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Alkaloid and polyphenolic profiles of Brazilian Uncaria tomentosa leaves

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Resumo:The leaf alkaloidal and polyphenolic profiles from four wild Uncaria tomentosa (Willd.) DC specimens (cat's claw), harvested in different locations of the Brazilian Amazon rainforest have been analyzed. Methanol leaf extracts were treated with HCl 0.1N followed by partition with ethyl acetate to afford phenol-rich fractions. The aqueous fractions were then alkalinized with NH4OH and extracted with ethyl acetate to afford alkaloid fractions. The alkaloid fractions from three specimens showed similar HPLC-DAD profiles, with the pentacyclic oxindole alkaloids mitraphylline and isomytraphylline predominating [1]. The fourth specimen showed a distinct profile with tetracyclic oxindole alkaloids as major components as revealed by [M+H]+ ions at m/z 385 in UHPLC-MS, corroborated by diagnostic signals in 1H-NMR. Apart from the sample with a distinct alkaloidal chemotype no significant differences occurred in the phenol-rich fraction profiles revealed by TLC and HPLC-DAD. They contain mostly phenolic acid derivatives complemented by minor flavonoids. The common signal for chlorogenic acid was quantified in these phenol-rich fractions by comparison with an external standard, enabling evaluation of the linearity, detection limit and recovery. The chlorogenic acid content varied from 0.15 ± 0.01 to 0.58 ± 0.02 mg/g of dry leaves as measured at 280nm, whereas the total phenolic content varied between 147 ± 22 and 632 ± 58 µg GAE/g by Folin-Ciocalteu. This study of the chemistry of the aerial parts of the species complements earlier studies most of which have been performed on commercial alkaloid-based roots and bark materials.
Autores principais:Pereira, D. S.
Outros Autores:Geraldo, M. Dulce; Siani, A. C.; Tostes, J. B. F.; Mazzei, J. L.; Valente, L. M. M.
Assunto:Perfil antioxidante Uncaria tomentosa leaf total phenols chlorogenic acid oxindole alkaloids
Ano:2014
País:Portugal
Tipo de documento:outro
Tipo de acesso:acesso aberto
Instituição associada:Universidade do Minho
Idioma:inglês
Origem:RepositóriUM - Universidade do Minho
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author Pereira, D. S.
author2 Geraldo, M. Dulce
Siani, A. C.
Tostes, J. B. F.
Mazzei, J. L.
Valente, L. M. M.
author2_role author
author
author
author
author
author_facet Pereira, D. S.
Geraldo, M. Dulce
Siani, A. C.
Tostes, J. B. F.
Mazzei, J. L.
Valente, L. M. M.
author_role author
contributor_name_str_mv Universidade do Minho
country_str PT
creators_json_str [{\"Person.name\":\"Pereira, D. S.\"},{\"Person.name\":\"Geraldo, M. Dulce\"},{\"Person.name\":\"Siani, A. C.\"},{\"Person.name\":\"Tostes, J. B. F.\"},{\"Person.name\":\"Mazzei, J. L.\"},{\"Person.name\":\"Valente, L. M. M.\"}]
datacite.contributors.contributor.contributorName.fl_str_mv Universidade do Minho
datacite.creators.creator.creatorName.fl_str_mv Pereira, D. S.
Geraldo, M. Dulce
Siani, A. C.
Tostes, J. B. F.
Mazzei, J. L.
Valente, L. M. M.
datacite.date.Accepted.fl_str_mv 2014-01-01T00:00:00Z
datacite.date.available.fl_str_mv 2015-05-12T17:44:25Z
datacite.date.embargoed.fl_str_mv 2015-05-12T17:44:25Z
datacite.rights.fl_str_mv http://purl.org/coar/access_right/c_abf2
datacite.subjects.subject.fl_str_mv Perfil antioxidante
Uncaria tomentosa
leaf total phenols
chlorogenic acid
oxindole alkaloids
datacite.titles.title.fl_str_mv Alkaloid and polyphenolic profiles of Brazilian Uncaria tomentosa leaves
dc.contributor.none.fl_str_mv Universidade do Minho
dc.creator.none.fl_str_mv Pereira, D. S.
Geraldo, M. Dulce
Siani, A. C.
Tostes, J. B. F.
Mazzei, J. L.
Valente, L. M. M.
dc.date.Accepted.fl_str_mv 2014-01-01T00:00:00Z
dc.date.available.fl_str_mv 2015-05-12T17:44:25Z
dc.date.embargoed.fl_str_mv 2015-05-12T17:44:25Z
dc.format.none.fl_str_mv application/pdf
dc.identifier.none.fl_str_mv https://hdl.handle.net/1822/35131
dc.language.none.fl_str_mv eng
dc.publisher.none.fl_str_mv Georg Thieme Verlag
dc.rights.none.fl_str_mv http://purl.org/coar/access_right/c_abf2
dc.subject.none.fl_str_mv Perfil antioxidante
Uncaria tomentosa
leaf total phenols
chlorogenic acid
oxindole alkaloids
dc.title.fl_str_mv Alkaloid and polyphenolic profiles of Brazilian Uncaria tomentosa leaves
dc.type.none.fl_str_mv http://purl.org/coar/resource_type/c_1843
description The leaf alkaloidal and polyphenolic profiles from four wild Uncaria tomentosa (Willd.) DC specimens (cat's claw), harvested in different locations of the Brazilian Amazon rainforest have been analyzed. Methanol leaf extracts were treated with HCl 0.1N followed by partition with ethyl acetate to afford phenol-rich fractions. The aqueous fractions were then alkalinized with NH4OH and extracted with ethyl acetate to afford alkaloid fractions. The alkaloid fractions from three specimens showed similar HPLC-DAD profiles, with the pentacyclic oxindole alkaloids mitraphylline and isomytraphylline predominating [1]. The fourth specimen showed a distinct profile with tetracyclic oxindole alkaloids as major components as revealed by [M+H]+ ions at m/z 385 in UHPLC-MS, corroborated by diagnostic signals in 1H-NMR. Apart from the sample with a distinct alkaloidal chemotype no significant differences occurred in the phenol-rich fraction profiles revealed by TLC and HPLC-DAD. They contain mostly phenolic acid derivatives complemented by minor flavonoids. The common signal for chlorogenic acid was quantified in these phenol-rich fractions by comparison with an external standard, enabling evaluation of the linearity, detection limit and recovery. The chlorogenic acid content varied from 0.15 ± 0.01 to 0.58 ± 0.02 mg/g of dry leaves as measured at 280nm, whereas the total phenolic content varied between 147 ± 22 and 632 ± 58 µg GAE/g by Folin-Ciocalteu. This study of the chemistry of the aerial parts of the species complements earlier studies most of which have been performed on commercial alkaloid-based roots and bark materials.
dirty 0
eu_rights_str_mv openAccess
format other
fulltext.url.fl_str_mv https://prod-dspace.uminho.pt/bitstreams/df421c65-5989-4007-b395-47965b5b56b2/download
id rum_2fbd7a282d0f45afa352f87f427f5fca
identifier.url.fl_str_mv https://hdl.handle.net/1822/35131
instacron_str repositorium
institution Universidade do Minho
instname_str Universidade do Minho
language eng
network_acronym_str rum
network_name_str RepositóriUM - Universidade do Minho
oai_identifier_str oai:repositorium.uminho.pt:1822/35131
organization_str_mv urn:organizationAcronym:repositorium
person_str_mv Pereira, D. S.
Geraldo, M. Dulce
Siani, A. C.
Tostes, J. B. F.
Mazzei, J. L.
Valente, L. M. M.
publishDate 2014
publisher.none.fl_str_mv Georg Thieme Verlag
reponame_str RepositóriUM - Universidade do Minho
repository_id_str urn:repositoryAcronym:rum
service_str_mv urn:repositoryAcronym:rum
spelling engGeorg Thieme VerlagporThe leaf alkaloidal and polyphenolic profiles from four wild Uncaria tomentosa (Willd.) DC specimens (cat's claw), harvested in different locations of the Brazilian Amazon rainforest have been analyzed. Methanol leaf extracts were treated with HCl 0.1N followed by partition with ethyl acetate to afford phenol-rich fractions. The aqueous fractions were then alkalinized with NH4OH and extracted with ethyl acetate to afford alkaloid fractions. The alkaloid fractions from three specimens showed similar HPLC-DAD profiles, with the pentacyclic oxindole alkaloids mitraphylline and isomytraphylline predominating [1]. The fourth specimen showed a distinct profile with tetracyclic oxindole alkaloids as major components as revealed by [M+H]+ ions at m/z 385 in UHPLC-MS, corroborated by diagnostic signals in 1H-NMR. Apart from the sample with a distinct alkaloidal chemotype no significant differences occurred in the phenol-rich fraction profiles revealed by TLC and HPLC-DAD. They contain mostly phenolic acid derivatives complemented by minor flavonoids. The common signal for chlorogenic acid was quantified in these phenol-rich fractions by comparison with an external standard, enabling evaluation of the linearity, detection limit and recovery. The chlorogenic acid content varied from 0.15 ± 0.01 to 0.58 ± 0.02 mg/g of dry leaves as measured at 280nm, whereas the total phenolic content varied between 147 ± 22 and 632 ± 58 µg GAE/g by Folin-Ciocalteu. This study of the chemistry of the aerial parts of the species complements earlier studies most of which have been performed on commercial alkaloid-based roots and bark materials.application/pdfporAlkaloid and polyphenolic profiles of Brazilian Uncaria tomentosa leavesPereira, D. S.Geraldo, M. DulceSiani, A. C.Tostes, J. B. F.Mazzei, J. L.Valente, L. M. M.HostingInstitutionOrganizationalUniversidade do Minhoe-mailmailto:repositorium@usdb.uminho.ptrepositorium@usdb.uminho.ptISSNIsPartOf0032-0943DOIIsPartOf10.1055/s-0034-13945712015-05-12T17:44:25Z20142014-01-01T00:00:00ZHandlehttps://hdl.handle.net/1822/35131http://purl.org/coar/access_right/c_abf2open accessPerfil antioxidanteUncaria tomentosaleaf total phenolschlorogenic acidoxindole alkaloids765657 bytesother research producthttp://purl.org/coar/resource_type/c_1843otherhttp://purl.org/coar/access_right/c_abf2application/pdffulltexthttps://prod-dspace.uminho.pt/bitstreams/df421c65-5989-4007-b395-47965b5b56b2/download
spellingShingle Alkaloid and polyphenolic profiles of Brazilian Uncaria tomentosa leaves
Pereira, D. S.
Perfil antioxidante
Uncaria tomentosa
leaf total phenols
chlorogenic acid
oxindole alkaloids
subject.fl_str_mv Perfil antioxidante
Uncaria tomentosa
leaf total phenols
chlorogenic acid
oxindole alkaloids
title Alkaloid and polyphenolic profiles of Brazilian Uncaria tomentosa leaves
title_full Alkaloid and polyphenolic profiles of Brazilian Uncaria tomentosa leaves
title_fullStr Alkaloid and polyphenolic profiles of Brazilian Uncaria tomentosa leaves
title_full_unstemmed Alkaloid and polyphenolic profiles of Brazilian Uncaria tomentosa leaves
title_short Alkaloid and polyphenolic profiles of Brazilian Uncaria tomentosa leaves
title_sort Alkaloid and polyphenolic profiles of Brazilian Uncaria tomentosa leaves
topic Perfil antioxidante
Uncaria tomentosa
leaf total phenols
chlorogenic acid
oxindole alkaloids
topic_facet Perfil antioxidante
Uncaria tomentosa
leaf total phenols
chlorogenic acid
oxindole alkaloids
url https://hdl.handle.net/1822/35131
visible 1