Synthesis and biological evaluation of biaryl analogs of antitubulin compounds

Detalhes bibliográficos
Autor(a) principal: Tozatti, Camila Santos Suniga
Data de Publicação: 2012
Outros Autores: Khodyuk, Rejane Gonçalves Diniz, Silva, Adriano Olimpio da, Santos, Edson dos Anjos dos, Amaral, Marcos Serrou do, Lima, Dênis Pires de, Hamel, Ernest
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UFMS
Texto Completo: https://repositorio.ufms.br/handle/123456789/1903
http://dx.doi.org/10.1590/S0100-40422012000900010
Resumo: ABSTRACT - This paper reports the synthesis of methanones and esters bearing different substitution patterns as spacer groups between aromatic rings. This series of compounds can be considered phenstatin analogs. Two of the newly synthesized compounds, 5a and 5c, strongly inhibited tubulin polymerization and the binding of [3H] colchicine to tubulin, suggesting that, akin to phenstatin and combretastatin A-4, they can bind to tubulin at the colchicine site.
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spelling 2014-02-15T20:51:44Z2021-09-30T19:57:45Z2012TOZATTI, Camila Santos Suniga et al . Synthesis and biological evaluation of biaryl analogs of antitubulin compounds. Quím. Nova, São Paulo , v. 35, n. 9, 2012 . Available from <http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422012000900010&lng=en&nrm=iso>. access on 14 Feb. 2014. http://dx.doi.org/10.1590/S0100-40422012000900010.https://repositorio.ufms.br/handle/123456789/1903http://dx.doi.org/10.1590/S0100-40422012000900010ABSTRACT - This paper reports the synthesis of methanones and esters bearing different substitution patterns as spacer groups between aromatic rings. This series of compounds can be considered phenstatin analogs. Two of the newly synthesized compounds, 5a and 5c, strongly inhibited tubulin polymerization and the binding of [3H] colchicine to tubulin, suggesting that, akin to phenstatin and combretastatin A-4, they can bind to tubulin at the colchicine site.engQuímica NovaMicrotúbulosÉsteresEstersMicrotubulesSynthesis and biological evaluation of biaryl analogs of antitubulin compoundsinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleTozatti, Camila Santos SunigaKhodyuk, Rejane Gonçalves DinizSilva, Adriano Olimpio daSantos, Edson dos Anjos dosAmaral, Marcos Serrou doLima, Dênis Pires deHamel, Ernestinfo:eu-repo/semantics/openAccessreponame:Repositório Institucional da UFMSinstname:Universidade Federal de Mato Grosso do Sul (UFMS)instacron:UFMSTHUMBNAILSynthesis and biological evaluation....pdf.jpgSynthesis and biological evaluation....pdf.jpgGenerated Thumbnailimage/jpeg1644https://repositorio.ufms.br/bitstream/123456789/1903/4/Synthesis%20and%20biological%20evaluation....pdf.jpg21820d4369183304a50c3efe32cec4afMD54ORIGINALSynthesis and biological evaluation....pdfSynthesis and biological evaluation....pdfapplication/pdf578441https://repositorio.ufms.br/bitstream/123456789/1903/1/Synthesis%20and%20biological%20evaluation....pdf4056e3efd3a76cffd0203a341caa39c7MD51LICENSElicense.txtlicense.txttext/plain; charset=utf-81748https://repositorio.ufms.br/bitstream/123456789/1903/2/license.txt8a4605be74aa9ea9d79846c1fba20a33MD52TEXTSynthesis and biological evaluation....pdf.txtSynthesis and biological evaluation....pdf.txtExtracted texttext/plain29375https://repositorio.ufms.br/bitstream/123456789/1903/3/Synthesis%20and%20biological%20evaluation....pdf.txtd1ae513e95b231b145cbc5fda346eed0MD53123456789/19032021-09-30 15:57:45.955oai:repositorio.ufms.br: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Repositório InstitucionalPUBhttps://repositorio.ufms.br/oai/requestri.prograd@ufms.bropendoar:21242021-09-30T19:57:45Repositório Institucional da UFMS - Universidade Federal de Mato Grosso do Sul (UFMS)false
dc.title.pt_BR.fl_str_mv Synthesis and biological evaluation of biaryl analogs of antitubulin compounds
title Synthesis and biological evaluation of biaryl analogs of antitubulin compounds
spellingShingle Synthesis and biological evaluation of biaryl analogs of antitubulin compounds
Tozatti, Camila Santos Suniga
Microtúbulos
Ésteres
Esters
Microtubules
title_short Synthesis and biological evaluation of biaryl analogs of antitubulin compounds
title_full Synthesis and biological evaluation of biaryl analogs of antitubulin compounds
title_fullStr Synthesis and biological evaluation of biaryl analogs of antitubulin compounds
title_full_unstemmed Synthesis and biological evaluation of biaryl analogs of antitubulin compounds
title_sort Synthesis and biological evaluation of biaryl analogs of antitubulin compounds
author Tozatti, Camila Santos Suniga
author_facet Tozatti, Camila Santos Suniga
Khodyuk, Rejane Gonçalves Diniz
Silva, Adriano Olimpio da
Santos, Edson dos Anjos dos
Amaral, Marcos Serrou do
Lima, Dênis Pires de
Hamel, Ernest
author_role author
author2 Khodyuk, Rejane Gonçalves Diniz
Silva, Adriano Olimpio da
Santos, Edson dos Anjos dos
Amaral, Marcos Serrou do
Lima, Dênis Pires de
Hamel, Ernest
author2_role author
author
author
author
author
author
dc.contributor.author.fl_str_mv Tozatti, Camila Santos Suniga
Khodyuk, Rejane Gonçalves Diniz
Silva, Adriano Olimpio da
Santos, Edson dos Anjos dos
Amaral, Marcos Serrou do
Lima, Dênis Pires de
Hamel, Ernest
dc.subject.por.fl_str_mv Microtúbulos
Ésteres
Esters
Microtubules
topic Microtúbulos
Ésteres
Esters
Microtubules
description ABSTRACT - This paper reports the synthesis of methanones and esters bearing different substitution patterns as spacer groups between aromatic rings. This series of compounds can be considered phenstatin analogs. Two of the newly synthesized compounds, 5a and 5c, strongly inhibited tubulin polymerization and the binding of [3H] colchicine to tubulin, suggesting that, akin to phenstatin and combretastatin A-4, they can bind to tubulin at the colchicine site.
publishDate 2012
dc.date.issued.fl_str_mv 2012
dc.date.accessioned.fl_str_mv 2014-02-15T20:51:44Z
dc.date.available.fl_str_mv 2021-09-30T19:57:45Z
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 TOZATTI, Camila Santos Suniga et al . Synthesis and biological evaluation of biaryl analogs of antitubulin compounds. Quím. Nova, São Paulo , v. 35, n. 9, 2012 . Available from <http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422012000900010&lng=en&nrm=iso>. access on 14 Feb. 2014. http://dx.doi.org/10.1590/S0100-40422012000900010.
dc.identifier.uri.fl_str_mv https://repositorio.ufms.br/handle/123456789/1903
dc.identifier.doi.none.fl_str_mv http://dx.doi.org/10.1590/S0100-40422012000900010
identifier_str_mv TOZATTI, Camila Santos Suniga et al . Synthesis and biological evaluation of biaryl analogs of antitubulin compounds. Quím. Nova, São Paulo , v. 35, n. 9, 2012 . Available from <http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422012000900010&lng=en&nrm=iso>. access on 14 Feb. 2014. http://dx.doi.org/10.1590/S0100-40422012000900010.
url https://repositorio.ufms.br/handle/123456789/1903
http://dx.doi.org/10.1590/S0100-40422012000900010
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)
instacron_str UFMS
institution UFMS
reponame_str Repositório Institucional da UFMS
collection Repositório Institucional da UFMS
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