Synthesis and Biological Activities of Camphor Hydrazone and Imine Derivatives

Detalhes bibliográficos
Autor(a) principal: Silva, Emerson T. da
Data de Publicação: 2016
Outros Autores: Araújo, Adriele da Silva, Moraes, Adriana M., Souza, Leidiane A. de, Lourenço, Maria Cristina Silva, Souza, Marcus V. N. de, Wardell, James L., Wardell, Solange M. S. V.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da FIOCRUZ (ARCA)
Texto Completo: https://www.arca.fiocruz.br/handle/icict/60703
Resumo: The authors would like to acknowledge CNPq and Fiocruz for financial and infrastructure assistance.
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spelling Silva, Emerson T. daAraújo, Adriele da SilvaMoraes, Adriana M.Souza, Leidiane A. deLourenço, Maria Cristina SilvaSouza, Marcus V. N. deWardell, James L.Wardell, Solange M. S. V.2023-10-04T23:21:51Z2023-10-04T23:21:51Z2016SILVA, Emerson T. da et al. Synthesis and Biological Activities of Camphor Hydrazone and Imine Derivatives. Scientia Pharmaceutica, v. 84, n. 3, p. 467-483, Oct. 2016.0036-8709https://www.arca.fiocruz.br/handle/icict/6070310.3390/scipharm840304672218-0532The authors would like to acknowledge CNPq and Fiocruz for financial and infrastructure assistance.Fundação Oswaldo Cruz. Instituto de Tecnologia em Fármacos (Farmanguinhos). Rio de Janeiro, RJ, Brazil.Fundação Oswaldo Cruz. Instituto de Tecnologia em Fármacos (Farmanguinhos). Rio de Janeiro, RJ, Brazil.Fundação Oswaldo Cruz. Instituto de Tecnologia em Fármacos (Farmanguinhos). Rio de Janeiro, RJ, Brazil.Fundação Oswaldo Cruz. Instituto de Tecnologia em Fármacos (Farmanguinhos). Rio de Janeiro, RJ, Brazil.Fundação Oswaldo Cruz. Instituto Nacional de Infectologia Evandro Chagas. Rio de Janeiro, RJ, Brazil.Fundação Oswaldo Cruz. Instituto de Tecnologia em Fármacos (Farmanguinhos). Rio de Janeiro, RJ, Brazil.Fundação Oswaldo Cruz. Instituto de Tecnologia em Fármacos (Farmanguinhos). Rio de Janeiro, RJ, Brazil / University of Aberdeen. Department of Chemistry. Aberdeen, Scotland, UK.CHEMSOL. Aberdeen, Scotland, UK.Both sonochemical and classical methodologies have been employed to convert camphor, 1,7,7-trimethylbicyclo[2.2.1]heptan-2-one, C₉H16C=O, into a number of derivatives including hydrazones, C₉H16C=N-NHAr 3, imines, C₉H16C=N-R 7, and the key intermediate nitroimine, C₉H16C=N-NO₂ 6. Reactions of nitroamine 6 with nucleophiles by classical methods provided the desired compounds in a range of yields. In evaluations of activity against Mycobacterium tuberculosis, compound 7j exhibited the best activity (minimal inhibitory concentration (MIC) = 3.12 µg/mL), comparable to that of the antitubercular drug ethambutol. The other derivatives displayed modest antimycobacterial activities at 25-50 µg/mL. In in vitro tests against cancer cell lines, none of the synthesized camphor compounds exhibited cytotoxic activities.engÖsterreichische Apotheker-VerlagsgesellschaftSynthesis and Biological Activities of Camphor Hydrazone and Imine Derivativesinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleCamphorHydrazonesIminesSonochemistryTuberculosisinfo: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/60703/1/license.txt5a560609d32a3863062d77ff32785d58MD51ORIGINALve_Emerson_Silva_etal_INI_FAR_2016.pdfve_Emerson_Silva_etal_INI_FAR_2016.pdfapplication/pdf6801816https://www.arca.fiocruz.br/bitstream/icict/60703/2/ve_Emerson_Silva_etal_INI_FAR_2016.pdf51f0526dbbc7bda07fe14a8fe4399fedMD52icict/607032023-10-04 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dc.title.en_US.fl_str_mv Synthesis and Biological Activities of Camphor Hydrazone and Imine Derivatives
title Synthesis and Biological Activities of Camphor Hydrazone and Imine Derivatives
spellingShingle Synthesis and Biological Activities of Camphor Hydrazone and Imine Derivatives
Silva, Emerson T. da
Camphor
Hydrazones
Imines
Sonochemistry
Tuberculosis
title_short Synthesis and Biological Activities of Camphor Hydrazone and Imine Derivatives
title_full Synthesis and Biological Activities of Camphor Hydrazone and Imine Derivatives
title_fullStr Synthesis and Biological Activities of Camphor Hydrazone and Imine Derivatives
title_full_unstemmed Synthesis and Biological Activities of Camphor Hydrazone and Imine Derivatives
title_sort Synthesis and Biological Activities of Camphor Hydrazone and Imine Derivatives
author Silva, Emerson T. da
author_facet Silva, Emerson T. da
Araújo, Adriele da Silva
Moraes, Adriana M.
Souza, Leidiane A. de
Lourenço, Maria Cristina Silva
Souza, Marcus V. N. de
Wardell, James L.
Wardell, Solange M. S. V.
author_role author
author2 Araújo, Adriele da Silva
Moraes, Adriana M.
Souza, Leidiane A. de
Lourenço, Maria Cristina Silva
Souza, Marcus V. N. de
Wardell, James L.
Wardell, Solange M. S. V.
author2_role author
author
author
author
author
author
author
dc.contributor.author.fl_str_mv Silva, Emerson T. da
Araújo, Adriele da Silva
Moraes, Adriana M.
Souza, Leidiane A. de
Lourenço, Maria Cristina Silva
Souza, Marcus V. N. de
Wardell, James L.
Wardell, Solange M. S. V.
dc.subject.en.en_US.fl_str_mv Camphor
Hydrazones
Imines
Sonochemistry
Tuberculosis
topic Camphor
Hydrazones
Imines
Sonochemistry
Tuberculosis
description The authors would like to acknowledge CNPq and Fiocruz for financial and infrastructure assistance.
publishDate 2016
dc.date.issued.fl_str_mv 2016
dc.date.accessioned.fl_str_mv 2023-10-04T23:21:51Z
dc.date.available.fl_str_mv 2023-10-04T23:21:51Z
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, Emerson T. da et al. Synthesis and Biological Activities of Camphor Hydrazone and Imine Derivatives. Scientia Pharmaceutica, v. 84, n. 3, p. 467-483, Oct. 2016.
dc.identifier.uri.fl_str_mv https://www.arca.fiocruz.br/handle/icict/60703
dc.identifier.issn.en_US.fl_str_mv 0036-8709
dc.identifier.doi.none.fl_str_mv 10.3390/scipharm84030467
dc.identifier.eissn.none.fl_str_mv 2218-0532
identifier_str_mv SILVA, Emerson T. da et al. Synthesis and Biological Activities of Camphor Hydrazone and Imine Derivatives. Scientia Pharmaceutica, v. 84, n. 3, p. 467-483, Oct. 2016.
0036-8709
10.3390/scipharm84030467
2218-0532
url https://www.arca.fiocruz.br/handle/icict/60703
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 Österreichische Apotheker-Verlagsgesellschaft
publisher.none.fl_str_mv Österreichische Apotheker-Verlagsgesellschaft
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/60703/1/license.txt
https://www.arca.fiocruz.br/bitstream/icict/60703/2/ve_Emerson_Silva_etal_INI_FAR_2016.pdf
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