Chemical and biological evaluation of Amazonian medicinal plant Vouacapoua americana Aubl.
Autor(a) principal: | |
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Data de Publicação: | 2022 |
Outros Autores: | , , , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Institucional da EMBRAPA (Repository Open Access to Scientific Information from EMBRAPA - Alice) |
Texto Completo: | http://www.alice.cnptia.embrapa.br/alice/handle/doc/1150380 https://doi.org/10.3390/plants12010099 |
Resumo: | Vouacapoua americana (Fabaceae) is an economically important tree in the Amazon region and used for its highly resistant heartwood as well as for medicinal purposes. Despite its frequent use, phytochemical investigations have been limited and rather focused on ecological properties than on its pharmacological potential. In this study, we investigated the phytochemistry and bioactivity of V. americana stem bark extract and its constituents to identify eventual lead structures forfurther drug development. Applying hydrodistillation and subsequent GC-MS analysis, we investigated the composition of the essential oil and identified the 15 most abundant components. Moreover, the diterpenoids deacetylchagresnone (1), cassa-13(14),15-dien-oic acid (2), isoneocaesalpin H (3), (+)-vouacapenic acid (4), and (+)-methyl vouacapenate (5) were isolated from the stem bark, with compounds 2 and 4 showing pronounced effects on Methicillin-resistant Staphylococcus aureus and Enterococcus faecium, respectively. During the structure elucidation of deacetylchagresnone (1), which was isolated from a natural source for the first time, we detected inconsistencies regarding the configuration of the cyclopropane ring. Thus, the structure was revised for both deacetylchagresnone (1) and the previously isolated chagresnone. Following our works on Copaifera reticulata and Vatairea guianensis, the results of this study further contribute to the knowledge of Amazonian medicinal plants. |
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Chemical and biological evaluation of Amazonian medicinal plant Vouacapoua americana Aubl.AcapuCaesalpinioideaeCytotoxicityAntibacterial plantsVouacapoua americana (Fabaceae) is an economically important tree in the Amazon region and used for its highly resistant heartwood as well as for medicinal purposes. Despite its frequent use, phytochemical investigations have been limited and rather focused on ecological properties than on its pharmacological potential. In this study, we investigated the phytochemistry and bioactivity of V. americana stem bark extract and its constituents to identify eventual lead structures forfurther drug development. Applying hydrodistillation and subsequent GC-MS analysis, we investigated the composition of the essential oil and identified the 15 most abundant components. Moreover, the diterpenoids deacetylchagresnone (1), cassa-13(14),15-dien-oic acid (2), isoneocaesalpin H (3), (+)-vouacapenic acid (4), and (+)-methyl vouacapenate (5) were isolated from the stem bark, with compounds 2 and 4 showing pronounced effects on Methicillin-resistant Staphylococcus aureus and Enterococcus faecium, respectively. During the structure elucidation of deacetylchagresnone (1), which was isolated from a natural source for the first time, we detected inconsistencies regarding the configuration of the cyclopropane ring. Thus, the structure was revised for both deacetylchagresnone (1) and the previously isolated chagresnone. Following our works on Copaifera reticulata and Vatairea guianensis, the results of this study further contribute to the knowledge of Amazonian medicinal plants.SERHAT SEZAI ÇIÇEK, CHRISTIAN-ALBRECHTS-UNIVERSITÄT ZU KIELANNA LAÍS PFEIFER BARBOSA, CHRISTIAN-ALBRECHTS-UNIVERSITÄT ZU KIELARLETTE WENZEL-STORJOHANN, GEOMAR HELMHOLTZ-ZENTRUM FÜR OZEANFORSCHUNG KIELJORGE FEDERICO ORELLANA SEGOVIA, CPAF-APROBERTO MESSIAS BEZERRA, UNIVERSIDADE FEDERAL DO AMAPÁFRANK SÖNNICHSEN, CHRISTIAN-ALBRECHTS-UNIVERSITÄT ZU KIELCHRISTIAN ZIDORN, CHRISTIAN-ALBRECHTS-UNIVERSITÄT ZU KIELISAMU KANZAKI, UNIVERSIDADE DE BRASÍLIADENIZ TASDEMIR, GEOMAR HELMHOLTZ-ZENTRUM FÜR OZEANFORSCHUNG KIEL.ÇIÇEK, S. S.BARBOSA, A. L. P.WENZEL-STORJOHANN, A.SEGOVIA, J. F. O.BEZERRA, R. M.SÖNNICHSEN, F.ZIDORN, C.KANZAKI, I.TASDEMIR, D.2022-12-27T18:01:19Z2022-12-27T18:01:19Z2022-12-272023info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlePlants, v. 12, n. 1, 99, 2023.http://www.alice.cnptia.embrapa.br/alice/handle/doc/1150380https://doi.org/10.3390/plants12010099enginfo:eu-repo/semantics/openAccessreponame:Repositório Institucional da EMBRAPA (Repository Open Access to Scientific Information from EMBRAPA - Alice)instname:Empresa Brasileira de Pesquisa Agropecuária (Embrapa)instacron:EMBRAPA2022-12-27T18:01:19Zoai:www.alice.cnptia.embrapa.br:doc/1150380Repositório InstitucionalPUBhttps://www.alice.cnptia.embrapa.br/oai/requestcg-riaa@embrapa.bropendoar:21542022-12-27T18:01:19Repositório Institucional da EMBRAPA (Repository Open Access to Scientific Information from EMBRAPA - Alice) - Empresa Brasileira de Pesquisa Agropecuária (Embrapa)false |
dc.title.none.fl_str_mv |
Chemical and biological evaluation of Amazonian medicinal plant Vouacapoua americana Aubl. |
title |
Chemical and biological evaluation of Amazonian medicinal plant Vouacapoua americana Aubl. |
spellingShingle |
Chemical and biological evaluation of Amazonian medicinal plant Vouacapoua americana Aubl. ÇIÇEK, S. S. Acapu Caesalpinioideae Cytotoxicity Antibacterial plants |
title_short |
Chemical and biological evaluation of Amazonian medicinal plant Vouacapoua americana Aubl. |
title_full |
Chemical and biological evaluation of Amazonian medicinal plant Vouacapoua americana Aubl. |
title_fullStr |
Chemical and biological evaluation of Amazonian medicinal plant Vouacapoua americana Aubl. |
title_full_unstemmed |
Chemical and biological evaluation of Amazonian medicinal plant Vouacapoua americana Aubl. |
title_sort |
Chemical and biological evaluation of Amazonian medicinal plant Vouacapoua americana Aubl. |
author |
ÇIÇEK, S. S. |
author_facet |
ÇIÇEK, S. S. BARBOSA, A. L. P. WENZEL-STORJOHANN, A. SEGOVIA, J. F. O. BEZERRA, R. M. SÖNNICHSEN, F. ZIDORN, C. KANZAKI, I. TASDEMIR, D. |
author_role |
author |
author2 |
BARBOSA, A. L. P. WENZEL-STORJOHANN, A. SEGOVIA, J. F. O. BEZERRA, R. M. SÖNNICHSEN, F. ZIDORN, C. KANZAKI, I. TASDEMIR, D. |
author2_role |
author author author author author author author author |
dc.contributor.none.fl_str_mv |
SERHAT SEZAI ÇIÇEK, CHRISTIAN-ALBRECHTS-UNIVERSITÄT ZU KIEL ANNA LAÍS PFEIFER BARBOSA, CHRISTIAN-ALBRECHTS-UNIVERSITÄT ZU KIEL ARLETTE WENZEL-STORJOHANN, GEOMAR HELMHOLTZ-ZENTRUM FÜR OZEANFORSCHUNG KIEL JORGE FEDERICO ORELLANA SEGOVIA, CPAF-AP ROBERTO MESSIAS BEZERRA, UNIVERSIDADE FEDERAL DO AMAPÁ FRANK SÖNNICHSEN, CHRISTIAN-ALBRECHTS-UNIVERSITÄT ZU KIEL CHRISTIAN ZIDORN, CHRISTIAN-ALBRECHTS-UNIVERSITÄT ZU KIEL ISAMU KANZAKI, UNIVERSIDADE DE BRASÍLIA DENIZ TASDEMIR, GEOMAR HELMHOLTZ-ZENTRUM FÜR OZEANFORSCHUNG KIEL. |
dc.contributor.author.fl_str_mv |
ÇIÇEK, S. S. BARBOSA, A. L. P. WENZEL-STORJOHANN, A. SEGOVIA, J. F. O. BEZERRA, R. M. SÖNNICHSEN, F. ZIDORN, C. KANZAKI, I. TASDEMIR, D. |
dc.subject.por.fl_str_mv |
Acapu Caesalpinioideae Cytotoxicity Antibacterial plants |
topic |
Acapu Caesalpinioideae Cytotoxicity Antibacterial plants |
description |
Vouacapoua americana (Fabaceae) is an economically important tree in the Amazon region and used for its highly resistant heartwood as well as for medicinal purposes. Despite its frequent use, phytochemical investigations have been limited and rather focused on ecological properties than on its pharmacological potential. In this study, we investigated the phytochemistry and bioactivity of V. americana stem bark extract and its constituents to identify eventual lead structures forfurther drug development. Applying hydrodistillation and subsequent GC-MS analysis, we investigated the composition of the essential oil and identified the 15 most abundant components. Moreover, the diterpenoids deacetylchagresnone (1), cassa-13(14),15-dien-oic acid (2), isoneocaesalpin H (3), (+)-vouacapenic acid (4), and (+)-methyl vouacapenate (5) were isolated from the stem bark, with compounds 2 and 4 showing pronounced effects on Methicillin-resistant Staphylococcus aureus and Enterococcus faecium, respectively. During the structure elucidation of deacetylchagresnone (1), which was isolated from a natural source for the first time, we detected inconsistencies regarding the configuration of the cyclopropane ring. Thus, the structure was revised for both deacetylchagresnone (1) and the previously isolated chagresnone. Following our works on Copaifera reticulata and Vatairea guianensis, the results of this study further contribute to the knowledge of Amazonian medicinal plants. |
publishDate |
2022 |
dc.date.none.fl_str_mv |
2022-12-27T18:01:19Z 2022-12-27T18:01:19Z 2022-12-27 2023 |
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.uri.fl_str_mv |
Plants, v. 12, n. 1, 99, 2023. http://www.alice.cnptia.embrapa.br/alice/handle/doc/1150380 https://doi.org/10.3390/plants12010099 |
identifier_str_mv |
Plants, v. 12, n. 1, 99, 2023. |
url |
http://www.alice.cnptia.embrapa.br/alice/handle/doc/1150380 https://doi.org/10.3390/plants12010099 |
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.source.none.fl_str_mv |
reponame:Repositório Institucional da EMBRAPA (Repository Open Access to Scientific Information from EMBRAPA - Alice) instname:Empresa Brasileira de Pesquisa Agropecuária (Embrapa) instacron:EMBRAPA |
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Empresa Brasileira de Pesquisa Agropecuária (Embrapa) |
instacron_str |
EMBRAPA |
institution |
EMBRAPA |
reponame_str |
Repositório Institucional da EMBRAPA (Repository Open Access to Scientific Information from EMBRAPA - Alice) |
collection |
Repositório Institucional da EMBRAPA (Repository Open Access to Scientific Information from EMBRAPA - Alice) |
repository.name.fl_str_mv |
Repositório Institucional da EMBRAPA (Repository Open Access to Scientific Information from EMBRAPA - Alice) - Empresa Brasileira de Pesquisa Agropecuária (Embrapa) |
repository.mail.fl_str_mv |
cg-riaa@embrapa.br |
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1817695660219039744 |