Three new labdanes isolated from Eragrostis viscosa

Detalhes bibliográficos
Autor(a) principal: Sebastião,N'Soki N.
Data de Publicação: 2012
Outros Autores: Fernandes,Nelson, Vieira,Liliana, Mendonça,António J. G., Gaspar,Jorge F., Martins,Celia, Rueff,José, Diakanamwa,Carlos, Mendonça,Dina I. M. D. de
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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spelling 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
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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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