Synthesis and Structural Studies of 4-Thioxopyrimidines with Antimicrobial Activities
| Autor(a) principal: | |
|---|---|
| Data de Publicação: | 2007 |
| Outros Autores: | , , , , , , , , , , |
| Tipo de documento: | Artigo |
| Idioma: | eng |
| Título da fonte: | Repositório Institucional da FIOCRUZ (ARCA) |
| Texto Completo: | https://www.arca.fiocruz.br/handle/icict/19292 |
Resumo: | Conselho Nacional de Desenvolvimento Científico e Tecnológico – CNPq and Fundação de Amparo à Pesquisa do Estado da Bahia – FAPESB. We also thank FEPESB for a fellowship to G.A.N.C. and CNPq for scholarships to R.M.B. and P.O.S. (PIBIC-UFBA-CNPq), and for research fellowships to I.V. and S.C. |
| id |
CRUZ_d1c69bf9b76b460687d7aa5db4d01354 |
|---|---|
| oai_identifier_str |
oai:www.arca.fiocruz.br:icict/19292 |
| network_acronym_str |
CRUZ |
| network_name_str |
Repositório Institucional da FIOCRUZ (ARCA) |
| repository_id_str |
2135 |
| spelling |
Cunha, Silvio do DesterroBastos, Rodrigo MSilva, Priscila de OCosta, Giselle Aparecida NobreVencato, IvoLariucci, CarlitoNapolitano, Hamilton BarbosaOliveira, Cecília Maria Alves deKato, LucíliaSilva, Cleuza Conceição daMenezes, Diego SilvaSantos, Marcos André Vannier dos2017-06-02T17:58:45Z2017-06-02T17:58:45Z2007CUNHA, S. D. et al. Synthesis and Structural Studies of 4-Thioxopyrimidines with Antimicrobial Activities. Monatshefte furr Chemie; Chemical Monthly, v. 138, p. 111–119, 2007.0026-9247https://www.arca.fiocruz.br/handle/icict/19292Conselho Nacional de Desenvolvimento Científico e Tecnológico – CNPq and Fundação de Amparo à Pesquisa do Estado da Bahia – FAPESB. We also thank FEPESB for a fellowship to G.A.N.C. and CNPq for scholarships to R.M.B. and P.O.S. (PIBIC-UFBA-CNPq), and for research fellowships to I.V. and S.C.Universidade Federal da Bahia. Instituto de Química. Salvador, BA, BrasilUniversidade Federal da Bahia. Instituto de Química. Salvador, BA, BrasilUniversidade Federal da Bahia. Instituto de Química. Salvador, BA, BrasilUniversidade Federal da Bahia. Instituto de Química. Salvador, BA, BrasilUniversidade Federal de Goiás. Instituto de Física. Goiânia, GO, Brasil / Universidade Estadual de Goiás. Ciências Exatas e Tecnológicas. Anápolis, GO, BrasilUniversidade Federal de Goiás. Instituto de Física. Goiânia, GO, BrasilUniversidade Estadual de Goiás. Ciências Exatas e Tecnológicas. Anápolis, GO, BrasilUniversidade Federal de Goiás. Instituto de Química. Goiânia, GO, BrasilUniversidade Federal de Goiás. Instituto de Química. Goiânia, GO, BrasilUniversidade Estadual de Maringá. Departamento de Química. Maringá, PR, BrasilFundação Oswaldo Cruz. Centro de Pesquisas Gonçalo Moniz. Laboratório de Biomorfologia Parasitária e Microscopia Eletrônica. Salvador, BA, BrasilFundação Oswaldo Cruz. Centro de Pesquisas Gonçalo Moniz. Laboratório de Biomorfologia Parasitária e Microscopia Eletrônica. Salvador, BA, BrasilThis work describes a two-step, one-pot synthetic method for the formal aza-[3þ3] cycloaddition between N-alkyl substituted enaminones and benzoyl isothiocyanate, which afforded 4-thioxopyrimidines in reasonable yields. Reaction of acyclic enaminone with a sterically hindered group attached to the nitrogen atom afforded pyridine-2- thione, yet in low yield. The antibacterial, antifungal, and trypanocidal activities of the thioxopyrimidines were evaluated and five compounds exhibited moderate activity against Candida albicans, Micrococcus luteus, and Trypanosoma cruzi. The solid state structures of a thioxopyrimidine, an organic disulfide, and a 1,2,4-triazole were determined by X-ray diffraction analysis.engSpringer VerlagCiclismosEnaminonasHeterociclosPirimidina-4-thionesDeterminação da estrutura de raios-XCyclizationsEnaminonesHeterocyclesPyrimidine-4-thionesX-ray structure determinationCiclismoPirimidinasRaios-XSynthesis and Structural Studies of 4-Thioxopyrimidines with Antimicrobial Activitiesinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleinfo:eu-repo/semantics/openAccessreponame:Repositório Institucional da FIOCRUZ (ARCA)instname:Fundação Oswaldo Cruz (FIOCRUZ)instacron:FIOCRUZLICENSElicense.txtlicense.txttext/plain; charset=utf-82991https://www.arca.fiocruz.br/bitstream/icict/19292/1/license.txt5a560609d32a3863062d77ff32785d58MD51ORIGINALCunha S Synthesis and structural....pdfCunha S Synthesis and structural....pdfapplication/pdf427476https://www.arca.fiocruz.br/bitstream/icict/19292/2/Cunha%20S%20Synthesis%20and%20structural....pdf3902d350efa13987b57d13fc8ec553f4MD52TEXTCunha S Synthesis and structural....pdf.txtCunha S Synthesis and structural....pdf.txtExtracted texttext/plain32212https://www.arca.fiocruz.br/bitstream/icict/19292/3/Cunha%20S%20Synthesis%20and%20structural....pdf.txt09afc114de8e63b912cf20488ca101b5MD53icict/192922023-03-15 14:34:08.546oai:www.arca.fiocruz.br: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ório InstitucionalPUBhttps://www.arca.fiocruz.br/oai/requestrepositorio.arca@fiocruz.bropendoar:21352023-03-15T17:34:08Repositório Institucional da FIOCRUZ (ARCA) - Fundação Oswaldo Cruz (FIOCRUZ)false |
| dc.title.pt_BR.fl_str_mv |
Synthesis and Structural Studies of 4-Thioxopyrimidines with Antimicrobial Activities |
| title |
Synthesis and Structural Studies of 4-Thioxopyrimidines with Antimicrobial Activities |
| spellingShingle |
Synthesis and Structural Studies of 4-Thioxopyrimidines with Antimicrobial Activities Cunha, Silvio do Desterro Ciclismos Enaminonas Heterociclos Pirimidina-4-thiones Determinação da estrutura de raios-X Cyclizations Enaminones Heterocycles Pyrimidine-4-thiones X-ray structure determination Ciclismo Pirimidinas Raios-X |
| title_short |
Synthesis and Structural Studies of 4-Thioxopyrimidines with Antimicrobial Activities |
| title_full |
Synthesis and Structural Studies of 4-Thioxopyrimidines with Antimicrobial Activities |
| title_fullStr |
Synthesis and Structural Studies of 4-Thioxopyrimidines with Antimicrobial Activities |
| title_full_unstemmed |
Synthesis and Structural Studies of 4-Thioxopyrimidines with Antimicrobial Activities |
| title_sort |
Synthesis and Structural Studies of 4-Thioxopyrimidines with Antimicrobial Activities |
| author |
Cunha, Silvio do Desterro |
| author_facet |
Cunha, Silvio do Desterro Bastos, Rodrigo M Silva, Priscila de O Costa, Giselle Aparecida Nobre Vencato, Ivo Lariucci, Carlito Napolitano, Hamilton Barbosa Oliveira, Cecília Maria Alves de Kato, Lucília Silva, Cleuza Conceição da Menezes, Diego Silva Santos, Marcos André Vannier dos |
| author_role |
author |
| author2 |
Bastos, Rodrigo M Silva, Priscila de O Costa, Giselle Aparecida Nobre Vencato, Ivo Lariucci, Carlito Napolitano, Hamilton Barbosa Oliveira, Cecília Maria Alves de Kato, Lucília Silva, Cleuza Conceição da Menezes, Diego Silva Santos, Marcos André Vannier dos |
| author2_role |
author author author author author author author author author author author |
| dc.contributor.author.fl_str_mv |
Cunha, Silvio do Desterro Bastos, Rodrigo M Silva, Priscila de O Costa, Giselle Aparecida Nobre Vencato, Ivo Lariucci, Carlito Napolitano, Hamilton Barbosa Oliveira, Cecília Maria Alves de Kato, Lucília Silva, Cleuza Conceição da Menezes, Diego Silva Santos, Marcos André Vannier dos |
| dc.subject.other.pt_BR.fl_str_mv |
Ciclismos Enaminonas Heterociclos Pirimidina-4-thiones Determinação da estrutura de raios-X |
| topic |
Ciclismos Enaminonas Heterociclos Pirimidina-4-thiones Determinação da estrutura de raios-X Cyclizations Enaminones Heterocycles Pyrimidine-4-thiones X-ray structure determination Ciclismo Pirimidinas Raios-X |
| dc.subject.en.pt_BR.fl_str_mv |
Cyclizations Enaminones Heterocycles Pyrimidine-4-thiones X-ray structure determination |
| dc.subject.decs.pt_BR.fl_str_mv |
Ciclismo Pirimidinas Raios-X |
| description |
Conselho Nacional de Desenvolvimento Científico e Tecnológico – CNPq and Fundação de Amparo à Pesquisa do Estado da Bahia – FAPESB. We also thank FEPESB for a fellowship to G.A.N.C. and CNPq for scholarships to R.M.B. and P.O.S. (PIBIC-UFBA-CNPq), and for research fellowships to I.V. and S.C. |
| publishDate |
2007 |
| dc.date.issued.fl_str_mv |
2007 |
| dc.date.accessioned.fl_str_mv |
2017-06-02T17:58:45Z |
| dc.date.available.fl_str_mv |
2017-06-02T17:58:45Z |
| 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 |
CUNHA, S. D. et al. Synthesis and Structural Studies of 4-Thioxopyrimidines with Antimicrobial Activities. Monatshefte furr Chemie; Chemical Monthly, v. 138, p. 111–119, 2007. |
| dc.identifier.uri.fl_str_mv |
https://www.arca.fiocruz.br/handle/icict/19292 |
| dc.identifier.issn.pt_BR.fl_str_mv |
0026-9247 |
| identifier_str_mv |
CUNHA, S. D. et al. Synthesis and Structural Studies of 4-Thioxopyrimidines with Antimicrobial Activities. Monatshefte furr Chemie; Chemical Monthly, v. 138, p. 111–119, 2007. 0026-9247 |
| url |
https://www.arca.fiocruz.br/handle/icict/19292 |
| 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 |
Springer Verlag |
| publisher.none.fl_str_mv |
Springer Verlag |
| dc.source.none.fl_str_mv |
reponame:Repositório Institucional da FIOCRUZ (ARCA) instname:Fundação Oswaldo Cruz (FIOCRUZ) instacron:FIOCRUZ |
| instname_str |
Fundação Oswaldo Cruz (FIOCRUZ) |
| instacron_str |
FIOCRUZ |
| institution |
FIOCRUZ |
| reponame_str |
Repositório Institucional da FIOCRUZ (ARCA) |
| collection |
Repositório Institucional da FIOCRUZ (ARCA) |
| bitstream.url.fl_str_mv |
https://www.arca.fiocruz.br/bitstream/icict/19292/1/license.txt https://www.arca.fiocruz.br/bitstream/icict/19292/2/Cunha%20S%20Synthesis%20and%20structural....pdf https://www.arca.fiocruz.br/bitstream/icict/19292/3/Cunha%20S%20Synthesis%20and%20structural....pdf.txt |
| bitstream.checksum.fl_str_mv |
5a560609d32a3863062d77ff32785d58 3902d350efa13987b57d13fc8ec553f4 09afc114de8e63b912cf20488ca101b5 |
| bitstream.checksumAlgorithm.fl_str_mv |
MD5 MD5 MD5 |
| repository.name.fl_str_mv |
Repositório Institucional da FIOCRUZ (ARCA) - Fundação Oswaldo Cruz (FIOCRUZ) |
| repository.mail.fl_str_mv |
repositorio.arca@fiocruz.br |
| _version_ |
1822791560753840128 |