Total Synthesis of Altissimacoumarin D, a Small Molecule Sirtuin1 Activator

Detalhes bibliográficos
Autor(a) principal: Silva,Anna C.
Data de Publicação: 2018
Outros Autores: Benelkebir,Hanae, Lopes,Rosangela S. C., Lopes,Claudio C., Ganesan,A.
Tipo de documento: Relatório
Idioma: eng
Título da fonte: Journal of the Brazilian Chemical Society (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532018000501157
Resumo: The total synthesis of the plant natural product altissimacoumarin D was achieved by the Mitsunobu alkylation of isofraxidin by geraniol. Isofraxidin was prepared from 2,4-dihydroxybenzaldehyde in five steps. The key reaction was the Knoevenagel condensation of an ortho-hydroxybenzaldehyde with Meldrum's acid under neutral conditions in water and one-pot acid catalyzed cyclization to the coumarin.
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spelling Total Synthesis of Altissimacoumarin D, a Small Molecule Sirtuin1 Activatornatural productsepigeneticssirtuinscoumarinsThe total synthesis of the plant natural product altissimacoumarin D was achieved by the Mitsunobu alkylation of isofraxidin by geraniol. Isofraxidin was prepared from 2,4-dihydroxybenzaldehyde in five steps. The key reaction was the Knoevenagel condensation of an ortho-hydroxybenzaldehyde with Meldrum's acid under neutral conditions in water and one-pot acid catalyzed cyclization to the coumarin.Sociedade Brasileira de Química2018-05-01info:eu-repo/semantics/reportinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532018000501157Journal of the Brazilian Chemical Society v.29 n.5 2018reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.21577/0103-5053.20180021info:eu-repo/semantics/openAccessSilva,Anna C.Benelkebir,HanaeLopes,Rosangela S. C.Lopes,Claudio C.Ganesan,A.eng2018-07-04T00:00:00Zoai:scielo:S0103-50532018000501157Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2018-07-04T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Total Synthesis of Altissimacoumarin D, a Small Molecule Sirtuin1 Activator
title Total Synthesis of Altissimacoumarin D, a Small Molecule Sirtuin1 Activator
spellingShingle Total Synthesis of Altissimacoumarin D, a Small Molecule Sirtuin1 Activator
Silva,Anna C.
natural products
epigenetics
sirtuins
coumarins
title_short Total Synthesis of Altissimacoumarin D, a Small Molecule Sirtuin1 Activator
title_full Total Synthesis of Altissimacoumarin D, a Small Molecule Sirtuin1 Activator
title_fullStr Total Synthesis of Altissimacoumarin D, a Small Molecule Sirtuin1 Activator
title_full_unstemmed Total Synthesis of Altissimacoumarin D, a Small Molecule Sirtuin1 Activator
title_sort Total Synthesis of Altissimacoumarin D, a Small Molecule Sirtuin1 Activator
author Silva,Anna C.
author_facet Silva,Anna C.
Benelkebir,Hanae
Lopes,Rosangela S. C.
Lopes,Claudio C.
Ganesan,A.
author_role author
author2 Benelkebir,Hanae
Lopes,Rosangela S. C.
Lopes,Claudio C.
Ganesan,A.
author2_role author
author
author
author
dc.contributor.author.fl_str_mv Silva,Anna C.
Benelkebir,Hanae
Lopes,Rosangela S. C.
Lopes,Claudio C.
Ganesan,A.
dc.subject.por.fl_str_mv natural products
epigenetics
sirtuins
coumarins
topic natural products
epigenetics
sirtuins
coumarins
description The total synthesis of the plant natural product altissimacoumarin D was achieved by the Mitsunobu alkylation of isofraxidin by geraniol. Isofraxidin was prepared from 2,4-dihydroxybenzaldehyde in five steps. The key reaction was the Knoevenagel condensation of an ortho-hydroxybenzaldehyde with Meldrum's acid under neutral conditions in water and one-pot acid catalyzed cyclization to the coumarin.
publishDate 2018
dc.date.none.fl_str_mv 2018-05-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/report
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
format report
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532018000501157
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532018000501157
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.21577/0103-5053.20180021
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.29 n.5 2018
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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