Synthesis of 2,3-Diyne-1,4-naphthoquinone derivatives and evaluation of cytotoxic activity against tumor cell lines

A series of 2,3-diyne-1,4-naphthoquinone derivatives was synthesized from 2,3-dibromo- 1,4-naphthoquinone and various functionalized terminal alkynes using palladium-catalyzed Sonogashira cross-coupling reaction. The diynes were evaluated as potential cytotoxic agents against three tumor cell lines:...

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Authors: Silva, Mauro G., Camara, Celso A., Silva, Tania M. S., Feitosa, Anderson C. S., Meira, Assuero S., Pessoa, Cláudia
Format: article
Status:Published version
Publication Date:2013
Country:Brasil
Institution:Universidade Federal do Ceará (UFC)
Repository:Repositório Institucional da Universidade Federal do Ceará (UFC)
Language:English
OAI Identifier:oai:repositorio.ufc.br:riufc/7208
Online Access:http://www.repositorio.ufc.br/handle/riufc/7208
Access Level:Open access
Keyword:Paládio
Neoplasias
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dc.title.pt_BR.fl_str_mv Synthesis of 2,3-Diyne-1,4-naphthoquinone derivatives and evaluation of cytotoxic activity against tumor cell lines
title Synthesis of 2,3-Diyne-1,4-naphthoquinone derivatives and evaluation of cytotoxic activity against tumor cell lines
spellingShingle Synthesis of 2,3-Diyne-1,4-naphthoquinone derivatives and evaluation of cytotoxic activity against tumor cell lines
Silva, Mauro G.
Paládio
Neoplasias
title_short Synthesis of 2,3-Diyne-1,4-naphthoquinone derivatives and evaluation of cytotoxic activity against tumor cell lines
title_full Synthesis of 2,3-Diyne-1,4-naphthoquinone derivatives and evaluation of cytotoxic activity against tumor cell lines
title_fullStr Synthesis of 2,3-Diyne-1,4-naphthoquinone derivatives and evaluation of cytotoxic activity against tumor cell lines
title_full_unstemmed Synthesis of 2,3-Diyne-1,4-naphthoquinone derivatives and evaluation of cytotoxic activity against tumor cell lines
title_sort Synthesis of 2,3-Diyne-1,4-naphthoquinone derivatives and evaluation of cytotoxic activity against tumor cell lines
dc.creator.none.fl_str_mv Silva, Mauro G.
Camara, Celso A.
Silva, Tania M. S.
Feitosa, Anderson C. S.
Meira, Assuero S.
Pessoa, Cláudia
author Silva, Mauro G.
author_facet Silva, Mauro G.
Camara, Celso A.
Silva, Tania M. S.
Feitosa, Anderson C. S.
Meira, Assuero S.
Pessoa, Cláudia
author_role author
author2 Camara, Celso A.
Silva, Tania M. S.
Feitosa, Anderson C. S.
Meira, Assuero S.
Pessoa, Cláudia
author2_role author
author
author
author
author
dc.subject.por.fl_str_mv Paládio
Neoplasias
topic Paládio
Neoplasias
description A series of 2,3-diyne-1,4-naphthoquinone derivatives was synthesized from 2,3-dibromo- 1,4-naphthoquinone and various functionalized terminal alkynes using palladium-catalyzed Sonogashira cross-coupling reaction. The diynes were evaluated as potential cytotoxic agents against three tumor cell lines: human ovarian adenocarcinoma (OVCAR-8), human metastatic prostate cancer (PC-3M) and human bronchoalveolar lung carcinoma (NCI-H358M), presenting, in general, satisfactory results for inhibition of cell growth.
publishDate 2013
dc.date.issued.fl_str_mv 2013-08
dc.date.accessioned.fl_str_mv 2014-02-06T13:11:23Z
dc.date.available.fl_str_mv 2014-02-06T13:11:23Z
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 SILVA, M. G. et al. Synthesis of 2,3-Diyne-1,4-naphthoquinone derivatives and evaluation of cytotoxic activity against tumor cell lines. Journal of the Brazilian Chemical Society, São Paulo, SP, v. 24, n. 9, p. 1420-1426, ago. 2013.
dc.identifier.uri.fl_str_mv http://www.repositorio.ufc.br/handle/riufc/7208
dc.identifier.issn.none.fl_str_mv 0103-5053 Impresso
1678-4790 On-line
identifier_str_mv SILVA, M. G. et al. Synthesis of 2,3-Diyne-1,4-naphthoquinone derivatives and evaluation of cytotoxic activity against tumor cell lines. Journal of the Brazilian Chemical Society, São Paulo, SP, v. 24, n. 9, p. 1420-1426, ago. 2013.
0103-5053 Impresso
1678-4790 On-line
url http://www.repositorio.ufc.br/handle/riufc/7208
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 Journal of the Brazilian Chemical Society
publisher.none.fl_str_mv Journal of the Brazilian Chemical Society
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)
bitstream.url.fl_str_mv http://repositorio.ufc.br/bitstream/riufc/7208/2/license.txt
http://repositorio.ufc.br/bitstream/riufc/7208/1/2013_art_asmeira.pdf
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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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spelling 2014-02-06T13:11:23Z2014-02-06T13:11:23Z2013-08SILVA, M. G. et al. Synthesis of 2,3-Diyne-1,4-naphthoquinone derivatives and evaluation of cytotoxic activity against tumor cell lines. Journal of the Brazilian Chemical Society, São Paulo, SP, v. 24, n. 9, p. 1420-1426, ago. 2013.0103-5053 Impresso1678-4790 On-linehttp://www.repositorio.ufc.br/handle/riufc/7208A series of 2,3-diyne-1,4-naphthoquinone derivatives was synthesized from 2,3-dibromo- 1,4-naphthoquinone and various functionalized terminal alkynes using palladium-catalyzed Sonogashira cross-coupling reaction. The diynes were evaluated as potential cytotoxic agents against three tumor cell lines: human ovarian adenocarcinoma (OVCAR-8), human metastatic prostate cancer (PC-3M) and human bronchoalveolar lung carcinoma (NCI-H358M), presenting, in general, satisfactory results for inhibition of cell growth.Uma série de derivados 2,3-diino-1,4-naftoquinona foi sintetizada a partir do 2,3-dibromo- 1,4-naftoquinona e diversos alquinos terminais funcionalizados usando a reação de acoplamento de Sonogashira catalisada por paládio. Os compostos foram submetidos à avaliação do potencial citotóxico em três linhagens de células tumorais, OVCAR-8 (ovário), PC-3M (próstata) e NCI‑H358M (pulmão), apresentando, no geral, resultados satisfatórios para inibição do crescimento celular.Journal of the Brazilian Chemical SocietyPaládioNeoplasiasSynthesis of 2,3-Diyne-1,4-naphthoquinone derivatives and evaluation of cytotoxic activity against tumor cell linesinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleengreponame:Repositório Institucional da Universidade Federal do Ceará (UFC)instname:Universidade Federal do Ceará (UFC)instacron:UFCinfo:eu-repo/semantics/openAccessSilva, Mauro G.Camara, Celso A.Silva, Tania M. S.Feitosa, Anderson C. S.Meira, Assuero S.Pessoa, CláudiaLICENSElicense.txtlicense.txttext/plain; charset=utf-81786http://repositorio.ufc.br/bitstream/riufc/7208/2/license.txt8c4401d3d14722a7ca2d07c782a1aab3MD52ORIGINAL2013_art_asmeira.pdf2013_art_asmeira.pdfapplication/pdf361300http://repositorio.ufc.br/bitstream/riufc/7208/1/2013_art_asmeira.pdfb694818c94c61e4c9b1f4731ea5e4379MD51riufc/72082019-01-15 13:30:56.138oai:repositorio.ufc.br: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Repositório InstitucionalPUBhttp://www.repositorio.ufc.br/ri-oai/requestbu@ufc.br || repositorio@ufc.bropendoar:2019-01-15T16:30:56Repositório Institucional da Universidade Federal do Ceará (UFC) - Universidade Federal do Ceará (UFC)false
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