Synthesis of resorcinolic lipids bearing structural similarities to cytosporone A

Detalhes bibliográficos
Autor(a) principal: Santos, Edson dos Anjos dos
Data de Publicação: 2009
Outros Autores: Beatriz, Adilson, Lima, Dênis Pires de, Marques, Maria Rita, Leite, Carla Braga
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UFMS
Texto Completo: https://repositorio.ufms.br/handle/123456789/769
http://dx.doi.org/10.1590/S0100-40422009000700032
Resumo: Inspired by the structure and biological activities of resorcinolic lipids and, particularly cytosporone A- a potent inhibitor of plantule germination and growth, we have performed the synthesis of the analogs 3-heptyl-3-hydroxy-5,7-dimethoxy-2-benzofuran-1(3H)-one (1) and 3-heptyl-3-hydroxy-4,6-dimethoxy-2-benzofuran-1(3H)-one (2). The intermediates and products were submitted to allelopathic test using Lactuca sativa L. seeds. Target compound 1 showed an inhibitory effect on germination and growth of hypocotyl and radicle in milimolar range.
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spelling 2011-11-08T17:26:45Z2021-09-30T19:55:28Z2009SANTOS, Edson dos Anjos dos et al . Synthesis of resorcinolic lipids bearing structural similarities to cytosporone A. Quím. Nova, São Paulo, v. 32, n. 7, 2009 . Disponível em <http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422009000700032&lng=pt&nrm=iso>. acessos em 08 nov. 2011. http://dx.doi.org/10.1590/S0100-40422009000700032.https://repositorio.ufms.br/handle/123456789/769http://dx.doi.org/10.1590/S0100-40422009000700032Inspired by the structure and biological activities of resorcinolic lipids and, particularly cytosporone A- a potent inhibitor of plantule germination and growth, we have performed the synthesis of the analogs 3-heptyl-3-hydroxy-5,7-dimethoxy-2-benzofuran-1(3H)-one (1) and 3-heptyl-3-hydroxy-4,6-dimethoxy-2-benzofuran-1(3H)-one (2). The intermediates and products were submitted to allelopathic test using Lactuca sativa L. seeds. Target compound 1 showed an inhibitory effect on germination and growth of hypocotyl and radicle in milimolar range.engQuímica NovaAlfaceGerminaçãoLipídeosLettuceGerminationLipidsSynthesis of resorcinolic lipids bearing structural similarities to cytosporone Ainfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleSantos, Edson dos Anjos dosBeatriz, AdilsonLima, Dênis Pires deMarques, Maria RitaLeite, Carla Bragainfo:eu-repo/semantics/openAccessreponame:Repositório Institucional da UFMSinstname:Universidade Federal de Mato Grosso do Sul (UFMS)instacron:UFMSTHUMBNAILSynthesis of resorcinolic.pdf.jpgSynthesis of resorcinolic.pdf.jpgGenerated Thumbnailimage/jpeg1511https://repositorio.ufms.br/bitstream/123456789/769/4/Synthesis%20of%20resorcinolic.pdf.jpg7fe627682390f0da2e759c980c9fdab7MD54ORIGINALSynthesis of resorcinolic.pdfSynthesis of resorcinolic.pdfapplication/pdf211036https://repositorio.ufms.br/bitstream/123456789/769/1/Synthesis%20of%20resorcinolic.pdf4f394302784879403b54724a86ceabfbMD51LICENSElicense.txtlicense.txttext/plain; charset=utf-81748https://repositorio.ufms.br/bitstream/123456789/769/2/license.txt8a4605be74aa9ea9d79846c1fba20a33MD52TEXTSynthesis of resorcinolic.pdf.txtSynthesis of resorcinolic.pdf.txtExtracted texttext/plain16837https://repositorio.ufms.br/bitstream/123456789/769/3/Synthesis%20of%20resorcinolic.pdf.txt47627ff66d4fb3304e117c6271498e8fMD53123456789/7692021-09-30 15:55:28.127oai:repositorio.ufms.br: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Repositório InstitucionalPUBhttps://repositorio.ufms.br/oai/requestri.prograd@ufms.bropendoar:21242021-09-30T19:55:28Repositório Institucional da UFMS - Universidade Federal de Mato Grosso do Sul (UFMS)false
dc.title.pt_BR.fl_str_mv Synthesis of resorcinolic lipids bearing structural similarities to cytosporone A
title Synthesis of resorcinolic lipids bearing structural similarities to cytosporone A
spellingShingle Synthesis of resorcinolic lipids bearing structural similarities to cytosporone A
Santos, Edson dos Anjos dos
Alface
Germinação
Lipídeos
Lettuce
Germination
Lipids
title_short Synthesis of resorcinolic lipids bearing structural similarities to cytosporone A
title_full Synthesis of resorcinolic lipids bearing structural similarities to cytosporone A
title_fullStr Synthesis of resorcinolic lipids bearing structural similarities to cytosporone A
title_full_unstemmed Synthesis of resorcinolic lipids bearing structural similarities to cytosporone A
title_sort Synthesis of resorcinolic lipids bearing structural similarities to cytosporone A
author Santos, Edson dos Anjos dos
author_facet Santos, Edson dos Anjos dos
Beatriz, Adilson
Lima, Dênis Pires de
Marques, Maria Rita
Leite, Carla Braga
author_role author
author2 Beatriz, Adilson
Lima, Dênis Pires de
Marques, Maria Rita
Leite, Carla Braga
author2_role author
author
author
author
dc.contributor.author.fl_str_mv Santos, Edson dos Anjos dos
Beatriz, Adilson
Lima, Dênis Pires de
Marques, Maria Rita
Leite, Carla Braga
dc.subject.por.fl_str_mv Alface
Germinação
Lipídeos
Lettuce
Germination
Lipids
topic Alface
Germinação
Lipídeos
Lettuce
Germination
Lipids
description Inspired by the structure and biological activities of resorcinolic lipids and, particularly cytosporone A- a potent inhibitor of plantule germination and growth, we have performed the synthesis of the analogs 3-heptyl-3-hydroxy-5,7-dimethoxy-2-benzofuran-1(3H)-one (1) and 3-heptyl-3-hydroxy-4,6-dimethoxy-2-benzofuran-1(3H)-one (2). The intermediates and products were submitted to allelopathic test using Lactuca sativa L. seeds. Target compound 1 showed an inhibitory effect on germination and growth of hypocotyl and radicle in milimolar range.
publishDate 2009
dc.date.issued.fl_str_mv 2009
dc.date.accessioned.fl_str_mv 2011-11-08T17:26:45Z
dc.date.available.fl_str_mv 2021-09-30T19:55:28Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.citation.fl_str_mv SANTOS, Edson dos Anjos dos et al . Synthesis of resorcinolic lipids bearing structural similarities to cytosporone A. Quím. Nova, São Paulo, v. 32, n. 7, 2009 . Disponível em <http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422009000700032&lng=pt&nrm=iso>. acessos em 08 nov. 2011. http://dx.doi.org/10.1590/S0100-40422009000700032.
dc.identifier.uri.fl_str_mv https://repositorio.ufms.br/handle/123456789/769
dc.identifier.doi.none.fl_str_mv http://dx.doi.org/10.1590/S0100-40422009000700032
identifier_str_mv SANTOS, Edson dos Anjos dos et al . Synthesis of resorcinolic lipids bearing structural similarities to cytosporone A. Quím. Nova, São Paulo, v. 32, n. 7, 2009 . Disponível em <http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422009000700032&lng=pt&nrm=iso>. acessos em 08 nov. 2011. http://dx.doi.org/10.1590/S0100-40422009000700032.
url https://repositorio.ufms.br/handle/123456789/769
http://dx.doi.org/10.1590/S0100-40422009000700032
dc.language.iso.fl_str_mv eng
language eng
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv Química Nova
publisher.none.fl_str_mv Química Nova
dc.source.none.fl_str_mv reponame:Repositório Institucional da UFMS
instname:Universidade Federal de Mato Grosso do Sul (UFMS)
instacron:UFMS
instname_str Universidade Federal de Mato Grosso do Sul (UFMS)
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reponame_str Repositório Institucional da UFMS
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