Ultrasound-assisted synthesis of 1-N-β-D-glucopyranosyl-1H-1,2,3-triazole benzoheterocycles and their anti-inflammatory activities

Detalhes bibliográficos
Autor(a) principal: Silva,Gilson B. da
Data de Publicação: 2013
Outros Autores: Guimarães,Bruna M., Assis,Shalom P. O., Lima,Vera L. M., Oliveira,Ronaldo N. 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=S0103-50532013000600004
Resumo: In this work, the preparation of various glucosyl triazoles from a reaction between 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl azide and terminal alkynes was developed in moderate to excellent yields (63-99%). Ultrasound energy was applied at each step of the reaction to increase chemical reactivity. In addition, the compounds conjugated with benzoheterocycles moieties revealed potent anti-inflammatory activity.
id SBQ-2_e74a14d5ae0d07cbbe56a346817760ba
oai_identifier_str oai:scielo:S0103-50532013000600004
network_acronym_str SBQ-2
network_name_str Journal of the Brazilian Chemical Society (Online)
repository_id_str
spelling Ultrasound-assisted synthesis of 1-N-β-D-glucopyranosyl-1H-1,2,3-triazole benzoheterocycles and their anti-inflammatory activitiestriazoleclick chemistryultrasoundanti-inflammatory activitycarbohydratebenzoheterocycleIn this work, the preparation of various glucosyl triazoles from a reaction between 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl azide and terminal alkynes was developed in moderate to excellent yields (63-99%). Ultrasound energy was applied at each step of the reaction to increase chemical reactivity. In addition, the compounds conjugated with benzoheterocycles moieties revealed potent anti-inflammatory activity.Sociedade Brasileira de Química2013-06-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532013000600004Journal of the Brazilian Chemical Society v.24 n.6 2013reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.5935/0103-5053.20130117info:eu-repo/semantics/openAccessSilva,Gilson B. daGuimarães,Bruna M.Assis,Shalom P. O.Lima,Vera L. M.Oliveira,Ronaldo N. deeng2013-06-28T00:00:00Zoai:scielo:S0103-50532013000600004Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2013-06-28T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Ultrasound-assisted synthesis of 1-N-β-D-glucopyranosyl-1H-1,2,3-triazole benzoheterocycles and their anti-inflammatory activities
title Ultrasound-assisted synthesis of 1-N-β-D-glucopyranosyl-1H-1,2,3-triazole benzoheterocycles and their anti-inflammatory activities
spellingShingle Ultrasound-assisted synthesis of 1-N-β-D-glucopyranosyl-1H-1,2,3-triazole benzoheterocycles and their anti-inflammatory activities
Silva,Gilson B. da
triazole
click chemistry
ultrasound
anti-inflammatory activity
carbohydrate
benzoheterocycle
title_short Ultrasound-assisted synthesis of 1-N-β-D-glucopyranosyl-1H-1,2,3-triazole benzoheterocycles and their anti-inflammatory activities
title_full Ultrasound-assisted synthesis of 1-N-β-D-glucopyranosyl-1H-1,2,3-triazole benzoheterocycles and their anti-inflammatory activities
title_fullStr Ultrasound-assisted synthesis of 1-N-β-D-glucopyranosyl-1H-1,2,3-triazole benzoheterocycles and their anti-inflammatory activities
title_full_unstemmed Ultrasound-assisted synthesis of 1-N-β-D-glucopyranosyl-1H-1,2,3-triazole benzoheterocycles and their anti-inflammatory activities
title_sort Ultrasound-assisted synthesis of 1-N-β-D-glucopyranosyl-1H-1,2,3-triazole benzoheterocycles and their anti-inflammatory activities
author Silva,Gilson B. da
author_facet Silva,Gilson B. da
Guimarães,Bruna M.
Assis,Shalom P. O.
Lima,Vera L. M.
Oliveira,Ronaldo N. de
author_role author
author2 Guimarães,Bruna M.
Assis,Shalom P. O.
Lima,Vera L. M.
Oliveira,Ronaldo N. de
author2_role author
author
author
author
dc.contributor.author.fl_str_mv Silva,Gilson B. da
Guimarães,Bruna M.
Assis,Shalom P. O.
Lima,Vera L. M.
Oliveira,Ronaldo N. de
dc.subject.por.fl_str_mv triazole
click chemistry
ultrasound
anti-inflammatory activity
carbohydrate
benzoheterocycle
topic triazole
click chemistry
ultrasound
anti-inflammatory activity
carbohydrate
benzoheterocycle
description In this work, the preparation of various glucosyl triazoles from a reaction between 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl azide and terminal alkynes was developed in moderate to excellent yields (63-99%). Ultrasound energy was applied at each step of the reaction to increase chemical reactivity. In addition, the compounds conjugated with benzoheterocycles moieties revealed potent anti-inflammatory activity.
publishDate 2013
dc.date.none.fl_str_mv 2013-06-01
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=S0103-50532013000600004
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532013000600004
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.5935/0103-5053.20130117
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.24 n.6 2013
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_ 1750318174878826496