ent-Kaurane diterpenes from the stem bark of Annona vepretorum (Annonaceae) and cytotoxic evaluation.
Autor(a) principal: | |
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Data de Publicação: | 2014 |
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/10437 |
Resumo: | Federal University of Sergipe. Department of Chemistry. São Cristóvão, SE, Brasil |
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Dutra, Lívia MacedoBomfim, Larissa MendesRocha, Suellen Laila A.Nepel, AngelitaSoares, Milena Botelho PereiraBarison, AnderssonCosta, Emmanoel VilaçaBezerra, Daniel Pereira2015-05-19T19:36:45Z2015-05-19T19:36:45Z2014DUTRA, L. M. et al. ent-Kaurane diterpenes from the stem bark of Annona vepretorum (Annonaceae) and cytotoxic evaluation. Bioorganic & Medicinal Chemistry Letters, v. 24, n. 15, p. 3315-3320, 2014.1464-3405https://www.arca.fiocruz.br/handle/icict/10437dx.doi.org/10.1016/j.bmcl.2014.06.005engElsevierent-Kaurane diterpenes from the stem bark of Annona vepretorum (Annonaceae) and cytotoxic evaluation.info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleFederal University of Sergipe. Department of Chemistry. São Cristóvão, SE, BrasilFundação Oswaldo Cruz. Centro de Pesquisas Gonçalo Moniz. Salvador, BA, BrasilFundação Oswaldo Cruz. Centro de Pesquisas Gonçalo Moniz. Salvador, BA, BrasilHospital São Rafael. Center of Biotechnology and Cell Therapy. Salvador, BA, BrasilFundação Oswaldo Cruz. Centro de Pesquisas Gonçalo Moniz. Salvador, BA, Brasil / Hospital São Rafael. Center of Biotechnology and Cell Therapy. Salvador, BA, BrasilHospital São Rafael. Center of Biotechnology and Cell Therapy. Salvador, BA, BrasilFederal University of Sergipe. Department of Chemistry. Itabaiana, SE, BrasilFundação Oswaldo Cruz. Centro de Pesquisas Gonçalo Moniz. Salvador, BA, BrasilThis work describes a novel ent-kaurane diterpene, ent-3ß-hydroxy-kaur-16-en-19-al along with five known ent-kaurane diterpenes, ent-3ß,19-dihydroxy-kaur-16-eno, ent-3ß-hydroxy-kaur-16-eno, ent-3ß-acetoxy-kaur-16-eno, ent-3ß-hydroxy-kaurenoic acid and kaurenoic acid, as well as caryophyllene oxide, humulene epoxide II, ß-sitosterol, stigmasterol and campesterol from the stem bark of Annona vepretorum Mart. (Annonaceae). Cytotoxic activities towards tumor B16-F10, HepG2, K562 and HL60 and non-tumor PBMC cell lines were evaluated for ent-kaurane diterpenes. Among them, ent-3ß-hydroxy-kaur-16-en-19-al was the most active compound with higher cytotoxic effect over K562 cell line (IC50 of 2.49 µg/mL) and lower over B16-F10 cell line (IC50 of 21.02 µg/mL).Annona vepretorumAnnonaceaeent-Kaurane diterpenesCytotoxicityAnnonaceae/químicaAntineoplásicos Fitogênicos/farmacologiaDiterpenos de Caurano/farmacologiaLeucócitos Mononucleares/efeitos de drogasCasca de Planta/químicaCaules de Planta/químicaAnimaisAntineoplásicos Fitogênicos/químicaLinhagem Celular TumoralProliferação de Células/efeitos de drogasDiterpenos de Caurano/isolamento & purificaçãoRelação Dose-Resposta a DrogaEnsaios de Seleção de Medicamentos AntitumoraisCélulas HL-60Células K562HumanosCamundongosRelação Estrutura-Atividadeinfo:eu-repo/semantics/openAccessreponame:Repositório Institucional da FIOCRUZ (ARCA)instname:Fundação Oswaldo Cruz (FIOCRUZ)instacron:FIOCRUZLICENSElicense.txtlicense.txttext/plain; charset=utf-82352https://www.arca.fiocruz.br/bitstream/icict/10437/1/license.txtafbdf7d7a9bcf771a1cc7edf5f618413MD51ORIGINALDutra LM ant-kaurane diterpenes.pdfDutra LM ant-kaurane diterpenes.pdfapplication/pdf499055https://www.arca.fiocruz.br/bitstream/icict/10437/2/Dutra%20LM%20ant-kaurane%20diterpenes.pdf997b925a2d8b2fbcc92a1bb4c34cbb80MD52TEXTDutra LM ant-kaurane diterpenes.pdf.txtDutra LM ant-kaurane diterpenes.pdf.txtExtracted texttext/plain35099https://www.arca.fiocruz.br/bitstream/icict/10437/3/Dutra%20LM%20ant-kaurane%20diterpenes.pdf.txt11cadf74889adc4b1c9eb5eb3e1f020fMD53icict/104372023-03-15 14:33:25.655oai:www.arca.fiocruz.br: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ório InstitucionalPUBhttps://www.arca.fiocruz.br/oai/requestrepositorio.arca@fiocruz.bropendoar:21352023-03-15T17:33:25Repositório Institucional da FIOCRUZ (ARCA) - Fundação Oswaldo Cruz (FIOCRUZ)false |
dc.title.pt_BR.fl_str_mv |
ent-Kaurane diterpenes from the stem bark of Annona vepretorum (Annonaceae) and cytotoxic evaluation. |
title |
ent-Kaurane diterpenes from the stem bark of Annona vepretorum (Annonaceae) and cytotoxic evaluation. |
spellingShingle |
ent-Kaurane diterpenes from the stem bark of Annona vepretorum (Annonaceae) and cytotoxic evaluation. Dutra, Lívia Macedo Annona vepretorum Annonaceae ent-Kaurane diterpenes Cytotoxicity Annonaceae/química Antineoplásicos Fitogênicos/farmacologia Diterpenos de Caurano/farmacologia Leucócitos Mononucleares/efeitos de drogas Casca de Planta/química Caules de Planta/química Animais Antineoplásicos Fitogênicos/química Linhagem Celular Tumoral Proliferação de Células/efeitos de drogas Diterpenos de Caurano/isolamento & purificação Relação Dose-Resposta a Droga Ensaios de Seleção de Medicamentos Antitumorais Células HL-60 Células K562 Humanos Camundongos Relação Estrutura-Atividade |
title_short |
ent-Kaurane diterpenes from the stem bark of Annona vepretorum (Annonaceae) and cytotoxic evaluation. |
title_full |
ent-Kaurane diterpenes from the stem bark of Annona vepretorum (Annonaceae) and cytotoxic evaluation. |
title_fullStr |
ent-Kaurane diterpenes from the stem bark of Annona vepretorum (Annonaceae) and cytotoxic evaluation. |
title_full_unstemmed |
ent-Kaurane diterpenes from the stem bark of Annona vepretorum (Annonaceae) and cytotoxic evaluation. |
title_sort |
ent-Kaurane diterpenes from the stem bark of Annona vepretorum (Annonaceae) and cytotoxic evaluation. |
author |
Dutra, Lívia Macedo |
author_facet |
Dutra, Lívia Macedo Bomfim, Larissa Mendes Rocha, Suellen Laila A. Nepel, Angelita Soares, Milena Botelho Pereira Barison, Andersson Costa, Emmanoel Vilaça Bezerra, Daniel Pereira |
author_role |
author |
author2 |
Bomfim, Larissa Mendes Rocha, Suellen Laila A. Nepel, Angelita Soares, Milena Botelho Pereira Barison, Andersson Costa, Emmanoel Vilaça Bezerra, Daniel Pereira |
author2_role |
author author author author author author author |
dc.contributor.author.fl_str_mv |
Dutra, Lívia Macedo Bomfim, Larissa Mendes Rocha, Suellen Laila A. Nepel, Angelita Soares, Milena Botelho Pereira Barison, Andersson Costa, Emmanoel Vilaça Bezerra, Daniel Pereira |
dc.subject.en.pt_BR.fl_str_mv |
Annona vepretorum Annonaceae ent-Kaurane diterpenes Cytotoxicity |
topic |
Annona vepretorum Annonaceae ent-Kaurane diterpenes Cytotoxicity Annonaceae/química Antineoplásicos Fitogênicos/farmacologia Diterpenos de Caurano/farmacologia Leucócitos Mononucleares/efeitos de drogas Casca de Planta/química Caules de Planta/química Animais Antineoplásicos Fitogênicos/química Linhagem Celular Tumoral Proliferação de Células/efeitos de drogas Diterpenos de Caurano/isolamento & purificação Relação Dose-Resposta a Droga Ensaios de Seleção de Medicamentos Antitumorais Células HL-60 Células K562 Humanos Camundongos Relação Estrutura-Atividade |
dc.subject.decs.pt_BR.fl_str_mv |
Annonaceae/química Antineoplásicos Fitogênicos/farmacologia Diterpenos de Caurano/farmacologia Leucócitos Mononucleares/efeitos de drogas Casca de Planta/química Caules de Planta/química Animais Antineoplásicos Fitogênicos/química Linhagem Celular Tumoral Proliferação de Células/efeitos de drogas Diterpenos de Caurano/isolamento & purificação Relação Dose-Resposta a Droga Ensaios de Seleção de Medicamentos Antitumorais Células HL-60 Células K562 Humanos Camundongos Relação Estrutura-Atividade |
description |
Federal University of Sergipe. Department of Chemistry. São Cristóvão, SE, Brasil |
publishDate |
2014 |
dc.date.issued.fl_str_mv |
2014 |
dc.date.accessioned.fl_str_mv |
2015-05-19T19:36:45Z |
dc.date.available.fl_str_mv |
2015-05-19T19:36:45Z |
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 |
DUTRA, L. M. et al. ent-Kaurane diterpenes from the stem bark of Annona vepretorum (Annonaceae) and cytotoxic evaluation. Bioorganic & Medicinal Chemistry Letters, v. 24, n. 15, p. 3315-3320, 2014. |
dc.identifier.uri.fl_str_mv |
https://www.arca.fiocruz.br/handle/icict/10437 |
dc.identifier.issn.none.fl_str_mv |
1464-3405 |
dc.identifier.doi.none.fl_str_mv |
dx.doi.org/10.1016/j.bmcl.2014.06.005 |
identifier_str_mv |
DUTRA, L. M. et al. ent-Kaurane diterpenes from the stem bark of Annona vepretorum (Annonaceae) and cytotoxic evaluation. Bioorganic & Medicinal Chemistry Letters, v. 24, n. 15, p. 3315-3320, 2014. 1464-3405 dx.doi.org/10.1016/j.bmcl.2014.06.005 |
url |
https://www.arca.fiocruz.br/handle/icict/10437 |
dc.language.iso.fl_str_mv |
eng |
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eng |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.publisher.none.fl_str_mv |
Elsevier |
publisher.none.fl_str_mv |
Elsevier |
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reponame:Repositório Institucional da FIOCRUZ (ARCA) instname:Fundação Oswaldo Cruz (FIOCRUZ) instacron:FIOCRUZ |
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Fundação Oswaldo Cruz (FIOCRUZ) |
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FIOCRUZ |
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FIOCRUZ |
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Repositório Institucional da FIOCRUZ (ARCA) |
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Repositório Institucional da FIOCRUZ (ARCA) |
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