ent-Kaurane diterpenes from the stem bark of Annona vepretorum (Annonaceae) and cytotoxic evaluation.

Detalhes bibliográficos
Autor(a) principal: Dutra, Lívia Macedo
Data de Publicação: 2014
Outros Autores: Bomfim, Larissa Mendes, Rocha, Suellen Laila A., Nepel, Angelita, Soares, Milena Botelho Pereira, Barison, Andersson, Costa, Emmanoel Vilaça, Bezerra, Daniel Pereira
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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spelling 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:icict/10437Q0VTU8ODTyBOw4NPLUVYQ0xVU0lWQSBERSBESVJFSVRPUyBBVVRPUkFJUwoKQW8gYWNlaXRhciBvcyBURVJNT1MgZSBDT05EScOHw5VFUyBkZXN0YSBDRVNTw4NPLCBvIEFVVE9SIGUvb3UgVElUVUxBUiBkZSBkaXJlaXRvcyBhdXRvcmFpcyBzb2JyZSBhIE9CUkEgZGUgcXVlIHRyYXRhIGVzdGUgZG9jdW1lbnRvOgoKQ0VERSBlIFRSQU5TRkVSRSwgdG90YWwgZSBncmF0dWl0YW1lbnRlLCDDoCBGSU9DUlVaIC0gRlVOREHDh8ODTyBPU1dBTERPIENSVVosIGVtIGNhcsOhdGVyIHBlcm1hbmVudGUsIGlycmV2b2fDoXZlbCBlIE7Dg08gRVhDTFVTSVZPLCAKdG9kb3Mgb3MgZGlyZWl0b3MgcGF0cmltb25pYWlzIE7Dg08gQ09NRVJDSUFJUyBkZSB1dGlsaXphw6fDo28gZGEgT0JSQSBhcnTDrXN0aWNhIGUvb3UgY2llbnTDrWZpY2EgaW5kaWNhZGEgYWNpbWEsIGluY2x1c2l2ZSBvcyBkaXJlaXRvcyAKZGUgdm96IGUgaW1hZ2VtIHZpbmN1bGFkb3Mgw6AgT0JSQSwgZHVyYW50ZSB0b2RvIG8gcHJhem8gZGUgZHVyYcOnw6NvIGRvcyBkaXJlaXRvcyBhdXRvcmFpcywgZW0gcXVhbHF1ZXIgaWRpb21hIGUgZW0gdG9kb3Mgb3MgcGHDrXNlczsKICAgICAgICAKQUNFSVRBIHF1ZSBhIGNlc3PDo28gdG90YWwgbsOjbyBleGNsdXNpdmEsIHBlcm1hbmVudGUgZSBpcnJldm9nw6F2ZWwgZG9zIGRpcmVpdG9zIGF1dG9yYWlzIHBhdHJpbW9uaWFpcyBuw6NvIGNvbWVyY2lhaXMgZGUgdXRpbGl6YcOnw6NvIApkZSBxdWUgdHJhdGEgZXN0ZSBkb2N1bWVudG8gaW5jbHVpLCBleGVtcGxpZmljYXRpdmFtZW50ZSwgb3MgZGlyZWl0b3MgZGUgZGlzcG9uaWJpbGl6YcOnw6NvIGUgY29tdW5pY2HDp8OjbyBww7pibGljYSBkYSBPQlJBLCBlbSBxdWFscXVlciAKbWVpbyBvdSB2ZcOtY3VsbywgaW5jbHVzaXZlIGVtIFJlcG9zaXTDs3Jpb3MgRGlnaXRhaXMsIGJlbSBjb21vIG9zIGRpcmVpdG9zIGRlIHJlcHJvZHXDp8OjbywgZXhpYmnDp8OjbywgZXhlY3XDp8OjbywgZGVjbGFtYcOnw6NvLCBleHBvc2nDp8OjbywgCmFycXVpdmFtZW50bywgaW5jbHVzw6NvIGVtIGJhbmNvIGRlIGRhZG9zLCBwcmVzZXJ2YcOnw6NvLCBkaWZ1c8OjbywgZGlzdHJpYnVpw6fDo28sIGRpdnVsZ2HDp8OjbywgZW1wcsOpc3RpbW8sIHRyYWR1w6fDo28sIGluY2x1c8OjbyBlbSBub3ZhcyAKb2JyYXMgb3UgY29sZXTDom5lYXMsIHJldXRpbGl6YcOnw6NvLCBlZGnDp8OjbywgcHJvZHXDp8OjbyBkZSBtYXRlcmlhbCBkaWTDoXRpY28gZSBjdXJzb3Mgb3UgcXVhbHF1ZXIgZm9ybWEgZGUgdXRpbGl6YcOnw6NvIG7Do28gY29tZXJjaWFsOwogICAgICAgIApSRUNPTkhFQ0UgcXVlIGEgY2Vzc8OjbyBhcXVpIGVzcGVjaWZpY2FkYSBjb25jZWRlIMOgIEZJT0NSVVogLSBGVU5EQcOHw4NPIE9TV0FMRE8gQ1JVWiBvIGRpcmVpdG8gZGUgYXV0b3JpemFyIHF1YWxxdWVyIHBlc3NvYSDigJMgZsOtc2ljYSAKb3UganVyw61kaWNhLCBww7pibGljYSBvdSBwcml2YWRhLCBuYWNpb25hbCBvdSBlc3RyYW5nZWlyYSDigJMgYSBhY2Vzc2FyIGUgdXRpbGl6YXIgYW1wbGFtZW50ZSBhIE9CUkEsIHNlbSBleGNsdXNpdmlkYWRlLCBwYXJhIHF1YWlzcXVlciAKZmluYWxpZGFkZXMgbsOjbyBjb21lcmNpYWlzOwogICAgICAgIApERUNMQVJBIHF1ZSBhIG9icmEgw6kgY3JpYcOnw6NvIG9yaWdpbmFsIGUgcXVlIMOpIG8gdGl0dWxhciBkb3MgZGlyZWl0b3MgYXF1aSBjZWRpZG9zIGUgYXV0b3JpemFkb3MsIHJlc3BvbnNhYmlsaXphbmRvLXNlIGludGVncmFsbWVudGUgCnBlbG8gY29udGXDumRvIGUgb3V0cm9zIGVsZW1lbnRvcyBxdWUgZmF6ZW0gcGFydGUgZGEgT0JSQSwgaW5jbHVzaXZlIG9zIGRpcmVpdG9zIGRlIHZveiBlIGltYWdlbSB2aW5jdWxhZG9zIMOgIE9CUkEsIG9icmlnYW5kby1zZSBhIAppbmRlbml6YXIgdGVyY2Vpcm9zIHBvciBkYW5vcywgYmVtIGNvbW8gaW5kZW5pemFyIGUgcmVzc2FyY2lyIGEgRklPQ1JVWiAtIEZVTkRBw4fDg08gT1NXQUxETyBDUlVaIGRlIGV2ZW50dWFpcyBkZXNwZXNhcyBxdWUgdmllcmVtIGEgCnN1cG9ydGFyLCBlbSByYXrDo28gZGUgcXVhbHF1ZXIgb2ZlbnNhIGEgZGlyZWl0b3MgYXV0b3JhaXMgb3UgZGlyZWl0b3MgZGUgdm96IG91IGltYWdlbSwgcHJpbmNpcGFsbWVudGUgbm8gcXVlIGRpeiByZXNwZWl0byBhIHBsw6FnaW8gCmUgdmlvbGHDp8O1ZXMgZGUgZGlyZWl0b3M7CiAgICAgICAgCkFGSVJNQSBxdWUgY29uaGVjZSBhIFBvbMOtdGljYSBJbnN0aXR1Y2lvbmFsIGRlIEFjZXNzbyBBYmVydG8gZGEgSW5zdGl0dWnDp8OjbyBlIGFzIGRpcmV0cml6ZXMgcGFyYSBvIGZ1bmNpb25hbWVudG8gZG8gcmVwb3NpdMOzcmlvIAppbnN0aXR1Y2lvbmFsIEFSQ0EKRepositório 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
language 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
dc.source.none.fl_str_mv reponame:Repositório Institucional da FIOCRUZ (ARCA)
instname:Fundação Oswaldo Cruz (FIOCRUZ)
instacron:FIOCRUZ
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instacron_str FIOCRUZ
institution FIOCRUZ
reponame_str Repositório Institucional da FIOCRUZ (ARCA)
collection Repositório Institucional da FIOCRUZ (ARCA)
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