T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false |
dc.title.none.fl_str_mv |
Three new labdanes isolated from Eragrostis viscosa |
title |
Three new labdanes isolated from Eragrostis viscosa |
spellingShingle |
Three new labdanes isolated from Eragrostis viscosa Sebastião,N'Soki N. Eragrostis viscosa 8α,15-epoxylabdanes mutagenic activity cytotoxic activity genotoxicity |
title_short |
Three new labdanes isolated from Eragrostis viscosa |
title_full |
Three new labdanes isolated from Eragrostis viscosa |
title_fullStr |
Three new labdanes isolated from Eragrostis viscosa |
title_full_unstemmed |
Three new labdanes isolated from Eragrostis viscosa |
title_sort |
Three new labdanes isolated from Eragrostis viscosa |
author |
Sebastião,N'Soki N. |
author_facet |
Sebastião,N'Soki N. Fernandes,Nelson Vieira,Liliana Mendonça,António J. G. Gaspar,Jorge F. Martins,Celia Rueff,José Diakanamwa,Carlos Mendonça,Dina I. M. D. de |
author_role |
author |
author2 |
Fernandes,Nelson Vieira,Liliana Mendonça,António J. G. Gaspar,Jorge F. Martins,Celia Rueff,José Diakanamwa,Carlos Mendonça,Dina I. M. D. de |
author2_role |
author author author author author author author author |
dc.contributor.author.fl_str_mv |
Sebastião,N'Soki N. Fernandes,Nelson Vieira,Liliana Mendonça,António J. G. Gaspar,Jorge F. Martins,Celia Rueff,José Diakanamwa,Carlos Mendonça,Dina I. M. D. de |
dc.subject.por.fl_str_mv |
Eragrostis viscosa 8α,15-epoxylabdanes mutagenic activity cytotoxic activity genotoxicity |
topic |
Eragrostis viscosa 8α,15-epoxylabdanes mutagenic activity cytotoxic activity genotoxicity |
description |
Three new labdanes with 8α,15-epoxy ring [methyl 8α,15-epoxylabdan-16β-oate, 8α,15-epoxylabdan-16β-ol and 8α,15-epoxy-16-norlabdan-13β-ol] and five known compounds [8α,15-epoxy-16-norlabdan-13-one, 8α,15-epoxylabdan-16β-oic acid, 3β-(3'',4''-dihydroxy)(E)-cinnamoyloxylup-20(29)-ene, 3-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyloxy)β-sitosterol and 16-acetoxy-8α,15-epoxylabdane] were isolated from toluene and dichloromethane extracts of aerial parts of Eragrostis viscosa. The structures of all the compounds were established based on their spectroscopic data and X-ray diffraction analysis of 8α,15-epoxylabdan-16β-ol. It was also studied the genotoxicity of E. viscosa, particularly compounds 16-acetoxy-8α, 15-epoxylabdane, 8α,15-epoxy-16-norlabdan-13-one and 8α, 15-epoxilabdan-16β-ol, using a cytokinesis-block micronucleus assay and the Ames test to assess mutagenicity. Both assays were negative. Cytotoxicity was also analyzed using an MTT assay, and 8α,15-epoxy-16β-ol was shown to be the most cytotoxic of the compounds tested. E. viscosa extracts were also tested to determine their antioxidant capacities, peroxide values and total phenolic contents. |
publishDate |
2012 |
dc.date.none.fl_str_mv |
2012-10-01 |
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=S0103-50532012001000025 |
url |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532012001000025 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
10.1590/S0103-50532012005000067 |
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.10 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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1750318174397530112 |