Synthesis of novel [3,1]-benzothiazepine and [3,1]- benzoxazepine derivatives with antitumoral activity
Autor(a) principal: | |
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Data de Publicação: | 2014 |
Outros Autores: | , , , |
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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Repositório Institucional da Universidade Federal do Ceará (UFC) |
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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 |
_version_ |
1813028771758866432 |