Dereplication of phenolic derivatives of qualea grandiflora and qualea cordata (vochysiaceae) using liquid chromatography coupled with ESI-QToF-MS/MS

Detalhes bibliográficos
Autor(a) principal: Neto, Fausto Carnevale [UNESP]
Data de Publicação: 2013
Outros Autores: Siquitelli, Cristian D. [UNESP], Pilon, Alan C. [UNESP], Silva, Dulce H.S. [UNESP], Bolzani, Vanderlan da Silva [UNESP], Castro-Gamboa, Ian [UNESP]
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.5935/0103-5053.20130098
http://hdl.handle.net/11449/75692
Resumo: A rational and selective method using on-line high-performance liquid chromatography (HPLC) coupled with electrospray quadrupole time-of-flight tandem mass spectrometry (ESI-QToF-MS/MS) was established for the dereplication of phenolic derivatives from Qualea grandiflora and Qualea cordata. The selection of the extracts was based on the antioxidant capacity measured by in vitro DPPH assay. The HPLC-ESI-QToF-MS/MS analysis was conducted by on-flow detection, using high-resolution mass/ratio ions as well as collision induced MS/MS experiments for selected protonated ions. The dereplication of the EtOAc fraction from the hydro alcohol extract from the stem bark of Q. grandiflora allowed the detection of the flavonoids: 3',4',5',5,6,7-hexahydroxy- 8 methylflavanone, 8-methyl-naringenine and 3',7-dimethoxy-8 methyl-4',5,7- trihydroxyflavanone, as well as a benzophenone derivatives: bis(4,6-dimethoxy-2- hydroxy-3-methylphenyl)- metanone, 3',4'-dimethoxy-8-methyl-5,6,7 trihydroxyflavanone, 7-methoxy-6-methyl- 3',4',5 trihydroxyflavanone, 6,8-dimethyl-3' methoxy-4',5,7 trihydroxyflavanone and 3',5'-dimethoxy-6,8- dimethyl-4',5,7 trihydroxyflavanone were detected in the EtOAc fraction from the hydro-alcohol extract from the leaves of Q. cordata. © 2013 Sociedade Brasileira de Química.
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spelling Dereplication of phenolic derivatives of qualea grandiflora and qualea cordata (vochysiaceae) using liquid chromatography coupled with ESI-QToF-MS/MSDereplicationHPLC-ESI-QToF-MS/MSQualea cordataQualea grandifloraRadical scavenging activityA rational and selective method using on-line high-performance liquid chromatography (HPLC) coupled with electrospray quadrupole time-of-flight tandem mass spectrometry (ESI-QToF-MS/MS) was established for the dereplication of phenolic derivatives from Qualea grandiflora and Qualea cordata. The selection of the extracts was based on the antioxidant capacity measured by in vitro DPPH assay. The HPLC-ESI-QToF-MS/MS analysis was conducted by on-flow detection, using high-resolution mass/ratio ions as well as collision induced MS/MS experiments for selected protonated ions. The dereplication of the EtOAc fraction from the hydro alcohol extract from the stem bark of Q. grandiflora allowed the detection of the flavonoids: 3',4',5',5,6,7-hexahydroxy- 8 methylflavanone, 8-methyl-naringenine and 3',7-dimethoxy-8 methyl-4',5,7- trihydroxyflavanone, as well as a benzophenone derivatives: bis(4,6-dimethoxy-2- hydroxy-3-methylphenyl)- metanone, 3',4'-dimethoxy-8-methyl-5,6,7 trihydroxyflavanone, 7-methoxy-6-methyl- 3',4',5 trihydroxyflavanone, 6,8-dimethyl-3' methoxy-4',5,7 trihydroxyflavanone and 3',5'-dimethoxy-6,8- dimethyl-4',5,7 trihydroxyflavanone were detected in the EtOAc fraction from the hydro-alcohol extract from the leaves of Q. cordata. © 2013 Sociedade Brasileira de Química.Nucleus of Bioassay, Biosynthesis and Ecophysiology of Natural Products (NuBBE) Institute of Chemistry São Paulo State University (UNESP), CP 355, 14801-970 Araraquara-SPNucleus of Bioassay, Biosynthesis and Ecophysiology of Natural Products (NuBBE) Institute of Chemistry São Paulo State University (UNESP), CP 355, 14801-970 Araraquara-SPUniversidade Estadual Paulista (Unesp)Neto, Fausto Carnevale [UNESP]Siquitelli, Cristian D. [UNESP]Pilon, Alan C. [UNESP]Silva, Dulce H.S. [UNESP]Bolzani, Vanderlan da Silva [UNESP]Castro-Gamboa, Ian [UNESP]2014-05-27T11:29:46Z2014-05-27T11:29:46Z2013-06-20info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article758-764application/pdfhttp://dx.doi.org/10.5935/0103-5053.20130098Journal of the Brazilian Chemical Society, v. 24, n. 5, p. 758-764, 2013.0103-50531678-4790http://hdl.handle.net/11449/7569210.5935/0103-5053.20130098WOS:0003204682000072-s2.0-848790225562-s2.0-84879022556.pdf47020049042312480000-0002-1516-7765Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengJournal of the Brazilian Chemical Society1.4440,3570,357info:eu-repo/semantics/openAccess2023-12-28T06:15:14Zoai:repositorio.unesp.br:11449/75692Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462023-12-28T06:15:14Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv Dereplication of phenolic derivatives of qualea grandiflora and qualea cordata (vochysiaceae) using liquid chromatography coupled with ESI-QToF-MS/MS
title Dereplication of phenolic derivatives of qualea grandiflora and qualea cordata (vochysiaceae) using liquid chromatography coupled with ESI-QToF-MS/MS
spellingShingle Dereplication of phenolic derivatives of qualea grandiflora and qualea cordata (vochysiaceae) using liquid chromatography coupled with ESI-QToF-MS/MS
Neto, Fausto Carnevale [UNESP]
Dereplication
HPLC-ESI-QToF-MS/MS
Qualea cordata
Qualea grandiflora
Radical scavenging activity
title_short Dereplication of phenolic derivatives of qualea grandiflora and qualea cordata (vochysiaceae) using liquid chromatography coupled with ESI-QToF-MS/MS
title_full Dereplication of phenolic derivatives of qualea grandiflora and qualea cordata (vochysiaceae) using liquid chromatography coupled with ESI-QToF-MS/MS
title_fullStr Dereplication of phenolic derivatives of qualea grandiflora and qualea cordata (vochysiaceae) using liquid chromatography coupled with ESI-QToF-MS/MS
title_full_unstemmed Dereplication of phenolic derivatives of qualea grandiflora and qualea cordata (vochysiaceae) using liquid chromatography coupled with ESI-QToF-MS/MS
title_sort Dereplication of phenolic derivatives of qualea grandiflora and qualea cordata (vochysiaceae) using liquid chromatography coupled with ESI-QToF-MS/MS
author Neto, Fausto Carnevale [UNESP]
author_facet Neto, Fausto Carnevale [UNESP]
Siquitelli, Cristian D. [UNESP]
Pilon, Alan C. [UNESP]
Silva, Dulce H.S. [UNESP]
Bolzani, Vanderlan da Silva [UNESP]
Castro-Gamboa, Ian [UNESP]
author_role author
author2 Siquitelli, Cristian D. [UNESP]
Pilon, Alan C. [UNESP]
Silva, Dulce H.S. [UNESP]
Bolzani, Vanderlan da Silva [UNESP]
Castro-Gamboa, Ian [UNESP]
author2_role author
author
author
author
author
dc.contributor.none.fl_str_mv Universidade Estadual Paulista (Unesp)
dc.contributor.author.fl_str_mv Neto, Fausto Carnevale [UNESP]
Siquitelli, Cristian D. [UNESP]
Pilon, Alan C. [UNESP]
Silva, Dulce H.S. [UNESP]
Bolzani, Vanderlan da Silva [UNESP]
Castro-Gamboa, Ian [UNESP]
dc.subject.por.fl_str_mv Dereplication
HPLC-ESI-QToF-MS/MS
Qualea cordata
Qualea grandiflora
Radical scavenging activity
topic Dereplication
HPLC-ESI-QToF-MS/MS
Qualea cordata
Qualea grandiflora
Radical scavenging activity
description A rational and selective method using on-line high-performance liquid chromatography (HPLC) coupled with electrospray quadrupole time-of-flight tandem mass spectrometry (ESI-QToF-MS/MS) was established for the dereplication of phenolic derivatives from Qualea grandiflora and Qualea cordata. The selection of the extracts was based on the antioxidant capacity measured by in vitro DPPH assay. The HPLC-ESI-QToF-MS/MS analysis was conducted by on-flow detection, using high-resolution mass/ratio ions as well as collision induced MS/MS experiments for selected protonated ions. The dereplication of the EtOAc fraction from the hydro alcohol extract from the stem bark of Q. grandiflora allowed the detection of the flavonoids: 3',4',5',5,6,7-hexahydroxy- 8 methylflavanone, 8-methyl-naringenine and 3',7-dimethoxy-8 methyl-4',5,7- trihydroxyflavanone, as well as a benzophenone derivatives: bis(4,6-dimethoxy-2- hydroxy-3-methylphenyl)- metanone, 3',4'-dimethoxy-8-methyl-5,6,7 trihydroxyflavanone, 7-methoxy-6-methyl- 3',4',5 trihydroxyflavanone, 6,8-dimethyl-3' methoxy-4',5,7 trihydroxyflavanone and 3',5'-dimethoxy-6,8- dimethyl-4',5,7 trihydroxyflavanone were detected in the EtOAc fraction from the hydro-alcohol extract from the leaves of Q. cordata. © 2013 Sociedade Brasileira de Química.
publishDate 2013
dc.date.none.fl_str_mv 2013-06-20
2014-05-27T11:29:46Z
2014-05-27T11:29:46Z
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 http://dx.doi.org/10.5935/0103-5053.20130098
Journal of the Brazilian Chemical Society, v. 24, n. 5, p. 758-764, 2013.
0103-5053
1678-4790
http://hdl.handle.net/11449/75692
10.5935/0103-5053.20130098
WOS:000320468200007
2-s2.0-84879022556
2-s2.0-84879022556.pdf
4702004904231248
0000-0002-1516-7765
url http://dx.doi.org/10.5935/0103-5053.20130098
http://hdl.handle.net/11449/75692
identifier_str_mv Journal of the Brazilian Chemical Society, v. 24, n. 5, p. 758-764, 2013.
0103-5053
1678-4790
10.5935/0103-5053.20130098
WOS:000320468200007
2-s2.0-84879022556
2-s2.0-84879022556.pdf
4702004904231248
0000-0002-1516-7765
dc.language.iso.fl_str_mv eng
language eng
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dc.source.none.fl_str_mv Scopus
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instname_str Universidade Estadual Paulista (UNESP)
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institution UNESP
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