Bitter acids from hydroethanolic extracts of Humulus lupulus L., Cannabaceae, used as anxiolytic

Detalhes bibliográficos
Autor(a) principal: Negri, Giuseppina [UNIFESP]
Data de Publicação: 2010
Outros Autores: Di Santi, Daniel [UNIFESP], Tabach, Ricardo [UNIFESP]
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNIFESP
Texto Completo: http://dx.doi.org/10.1590/S0102-695X2010005000051
http://repositorio.unifesp.br/handle/11600/6086
Resumo: Humulus lupulus L., Cannabaceae, is commonly used as light sedative and anxiolytics in folk medicine. HPLC-DAD-ESI-MSn represents a powerful tool for the analysis of natural products, since it can simultaneously provide a UV chromatogram and significant structural information about compounds in complex mixture. The aim of this work was characterize the constituents present in hydroethanolic extract. Compounds 1-9 were tentatively characterized on the basis of UV, MS/MS, after reversed phase separation, retention time and literature data. The main phenolic compounds (based on peak area) were characterized as hulupinic acid (9), cohulupone (8), two oxidized hop alfa-bitter acids (principal constituents), one being a oxidized cohumulinone (5) and the other an oxidized humulinone (7) derivatives, together with a procyanidin dimer B (3), flavonoids rutin (4) and kaempferol-7-O-rutinoside (6). This plant known, due to anxiolytic property and beer flavoring, showed oxidized hop bitter acids, as principal constituents, in its hydroethanolic extract.
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spelling Bitter acids from hydroethanolic extracts of Humulus lupulus L., Cannabaceae, used as anxiolyticHumulus lupulusflavonoid glycosidesoxidized hop bitter acidsHPLC/DAD/MS/MSHumulus lupulusflavonoides glicosídeosderivados de alfa-ácidos amargos oxidadosHPLC/DAD/MS/MSHumulus lupulus L., Cannabaceae, is commonly used as light sedative and anxiolytics in folk medicine. HPLC-DAD-ESI-MSn represents a powerful tool for the analysis of natural products, since it can simultaneously provide a UV chromatogram and significant structural information about compounds in complex mixture. The aim of this work was characterize the constituents present in hydroethanolic extract. Compounds 1-9 were tentatively characterized on the basis of UV, MS/MS, after reversed phase separation, retention time and literature data. The main phenolic compounds (based on peak area) were characterized as hulupinic acid (9), cohulupone (8), two oxidized hop alfa-bitter acids (principal constituents), one being a oxidized cohumulinone (5) and the other an oxidized humulinone (7) derivatives, together with a procyanidin dimer B (3), flavonoids rutin (4) and kaempferol-7-O-rutinoside (6). This plant known, due to anxiolytic property and beer flavoring, showed oxidized hop bitter acids, as principal constituents, in its hydroethanolic extract.Humulus lupulus L., Cannabaceae, é usada como sedativo e ansiolítico na medicina popular. O método de HPLC-DAD-ESI-MSn representa uma ferramenta poderosa para a análise de produtos naturais, desde que ela fornece o espectro de UV e informações estruturais sobre os constituintes da mistura. O objetivo deste trabalho foi o de caracterizar os constituintes encontrados no extrato hidroalcoólico. Os constituintes 1-9 foram tentativamente caracterizados através do UV/DAD e ionização por electrospray (MS/MS) depois da separação usando fase reversa, tempo de retenção e dados da literatura. Os principais compostos fenólicos (baseados na área dos picos) foram caracterizados como ácido hulupínico (9), coulupona (8), dois alfa-ácidos amargos oxidados (principais constituintes), um deles sendo um derivado da coumulinona oxidada (5) e o outro um derivado da humulinona oxidada (7), junto com uma procianidina B (3) e os flavonoides rutina (4) e o canferol-7-O-rutinosídeo (6). Esta planta conhecida devido às suas propriedades ansiolíticas e por ser um componente da cerveja, mostrou derivados oxidados de alfa-ácidos, como principais constituintes do extrato hidroalcoólico.Universidade Federal de São Paulo (UNIFESP) Departmento de PsicobiologiaUNIFESP, Departmento de PsicobiologiaSciELOFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Associacao Fundo de Incentivo a Psicofarmacologia (AFIP)Sociedade Brasileira de FarmacognosiaUniversidade Federal de São Paulo (UNIFESP)Negri, Giuseppina [UNIFESP]Di Santi, Daniel [UNIFESP]Tabach, Ricardo [UNIFESP]2015-06-14T13:42:02Z2015-06-14T13:42:02Z2010-12-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersion850-859application/pdfhttp://dx.doi.org/10.1590/S0102-695X2010005000051Revista Brasileira de Farmacognosia. Sociedade Brasileira de Farmacognosia, v. 20, n. 6, p. 850-859, 2010.10.1590/S0102-695X2010005000051S0102-695X2010000600005.pdf0102-695XS0102-695X2010000600005http://repositorio.unifesp.br/handle/11600/6086WOS:000286620400005engRevista Brasileira de Farmacognosiainfo:eu-repo/semantics/openAccessreponame:Repositório Institucional da UNIFESPinstname:Universidade Federal de São Paulo (UNIFESP)instacron:UNIFESP2024-08-05T01:50:16Zoai:repositorio.unifesp.br/:11600/6086Repositório InstitucionalPUBhttp://www.repositorio.unifesp.br/oai/requestbiblioteca.csp@unifesp.bropendoar:34652024-08-05T01:50:16Repositório Institucional da UNIFESP - Universidade Federal de São Paulo (UNIFESP)false
dc.title.none.fl_str_mv Bitter acids from hydroethanolic extracts of Humulus lupulus L., Cannabaceae, used as anxiolytic
title Bitter acids from hydroethanolic extracts of Humulus lupulus L., Cannabaceae, used as anxiolytic
spellingShingle Bitter acids from hydroethanolic extracts of Humulus lupulus L., Cannabaceae, used as anxiolytic
Negri, Giuseppina [UNIFESP]
Humulus lupulus
flavonoid glycosides
oxidized hop bitter acids
HPLC/DAD/MS/MS
Humulus lupulus
flavonoides glicosídeos
derivados de alfa-ácidos amargos oxidados
HPLC/DAD/MS/MS
title_short Bitter acids from hydroethanolic extracts of Humulus lupulus L., Cannabaceae, used as anxiolytic
title_full Bitter acids from hydroethanolic extracts of Humulus lupulus L., Cannabaceae, used as anxiolytic
title_fullStr Bitter acids from hydroethanolic extracts of Humulus lupulus L., Cannabaceae, used as anxiolytic
title_full_unstemmed Bitter acids from hydroethanolic extracts of Humulus lupulus L., Cannabaceae, used as anxiolytic
title_sort Bitter acids from hydroethanolic extracts of Humulus lupulus L., Cannabaceae, used as anxiolytic
author Negri, Giuseppina [UNIFESP]
author_facet Negri, Giuseppina [UNIFESP]
Di Santi, Daniel [UNIFESP]
Tabach, Ricardo [UNIFESP]
author_role author
author2 Di Santi, Daniel [UNIFESP]
Tabach, Ricardo [UNIFESP]
author2_role author
author
dc.contributor.none.fl_str_mv Universidade Federal de São Paulo (UNIFESP)
dc.contributor.author.fl_str_mv Negri, Giuseppina [UNIFESP]
Di Santi, Daniel [UNIFESP]
Tabach, Ricardo [UNIFESP]
dc.subject.por.fl_str_mv Humulus lupulus
flavonoid glycosides
oxidized hop bitter acids
HPLC/DAD/MS/MS
Humulus lupulus
flavonoides glicosídeos
derivados de alfa-ácidos amargos oxidados
HPLC/DAD/MS/MS
topic Humulus lupulus
flavonoid glycosides
oxidized hop bitter acids
HPLC/DAD/MS/MS
Humulus lupulus
flavonoides glicosídeos
derivados de alfa-ácidos amargos oxidados
HPLC/DAD/MS/MS
description Humulus lupulus L., Cannabaceae, is commonly used as light sedative and anxiolytics in folk medicine. HPLC-DAD-ESI-MSn represents a powerful tool for the analysis of natural products, since it can simultaneously provide a UV chromatogram and significant structural information about compounds in complex mixture. The aim of this work was characterize the constituents present in hydroethanolic extract. Compounds 1-9 were tentatively characterized on the basis of UV, MS/MS, after reversed phase separation, retention time and literature data. The main phenolic compounds (based on peak area) were characterized as hulupinic acid (9), cohulupone (8), two oxidized hop alfa-bitter acids (principal constituents), one being a oxidized cohumulinone (5) and the other an oxidized humulinone (7) derivatives, together with a procyanidin dimer B (3), flavonoids rutin (4) and kaempferol-7-O-rutinoside (6). This plant known, due to anxiolytic property and beer flavoring, showed oxidized hop bitter acids, as principal constituents, in its hydroethanolic extract.
publishDate 2010
dc.date.none.fl_str_mv 2010-12-01
2015-06-14T13:42:02Z
2015-06-14T13:42:02Z
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://dx.doi.org/10.1590/S0102-695X2010005000051
Revista Brasileira de Farmacognosia. Sociedade Brasileira de Farmacognosia, v. 20, n. 6, p. 850-859, 2010.
10.1590/S0102-695X2010005000051
S0102-695X2010000600005.pdf
0102-695X
S0102-695X2010000600005
http://repositorio.unifesp.br/handle/11600/6086
WOS:000286620400005
url http://dx.doi.org/10.1590/S0102-695X2010005000051
http://repositorio.unifesp.br/handle/11600/6086
identifier_str_mv Revista Brasileira de Farmacognosia. Sociedade Brasileira de Farmacognosia, v. 20, n. 6, p. 850-859, 2010.
10.1590/S0102-695X2010005000051
S0102-695X2010000600005.pdf
0102-695X
S0102-695X2010000600005
WOS:000286620400005
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Revista Brasileira de Farmacognosia
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 850-859
application/pdf
dc.publisher.none.fl_str_mv Sociedade Brasileira de Farmacognosia
publisher.none.fl_str_mv Sociedade Brasileira de Farmacognosia
dc.source.none.fl_str_mv reponame:Repositório Institucional da UNIFESP
instname:Universidade Federal de São Paulo (UNIFESP)
instacron:UNIFESP
instname_str Universidade Federal de São Paulo (UNIFESP)
instacron_str UNIFESP
institution UNIFESP
reponame_str Repositório Institucional da UNIFESP
collection Repositório Institucional da UNIFESP
repository.name.fl_str_mv Repositório Institucional da UNIFESP - Universidade Federal de São Paulo (UNIFESP)
repository.mail.fl_str_mv biblioteca.csp@unifesp.br
_version_ 1814268372661043200

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