Guanylation of thiosemicarbazones: a new synthetic route to polysubstituted guanylhydrazones with antimicrobial activity

Detalhes bibliográficos
Autor(a) principal: Cunha,Silvio
Data de Publicação: 2009
Outros Autores: Macedo Jr.,Fernando César de, Costa,Giselle A. N., Neves,Daniela C., Souza Neta,Lourdes Cardoso de, Vencato,Ivo, Sabino,José R., Lariucci,Carlito
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=S0103-50532009000400006
Resumo: Thiosemicarbazones were employed for the first time as electrophiles in the guanylation reaction promoted by HgCl2, affording polysubstituted guanylhydrazones, with regioselective introduction of each nitrogen substituent. The antibacterial and antifungal activities of guanylhydrazones were evaluated by determination of minimal inhibitory concentrations. Some of them exhibited very low minimal inhibitory concentrations (MIC) and broad-spectrum activities. The configurations of two guanylhydrazones were assigned by X-ray analysis that also revealed intramolecular interactions of the type N-H...N and C-H...N.
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spelling Guanylation of thiosemicarbazones: a new synthetic route to polysubstituted guanylhydrazones with antimicrobial activitythiosemicarbazonesguanylhydrazonesguanidinesThiosemicarbazones were employed for the first time as electrophiles in the guanylation reaction promoted by HgCl2, affording polysubstituted guanylhydrazones, with regioselective introduction of each nitrogen substituent. The antibacterial and antifungal activities of guanylhydrazones were evaluated by determination of minimal inhibitory concentrations. Some of them exhibited very low minimal inhibitory concentrations (MIC) and broad-spectrum activities. The configurations of two guanylhydrazones were assigned by X-ray analysis that also revealed intramolecular interactions of the type N-H...N and C-H...N.Sociedade Brasileira de Química2009-01-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532009000400006Journal of the Brazilian Chemical Society v.20 n.4 2009reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0103-50532009000400006info:eu-repo/semantics/openAccessCunha,SilvioMacedo Jr.,Fernando César deCosta,Giselle A. N.Neves,Daniela C.Souza Neta,Lourdes Cardoso deVencato,IvoSabino,José R.Lariucci,Carlitoeng2009-06-10T00:00:00Zoai:scielo:S0103-50532009000400006Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2009-06-10T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Guanylation of thiosemicarbazones: a new synthetic route to polysubstituted guanylhydrazones with antimicrobial activity
title Guanylation of thiosemicarbazones: a new synthetic route to polysubstituted guanylhydrazones with antimicrobial activity
spellingShingle Guanylation of thiosemicarbazones: a new synthetic route to polysubstituted guanylhydrazones with antimicrobial activity
Cunha,Silvio
thiosemicarbazones
guanylhydrazones
guanidines
title_short Guanylation of thiosemicarbazones: a new synthetic route to polysubstituted guanylhydrazones with antimicrobial activity
title_full Guanylation of thiosemicarbazones: a new synthetic route to polysubstituted guanylhydrazones with antimicrobial activity
title_fullStr Guanylation of thiosemicarbazones: a new synthetic route to polysubstituted guanylhydrazones with antimicrobial activity
title_full_unstemmed Guanylation of thiosemicarbazones: a new synthetic route to polysubstituted guanylhydrazones with antimicrobial activity
title_sort Guanylation of thiosemicarbazones: a new synthetic route to polysubstituted guanylhydrazones with antimicrobial activity
author Cunha,Silvio
author_facet Cunha,Silvio
Macedo Jr.,Fernando César de
Costa,Giselle A. N.
Neves,Daniela C.
Souza Neta,Lourdes Cardoso de
Vencato,Ivo
Sabino,José R.
Lariucci,Carlito
author_role author
author2 Macedo Jr.,Fernando César de
Costa,Giselle A. N.
Neves,Daniela C.
Souza Neta,Lourdes Cardoso de
Vencato,Ivo
Sabino,José R.
Lariucci,Carlito
author2_role author
author
author
author
author
author
author
dc.contributor.author.fl_str_mv Cunha,Silvio
Macedo Jr.,Fernando César de
Costa,Giselle A. N.
Neves,Daniela C.
Souza Neta,Lourdes Cardoso de
Vencato,Ivo
Sabino,José R.
Lariucci,Carlito
dc.subject.por.fl_str_mv thiosemicarbazones
guanylhydrazones
guanidines
topic thiosemicarbazones
guanylhydrazones
guanidines
description Thiosemicarbazones were employed for the first time as electrophiles in the guanylation reaction promoted by HgCl2, affording polysubstituted guanylhydrazones, with regioselective introduction of each nitrogen substituent. The antibacterial and antifungal activities of guanylhydrazones were evaluated by determination of minimal inhibitory concentrations. Some of them exhibited very low minimal inhibitory concentrations (MIC) and broad-spectrum activities. The configurations of two guanylhydrazones were assigned by X-ray analysis that also revealed intramolecular interactions of the type N-H...N and C-H...N.
publishDate 2009
dc.date.none.fl_str_mv 2009-01-01
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=S0103-50532009000400006
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532009000400006
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1590/S0103-50532009000400006
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.20 n.4 2009
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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