Synthesis of novel [3,1]-benzothiazepine and [3,1]- benzoxazepine derivatives with antitumoral activity

Detalhes bibliográficos
Autor(a) principal: Martínez, Walter R.
Data de Publicação: 2014
Outros Autores: Militão, Gardenia C. G., Silva, Teresinha G. da, Silva, Ricardo O., Menezes, Paulo H.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da Universidade Federal do Ceará (UFC)
Texto Completo: http://www.repositorio.ufc.br/handle/riufc/9937
Resumo: A new method for the synthesis of [3,1]-benzothiazepines and [3,1]- benzoxazepines from the reaction of C-allylanilines and isothiocyanates or isocyanates without the need for the isolation of any intermediate is described. The compounds were obtained in good to moderate yields and some exhibited cytotoxic activity against tumor cell lines. Benzothiazepines and benzoxazepines constitute important building blocks in pharmaceutical research while they can be found in many drugs and preclinical leads.1 The synthesis of different isomeric forms of these compounds by varying the position of the heteroatoms in their structures together with their unique pharmacological properties make the development of new methods for the synthesis of medium-sized heterocycles containing N, S and O atoms a subject of great interest. Thus, several isomers of benzothiazepine2 and benzoxazepine3 rings were already described and some of them exhibited a wide variety of pharmacological effects.4
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spelling Synthesis of novel [3,1]-benzothiazepine and [3,1]- benzoxazepine derivatives with antitumoral activityCiclizaçãodiclorometanoA new method for the synthesis of [3,1]-benzothiazepines and [3,1]- benzoxazepines from the reaction of C-allylanilines and isothiocyanates or isocyanates without the need for the isolation of any intermediate is described. The compounds were obtained in good to moderate yields and some exhibited cytotoxic activity against tumor cell lines. Benzothiazepines and benzoxazepines constitute important building blocks in pharmaceutical research while they can be found in many drugs and preclinical leads.1 The synthesis of different isomeric forms of these compounds by varying the position of the heteroatoms in their structures together with their unique pharmacological properties make the development of new methods for the synthesis of medium-sized heterocycles containing N, S and O atoms a subject of great interest. Thus, several isomers of benzothiazepine2 and benzoxazepine3 rings were already described and some of them exhibited a wide variety of pharmacological effects.4RSC Advances: an international journal to further the chemical sciences2014-11-26T11:03:01Z2014-11-26T11:03:01Z2014info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfMARTÍNEZ, W. R. et al. Synthesis of novel [3,1]-benzothiazepine and [3,1]-benzoxazepine derivatives with antitumoral activity. RSC Advances: an international journal to further the chemical sciences, v. 4, p. 14715-18, 2014.http://www.repositorio.ufc.br/handle/riufc/9937Martínez, Walter R.Militão, Gardenia C. G.Silva, Teresinha G. daSilva, Ricardo O.Menezes, Paulo H.engreponame:Repositório Institucional da Universidade Federal do Ceará (UFC)instname:Universidade Federal do Ceará (UFC)instacron:UFCinfo:eu-repo/semantics/openAccess2019-01-15T12:16:12Zoai:repositorio.ufc.br:riufc/9937Repositório InstitucionalPUBhttp://www.repositorio.ufc.br/ri-oai/requestbu@ufc.br || repositorio@ufc.bropendoar:2024-09-11T18:21:45.213192Repositório Institucional da Universidade Federal do Ceará (UFC) - Universidade Federal do Ceará (UFC)false
dc.title.none.fl_str_mv Synthesis of novel [3,1]-benzothiazepine and [3,1]- benzoxazepine derivatives with antitumoral activity
title Synthesis of novel [3,1]-benzothiazepine and [3,1]- benzoxazepine derivatives with antitumoral activity
spellingShingle Synthesis of novel [3,1]-benzothiazepine and [3,1]- benzoxazepine derivatives with antitumoral activity
Martínez, Walter R.
Ciclização
diclorometano
title_short Synthesis of novel [3,1]-benzothiazepine and [3,1]- benzoxazepine derivatives with antitumoral activity
title_full Synthesis of novel [3,1]-benzothiazepine and [3,1]- benzoxazepine derivatives with antitumoral activity
title_fullStr Synthesis of novel [3,1]-benzothiazepine and [3,1]- benzoxazepine derivatives with antitumoral activity
title_full_unstemmed Synthesis of novel [3,1]-benzothiazepine and [3,1]- benzoxazepine derivatives with antitumoral activity
title_sort Synthesis of novel [3,1]-benzothiazepine and [3,1]- benzoxazepine derivatives with antitumoral activity
author Martínez, Walter R.
author_facet Martínez, Walter R.
Militão, Gardenia C. G.
Silva, Teresinha G. da
Silva, Ricardo O.
Menezes, Paulo H.
author_role author
author2 Militão, Gardenia C. G.
Silva, Teresinha G. da
Silva, Ricardo O.
Menezes, Paulo H.
author2_role author
author
author
author
dc.contributor.author.fl_str_mv Martínez, Walter R.
Militão, Gardenia C. G.
Silva, Teresinha G. da
Silva, Ricardo O.
Menezes, Paulo H.
dc.subject.por.fl_str_mv Ciclização
diclorometano
topic Ciclização
diclorometano
description A new method for the synthesis of [3,1]-benzothiazepines and [3,1]- benzoxazepines from the reaction of C-allylanilines and isothiocyanates or isocyanates without the need for the isolation of any intermediate is described. The compounds were obtained in good to moderate yields and some exhibited cytotoxic activity against tumor cell lines. Benzothiazepines and benzoxazepines constitute important building blocks in pharmaceutical research while they can be found in many drugs and preclinical leads.1 The synthesis of different isomeric forms of these compounds by varying the position of the heteroatoms in their structures together with their unique pharmacological properties make the development of new methods for the synthesis of medium-sized heterocycles containing N, S and O atoms a subject of great interest. Thus, several isomers of benzothiazepine2 and benzoxazepine3 rings were already described and some of them exhibited a wide variety of pharmacological effects.4
publishDate 2014
dc.date.none.fl_str_mv 2014-11-26T11:03:01Z
2014-11-26T11:03:01Z
2014
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.uri.fl_str_mv MARTÍNEZ, W. R. et al. Synthesis of novel [3,1]-benzothiazepine and [3,1]-benzoxazepine derivatives with antitumoral activity. RSC Advances: an international journal to further the chemical sciences, v. 4, p. 14715-18, 2014.
http://www.repositorio.ufc.br/handle/riufc/9937
identifier_str_mv MARTÍNEZ, W. R. et al. Synthesis of novel [3,1]-benzothiazepine and [3,1]-benzoxazepine derivatives with antitumoral activity. RSC Advances: an international journal to further the chemical sciences, v. 4, p. 14715-18, 2014.
url http://www.repositorio.ufc.br/handle/riufc/9937
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.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv RSC Advances: an international journal to further the chemical sciences
publisher.none.fl_str_mv RSC Advances: an international journal to further the chemical sciences
dc.source.none.fl_str_mv reponame:Repositório Institucional da Universidade Federal do Ceará (UFC)
instname:Universidade Federal do Ceará (UFC)
instacron:UFC
instname_str Universidade Federal do Ceará (UFC)
instacron_str UFC
institution UFC
reponame_str Repositório Institucional da Universidade Federal do Ceará (UFC)
collection Repositório Institucional da Universidade Federal do Ceará (UFC)
repository.name.fl_str_mv Repositório Institucional da Universidade Federal do Ceará (UFC) - Universidade Federal do Ceará (UFC)
repository.mail.fl_str_mv bu@ufc.br || repositorio@ufc.br
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