Chemical and biological evaluation of Amazonian medicinal plant Vouacapoua americana Aubl.

Detalhes bibliográficos
Autor(a) principal: ÇIÇEK, S. S.
Data de Publicação: 2022
Outros Autores: BARBOSA, A. L. P., WENZEL-STORJOHANN, A., SEGOVIA, J. F. O., BEZERRA, R. M., SÖNNICHSEN, F., ZIDORN, C., KANZAKI, I., TASDEMIR, D.
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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spelling 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)
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instname_str Empresa Brasileira de Pesquisa Agropecuária (Embrapa)
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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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