Síntese de uma nova classe de moléculas derivadas do AZT: 5’- arilcalcogenil-3’-(4-fenilselenoalquil-1,2,3-triazol-1-il)-timidina com atividade antitumoral

Detalhes bibliográficos
Ano de defesa: 2018
Autor(a) principal: Quoos, Natalia lattes
Orientador(a): Rodrigues, Oscar Endrigo Dorneles lattes
Banca de defesa: Dalcol, Ionara Irion, Fantinel, Leonardo
Tipo de documento: Dissertação
Tipo de acesso: Acesso aberto
Idioma: por
Instituição de defesa: Universidade Federal de Santa Maria
Centro de Ciências Naturais e Exatas
Programa de Pós-Graduação: Programa de Pós-Graduação em Química
Departamento: Química
País: Brasil
Palavras-chave em Português:
Palavras-chave em Inglês:
Área do conhecimento CNPq:
Link de acesso: http://repositorio.ufsm.br/handle/1/20537
Resumo: Abstract: This work presents the synthesis as well as the antitumor effect in vitro in bladder cancer cells 5637 of a new class of 5'-arylcalcogenyl-3'-(4-phenylselenoalkyl- 1,2,3-triazol-1-yl)-thymidine derivatives of AZT. The optimization of the reaction conditions, such as the catalyst and solvent, for the reaction of 1,3-dipolar cycloaddition in the formation of the 1,2,3-triazole heterocycle was also performed. The synthesis of the new molecules proved to be efficient, being obtained through a convergent route in good to excellent yields (68 - 94%).
id UFSM-20_0d7abc4eb6d19cbb2924410ef8b6dfa7
oai_identifier_str oai:repositorio.ufsm.br:1/20537
network_acronym_str UFSM-20
network_name_str Manancial - Repositório Digital da UFSM
repository_id_str
spelling 2021-04-12T18:11:48Z2021-04-12T18:11:48Z2018-02-23http://repositorio.ufsm.br/handle/1/20537Abstract: This work presents the synthesis as well as the antitumor effect in vitro in bladder cancer cells 5637 of a new class of 5'-arylcalcogenyl-3'-(4-phenylselenoalkyl- 1,2,3-triazol-1-yl)-thymidine derivatives of AZT. The optimization of the reaction conditions, such as the catalyst and solvent, for the reaction of 1,3-dipolar cycloaddition in the formation of the 1,2,3-triazole heterocycle was also performed. The synthesis of the new molecules proved to be efficient, being obtained through a convergent route in good to excellent yields (68 - 94%).Este trabalho apresenta a síntese, bem como o efeito antitumoral in vitro em células cancerosas de bexiga 5637, de uma nova classe de compostos 5’- arilcalcogenil-3’-(4-fenilselenoalquil-1,2,3-triazol-1-il)-timidina derivados do AZT. Foi realizada também a otimização das condições reacionais, como o catalisador e solvente, para a reação de cicloadição 1,3-dipolar na formação do heterociclo 1,2,3- triazol. A síntese das novas moléculas demonstrou-se eficiente, sendo obtida através de uma rota convergente em bons a excelentes rendimentos (68 – 94%).Conselho Nacional de Pesquisa e Desenvolvimento Científico e Tecnológico - CNPqporUniversidade Federal de Santa MariaCentro de Ciências Naturais e ExatasPrograma de Pós-Graduação em QuímicaUFSMBrasilQuímicaAttribution-NonCommercial-NoDerivatives 4.0 Internationalhttp://creativecommons.org/licenses/by-nc-nd/4.0/info:eu-repo/semantics/openAccessAnálogos nucleosídicosHeterociclo 1,2,3-triazolOrganocalcogêniosAtividade antitumoralNucleosidic analoguesHeterocycle 1,2,3-triazoleOrganocalcogenAntitumor activityCNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICASíntese de uma nova classe de moléculas derivadas do AZT: 5’- arilcalcogenil-3’-(4-fenilselenoalquil-1,2,3-triazol-1-il)-timidina com atividade antitumoralSnthesis of a new class of molecules derived from AZT: 5'- arilcalcogenyl-3'-(4-phenylselenoalkyl-1,2,3-triazol-1-yl)- timidine with antitumoral activityinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisRodrigues, Oscar Endrigo Dorneleshttp://lattes.cnpq.br/6536519955416085Dalcol, Ionara IrionFantinel, Leonardohttp://lattes.cnpq.br/9846078242809498Quoos, Natalia10060000000060009fef019-ac43-4d8b-83d3-3565e4686d7b0f0dd9ef-c9bb-4993-a687-3d01421ecebe2cbacb00-be94-498b-9c77-1d47963baf69079f4612-cd36-4354-af6f-25f7736dccd2reponame:Manancial - Repositório Digital da UFSMinstname:Universidade Federal de Santa Maria (UFSM)instacron:UFSMORIGINALDIS_PPGQUIMICA_2018_QUOOS_NATALIA.pdfDIS_PPGQUIMICA_2018_QUOOS_NATALIA.pdfDissertação de Mestradoapplication/pdf5665231http://repositorio.ufsm.br/bitstream/1/20537/1/DIS_PPGQUIMICA_2018_QUOOS_NATALIA.pdfd90cf202fdbfa77e77cfcf881a857facMD51CC-LICENSElicense_rdflicense_rdfapplication/rdf+xml; charset=utf-8805http://repositorio.ufsm.br/bitstream/1/20537/2/license_rdf4460e5956bc1d1639be9ae6146a50347MD52LICENSElicense.txtlicense.txttext/plain; charset=utf-81956http://repositorio.ufsm.br/bitstream/1/20537/3/license.txt2f0571ecee68693bd5cd3f17c1e075dfMD53TEXTDIS_PPGQUIMICA_2018_QUOOS_NATALIA.pdf.txtDIS_PPGQUIMICA_2018_QUOOS_NATALIA.pdf.txtExtracted texttext/plain136911http://repositorio.ufsm.br/bitstream/1/20537/4/DIS_PPGQUIMICA_2018_QUOOS_NATALIA.pdf.txt763028ac58576b077a3c2deed947eb3fMD54THUMBNAILDIS_PPGQUIMICA_2018_QUOOS_NATALIA.pdf.jpgDIS_PPGQUIMICA_2018_QUOOS_NATALIA.pdf.jpgIM Thumbnailimage/jpeg4355http://repositorio.ufsm.br/bitstream/1/20537/5/DIS_PPGQUIMICA_2018_QUOOS_NATALIA.pdf.jpgfea224da6f94760bd5e044579060a10cMD551/205372021-12-31 11:14:46.102oai:repositorio.ufsm.br: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ório Institucionalhttp://repositorio.ufsm.br/PUBhttp://repositorio.ufsm.br/oai/requestopendoar:39132021-12-31T14:14:46Manancial - Repositório Digital da UFSM - Universidade Federal de Santa Maria (UFSM)false
dc.title.por.fl_str_mv Síntese de uma nova classe de moléculas derivadas do AZT: 5’- arilcalcogenil-3’-(4-fenilselenoalquil-1,2,3-triazol-1-il)-timidina com atividade antitumoral
dc.title.alternative.eng.fl_str_mv Snthesis of a new class of molecules derived from AZT: 5'- arilcalcogenyl-3'-(4-phenylselenoalkyl-1,2,3-triazol-1-yl)- timidine with antitumoral activity
title Síntese de uma nova classe de moléculas derivadas do AZT: 5’- arilcalcogenil-3’-(4-fenilselenoalquil-1,2,3-triazol-1-il)-timidina com atividade antitumoral
spellingShingle Síntese de uma nova classe de moléculas derivadas do AZT: 5’- arilcalcogenil-3’-(4-fenilselenoalquil-1,2,3-triazol-1-il)-timidina com atividade antitumoral
Quoos, Natalia
Análogos nucleosídicos
Heterociclo 1,2,3-triazol
Organocalcogênios
Atividade antitumoral
Nucleosidic analogues
Heterocycle 1,2,3-triazole
Organocalcogen
Antitumor activity
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
title_short Síntese de uma nova classe de moléculas derivadas do AZT: 5’- arilcalcogenil-3’-(4-fenilselenoalquil-1,2,3-triazol-1-il)-timidina com atividade antitumoral
title_full Síntese de uma nova classe de moléculas derivadas do AZT: 5’- arilcalcogenil-3’-(4-fenilselenoalquil-1,2,3-triazol-1-il)-timidina com atividade antitumoral
title_fullStr Síntese de uma nova classe de moléculas derivadas do AZT: 5’- arilcalcogenil-3’-(4-fenilselenoalquil-1,2,3-triazol-1-il)-timidina com atividade antitumoral
title_full_unstemmed Síntese de uma nova classe de moléculas derivadas do AZT: 5’- arilcalcogenil-3’-(4-fenilselenoalquil-1,2,3-triazol-1-il)-timidina com atividade antitumoral
title_sort Síntese de uma nova classe de moléculas derivadas do AZT: 5’- arilcalcogenil-3’-(4-fenilselenoalquil-1,2,3-triazol-1-il)-timidina com atividade antitumoral
author Quoos, Natalia
author_facet Quoos, Natalia
author_role author
dc.contributor.referee1Lattes.por.fl_str_mv
dc.contributor.referee2Lattes.por.fl_str_mv
dc.contributor.advisor1.fl_str_mv Rodrigues, Oscar Endrigo Dorneles
dc.contributor.advisor1Lattes.fl_str_mv http://lattes.cnpq.br/6536519955416085
dc.contributor.referee1.fl_str_mv Dalcol, Ionara Irion
dc.contributor.referee2.fl_str_mv Fantinel, Leonardo
dc.contributor.authorLattes.fl_str_mv http://lattes.cnpq.br/9846078242809498
dc.contributor.author.fl_str_mv Quoos, Natalia
contributor_str_mv Rodrigues, Oscar Endrigo Dorneles
Dalcol, Ionara Irion
Fantinel, Leonardo
dc.subject.por.fl_str_mv Análogos nucleosídicos
Heterociclo 1,2,3-triazol
Organocalcogênios
Atividade antitumoral
topic Análogos nucleosídicos
Heterociclo 1,2,3-triazol
Organocalcogênios
Atividade antitumoral
Nucleosidic analogues
Heterocycle 1,2,3-triazole
Organocalcogen
Antitumor activity
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
dc.subject.eng.fl_str_mv Nucleosidic analogues
Heterocycle 1,2,3-triazole
Organocalcogen
Antitumor activity
dc.subject.cnpq.fl_str_mv CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
description Abstract: This work presents the synthesis as well as the antitumor effect in vitro in bladder cancer cells 5637 of a new class of 5'-arylcalcogenyl-3'-(4-phenylselenoalkyl- 1,2,3-triazol-1-yl)-thymidine derivatives of AZT. The optimization of the reaction conditions, such as the catalyst and solvent, for the reaction of 1,3-dipolar cycloaddition in the formation of the 1,2,3-triazole heterocycle was also performed. The synthesis of the new molecules proved to be efficient, being obtained through a convergent route in good to excellent yields (68 - 94%).
publishDate 2018
dc.date.issued.fl_str_mv 2018-02-23
dc.date.accessioned.fl_str_mv 2021-04-12T18:11:48Z
dc.date.available.fl_str_mv 2021-04-12T18:11:48Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/masterThesis
format masterThesis
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://repositorio.ufsm.br/handle/1/20537
url http://repositorio.ufsm.br/handle/1/20537
dc.language.iso.fl_str_mv por
language por
dc.relation.cnpq.fl_str_mv 100600000000
dc.relation.confidence.fl_str_mv 600
dc.relation.authority.fl_str_mv 09fef019-ac43-4d8b-83d3-3565e4686d7b
0f0dd9ef-c9bb-4993-a687-3d01421ecebe
2cbacb00-be94-498b-9c77-1d47963baf69
079f4612-cd36-4354-af6f-25f7736dccd2
dc.rights.driver.fl_str_mv Attribution-NonCommercial-NoDerivatives 4.0 International
http://creativecommons.org/licenses/by-nc-nd/4.0/
info:eu-repo/semantics/openAccess
rights_invalid_str_mv Attribution-NonCommercial-NoDerivatives 4.0 International
http://creativecommons.org/licenses/by-nc-nd/4.0/
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv Universidade Federal de Santa Maria
Centro de Ciências Naturais e Exatas
dc.publisher.program.fl_str_mv Programa de Pós-Graduação em Química
dc.publisher.initials.fl_str_mv UFSM
dc.publisher.country.fl_str_mv Brasil
dc.publisher.department.fl_str_mv Química
publisher.none.fl_str_mv Universidade Federal de Santa Maria
Centro de Ciências Naturais e Exatas
dc.source.none.fl_str_mv reponame:Manancial - Repositório Digital da UFSM
instname:Universidade Federal de Santa Maria (UFSM)
instacron:UFSM
instname_str Universidade Federal de Santa Maria (UFSM)
instacron_str UFSM
institution UFSM
reponame_str Manancial - Repositório Digital da UFSM
collection Manancial - Repositório Digital da UFSM
bitstream.url.fl_str_mv http://repositorio.ufsm.br/bitstream/1/20537/1/DIS_PPGQUIMICA_2018_QUOOS_NATALIA.pdf
http://repositorio.ufsm.br/bitstream/1/20537/2/license_rdf
http://repositorio.ufsm.br/bitstream/1/20537/3/license.txt
http://repositorio.ufsm.br/bitstream/1/20537/4/DIS_PPGQUIMICA_2018_QUOOS_NATALIA.pdf.txt
http://repositorio.ufsm.br/bitstream/1/20537/5/DIS_PPGQUIMICA_2018_QUOOS_NATALIA.pdf.jpg
bitstream.checksum.fl_str_mv d90cf202fdbfa77e77cfcf881a857fac
4460e5956bc1d1639be9ae6146a50347
2f0571ecee68693bd5cd3f17c1e075df
763028ac58576b077a3c2deed947eb3f
fea224da6f94760bd5e044579060a10c
bitstream.checksumAlgorithm.fl_str_mv MD5
MD5
MD5
MD5
MD5
repository.name.fl_str_mv Manancial - Repositório Digital da UFSM - Universidade Federal de Santa Maria (UFSM)
repository.mail.fl_str_mv
_version_ 1794524459813568512