Utiliza??o do safrol na s?ntese de derivados do n?cleo pirroloquinolina, potencialmente ?teis como antineopl?sicos

Detalhes bibliográficos
Autor(a) principal: Fraguas Neto, Miguel Rascado
Data de Publicação: 1997
Tipo de documento: Dissertação
Idioma: por
Título da fonte: Biblioteca Digital de Teses e Dissertações da UFRRJ
Texto Completo: https://tede.ufrrj.br/jspui/handle/jspui/3933
Resumo: The search for new useful molecules for the treatment of neoplasic diseases is the main purpose of scientists involved in the area of antitumorals The majority of these substances inhibit a metabolic pathway essential either to the survival of neoplasic cells or to their reproduction. This work describes the utilization of natural safrole 2 isolated from Sassafraz (Ocotea pretiosa, Benth) in the synthesis of new pyrrolequinoline derivatives 1 potentially useful as antineoplasic drugs. Two synthetic paths were developed for the preparation of the key intermediate 7 starting from safrole and from its synthetic derivative piperonal 20. Through a 1,3-dipolar cycloaddition reaction we prepared the pyrrole moiety present in the structure of final products. The results obtained demonstrate the feasability of employing natural products as starting materiais in the synthesis of biologically active molecules. The preparation of some bis-electrophiles from precursor 11 and the investigation of their cytotoxic activity may afford new potential antitumoral drugs.
id UFRRJ-1_4e3dec6ff242797cb82935cc69746e3d
oai_identifier_str oai:localhost:jspui/3933
network_acronym_str UFRRJ-1
network_name_str Biblioteca Digital de Teses e Dissertações da UFRRJ
repository_id_str
spelling Lima, Marco Edilson Freire deLima, Marco Edilson Freire deLima, Jos? Gildo deCosta, Jo?o Batista Neves daCastro, Rosane Norahttp://lattes.cnpq.br/9222953104245071Fraguas Neto, Miguel Rascado2020-09-24T02:29:19Z1997-10-31FRAGAS NETO, Miguel Rascado. Utiliza??o do safrol na s?ntese de derivados do n?cleo pirroloquinolina, potencialmente ?teis como antineopl?sicos. 1997. 133 f. Disserta??o (Mestrado em Qu?mica) - Instituo de Ci?ncias Exatas, Universidade Federal Rural do Rio de Janeiro, Serop?dica - RJ, 1997.https://tede.ufrrj.br/jspui/handle/jspui/3933The search for new useful molecules for the treatment of neoplasic diseases is the main purpose of scientists involved in the area of antitumorals The majority of these substances inhibit a metabolic pathway essential either to the survival of neoplasic cells or to their reproduction. This work describes the utilization of natural safrole 2 isolated from Sassafraz (Ocotea pretiosa, Benth) in the synthesis of new pyrrolequinoline derivatives 1 potentially useful as antineoplasic drugs. Two synthetic paths were developed for the preparation of the key intermediate 7 starting from safrole and from its synthetic derivative piperonal 20. Through a 1,3-dipolar cycloaddition reaction we prepared the pyrrole moiety present in the structure of final products. The results obtained demonstrate the feasability of employing natural products as starting materiais in the synthesis of biologically active molecules. The preparation of some bis-electrophiles from precursor 11 and the investigation of their cytotoxic activity may afford new potential antitumoral drugs.O desenvolvimento de novas mol?culas ?teis no tratamento do c?ncer constitui-se como uma das principais frentes de trabalho dos cientistas envolvidos em pesquisas na ?rea dos antitumorais. Estas subst?ncias, em sua grande maioria, inibem um determinado caminho metab?lico essencial ? sobreviv?ncia ou ? reprodu??o das c?lulas cancerosas. Baseados numa s?rie de compostos relatados por Anderson e cols., os quais apresentaram interessante perfil de atividade antitumoral, utilizamos o safrol como material de partida visando a prepara??o desses sistemas pirroloquinolina. Foram desenvolvidas duas rotas sint?ticas para obten??o do nosso intermedi?rio-chave (lactama 7), uma a partir do safrol e a outra a partir do piperonal. Uma vez obtido o intermedi?rio-chave, partimos para a constru??o do n?cleo heteroc?clico pirr?lico, presente no produto final 1a. Os resultados obtidos demonstraram a viabilidade da utiliza??o de produtos naturais na s?ntese de mol?culas de interesse biol?gico. A prepara??o de mais alguns derivados bis-eletrof?licos permitir? uma avalia??o mais abrangente da atividade citot?xica destas mol?culas, bem como do seu potencial antitumoral.Submitted by Jorge Silva (jorgelmsilva@ufrrj.br) on 2020-09-24T02:29:18Z No. of bitstreams: 1 1997 - Miguel Rascado Fraguas Neto.pdf: 2298136 bytes, checksum: b903af6ded905c40ef70a6715f2b8549 (MD5)Made available in DSpace on 2020-09-24T02:29:19Z (GMT). No. of bitstreams: 1 1997 - Miguel Rascado Fraguas Neto.pdf: 2298136 bytes, checksum: b903af6ded905c40ef70a6715f2b8549 (MD5) Previous issue date: 1997-10-31Coordena??o de Aperfei?oamento de Pessoal de N?vel Superior - CAPESapplication/pdfhttps://tede.ufrrj.br/retrieve/62113/1997%20-%20Miguel%20Rascado%20Fraguas%20Neto.pdf.jpgporUniversidade Federal Rural do Rio de JaneiroPrograma de P?s-Gradua??o em Qu?micaUFRRJBrasilInstituto de Ci?ncias Exatasatividade antitumoralsafrolsistemas pirroloquinolinc?ncerQu?micaUtiliza??o do safrol na s?ntese de derivados do n?cleo pirroloquinolina, potencialmente ?teis como antineopl?sicosinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisinfo:eu-repo/semantics/openAccessreponame:Biblioteca Digital de Teses e Dissertações da UFRRJinstname:Universidade Federal Rural do Rio de Janeiro (UFRRJ)instacron:UFRRJLICENSElicense.txtlicense.txttext/plain; charset=utf-82089http://localhost:8080/tede/bitstream/jspui/3933/1/license.txt7b5ba3d2445355f386edab96125d42b7MD51ORIGINAL1997 - Miguel Rascado Fraguas Neto.pdf1997 - Miguel Rascado Fraguas Neto.pdfapplication/pdf2298136http://localhost:8080/tede/bitstream/jspui/3933/2/1997+-+Miguel+Rascado+Fraguas+Neto.pdfb903af6ded905c40ef70a6715f2b8549MD52TEXT1997 - Miguel Rascado Fraguas Neto.pdf.txt1997 - Miguel Rascado Fraguas Neto.pdf.txttext/plain86748http://localhost:8080/tede/bitstream/jspui/3933/3/1997+-+Miguel+Rascado+Fraguas+Neto.pdf.txt49012b5854b44541b61d7070f897d6f4MD53THUMBNAIL1997 - Miguel Rascado Fraguas Neto.pdf.jpg1997 - Miguel Rascado Fraguas Neto.pdf.jpgimage/jpeg7189http://localhost:8080/tede/bitstream/jspui/3933/4/1997+-+Miguel+Rascado+Fraguas+Neto.pdf.jpg65d150e7181d2cd973a9273f9bb95b2fMD54jspui/39332020-09-24 01:00:42.359oai:localhost: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Biblioteca Digital de Teses e Dissertaçõeshttps://tede.ufrrj.br/PUBhttps://tede.ufrrj.br/oai/requestbibliot@ufrrj.br||bibliot@ufrrj.bropendoar:2020-09-24T04:00:42Biblioteca Digital de Teses e Dissertações da UFRRJ - Universidade Federal Rural do Rio de Janeiro (UFRRJ)false
dc.title.por.fl_str_mv Utiliza??o do safrol na s?ntese de derivados do n?cleo pirroloquinolina, potencialmente ?teis como antineopl?sicos
title Utiliza??o do safrol na s?ntese de derivados do n?cleo pirroloquinolina, potencialmente ?teis como antineopl?sicos
spellingShingle Utiliza??o do safrol na s?ntese de derivados do n?cleo pirroloquinolina, potencialmente ?teis como antineopl?sicos
Fraguas Neto, Miguel Rascado
atividade antitumoral
safrol
sistemas pirroloquinolin
c?ncer
Qu?mica
title_short Utiliza??o do safrol na s?ntese de derivados do n?cleo pirroloquinolina, potencialmente ?teis como antineopl?sicos
title_full Utiliza??o do safrol na s?ntese de derivados do n?cleo pirroloquinolina, potencialmente ?teis como antineopl?sicos
title_fullStr Utiliza??o do safrol na s?ntese de derivados do n?cleo pirroloquinolina, potencialmente ?teis como antineopl?sicos
title_full_unstemmed Utiliza??o do safrol na s?ntese de derivados do n?cleo pirroloquinolina, potencialmente ?teis como antineopl?sicos
title_sort Utiliza??o do safrol na s?ntese de derivados do n?cleo pirroloquinolina, potencialmente ?teis como antineopl?sicos
author Fraguas Neto, Miguel Rascado
author_facet Fraguas Neto, Miguel Rascado
author_role author
dc.contributor.advisor1.fl_str_mv Lima, Marco Edilson Freire de
dc.contributor.referee1.fl_str_mv Lima, Marco Edilson Freire de
dc.contributor.referee2.fl_str_mv Lima, Jos? Gildo de
dc.contributor.referee3.fl_str_mv Costa, Jo?o Batista Neves da
dc.contributor.referee4.fl_str_mv Castro, Rosane Nora
dc.contributor.authorLattes.fl_str_mv http://lattes.cnpq.br/9222953104245071
dc.contributor.author.fl_str_mv Fraguas Neto, Miguel Rascado
contributor_str_mv Lima, Marco Edilson Freire de
Lima, Marco Edilson Freire de
Lima, Jos? Gildo de
Costa, Jo?o Batista Neves da
Castro, Rosane Nora
dc.subject.por.fl_str_mv atividade antitumoral
safrol
sistemas pirroloquinolin
c?ncer
topic atividade antitumoral
safrol
sistemas pirroloquinolin
c?ncer
Qu?mica
dc.subject.cnpq.fl_str_mv Qu?mica
description The search for new useful molecules for the treatment of neoplasic diseases is the main purpose of scientists involved in the area of antitumorals The majority of these substances inhibit a metabolic pathway essential either to the survival of neoplasic cells or to their reproduction. This work describes the utilization of natural safrole 2 isolated from Sassafraz (Ocotea pretiosa, Benth) in the synthesis of new pyrrolequinoline derivatives 1 potentially useful as antineoplasic drugs. Two synthetic paths were developed for the preparation of the key intermediate 7 starting from safrole and from its synthetic derivative piperonal 20. Through a 1,3-dipolar cycloaddition reaction we prepared the pyrrole moiety present in the structure of final products. The results obtained demonstrate the feasability of employing natural products as starting materiais in the synthesis of biologically active molecules. The preparation of some bis-electrophiles from precursor 11 and the investigation of their cytotoxic activity may afford new potential antitumoral drugs.
publishDate 1997
dc.date.issued.fl_str_mv 1997-10-31
dc.date.accessioned.fl_str_mv 2020-09-24T02:29:19Z
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.citation.fl_str_mv FRAGAS NETO, Miguel Rascado. Utiliza??o do safrol na s?ntese de derivados do n?cleo pirroloquinolina, potencialmente ?teis como antineopl?sicos. 1997. 133 f. Disserta??o (Mestrado em Qu?mica) - Instituo de Ci?ncias Exatas, Universidade Federal Rural do Rio de Janeiro, Serop?dica - RJ, 1997.
dc.identifier.uri.fl_str_mv https://tede.ufrrj.br/jspui/handle/jspui/3933
identifier_str_mv FRAGAS NETO, Miguel Rascado. Utiliza??o do safrol na s?ntese de derivados do n?cleo pirroloquinolina, potencialmente ?teis como antineopl?sicos. 1997. 133 f. Disserta??o (Mestrado em Qu?mica) - Instituo de Ci?ncias Exatas, Universidade Federal Rural do Rio de Janeiro, Serop?dica - RJ, 1997.
url https://tede.ufrrj.br/jspui/handle/jspui/3933
dc.language.iso.fl_str_mv por
language por
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 Universidade Federal Rural do Rio de Janeiro
dc.publisher.program.fl_str_mv Programa de P?s-Gradua??o em Qu?mica
dc.publisher.initials.fl_str_mv UFRRJ
dc.publisher.country.fl_str_mv Brasil
dc.publisher.department.fl_str_mv Instituto de Ci?ncias Exatas
publisher.none.fl_str_mv Universidade Federal Rural do Rio de Janeiro
dc.source.none.fl_str_mv reponame:Biblioteca Digital de Teses e Dissertações da UFRRJ
instname:Universidade Federal Rural do Rio de Janeiro (UFRRJ)
instacron:UFRRJ
instname_str Universidade Federal Rural do Rio de Janeiro (UFRRJ)
instacron_str UFRRJ
institution UFRRJ
reponame_str Biblioteca Digital de Teses e Dissertações da UFRRJ
collection Biblioteca Digital de Teses e Dissertações da UFRRJ
bitstream.url.fl_str_mv http://localhost:8080/tede/bitstream/jspui/3933/1/license.txt
http://localhost:8080/tede/bitstream/jspui/3933/2/1997+-+Miguel+Rascado+Fraguas+Neto.pdf
http://localhost:8080/tede/bitstream/jspui/3933/3/1997+-+Miguel+Rascado+Fraguas+Neto.pdf.txt
http://localhost:8080/tede/bitstream/jspui/3933/4/1997+-+Miguel+Rascado+Fraguas+Neto.pdf.jpg
bitstream.checksum.fl_str_mv 7b5ba3d2445355f386edab96125d42b7
b903af6ded905c40ef70a6715f2b8549
49012b5854b44541b61d7070f897d6f4
65d150e7181d2cd973a9273f9bb95b2f
bitstream.checksumAlgorithm.fl_str_mv MD5
MD5
MD5
MD5
repository.name.fl_str_mv Biblioteca Digital de Teses e Dissertações da UFRRJ - Universidade Federal Rural do Rio de Janeiro (UFRRJ)
repository.mail.fl_str_mv bibliot@ufrrj.br||bibliot@ufrrj.br
_version_ 1800313511700594688

Registros relacionados