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Flavonoid composition and antitumor activity of bee bread collected in Northeast Portugal

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Resumo:Bee bread (BB) is a fermented mixture of plant pollen, honey, and bee saliva that worker bees use as food for larvae, and for young bees to produce royal jelly. In the present study, five BB samples, collected from Apis mellifera iberiensis hives located in different apiaries near Bragança, in the northeast region of Portugal, and one BB commercial sample were characterized by high-performance liquid chromatography coupled to a diode array detector and electrospray mass spectrometry (HPLC-DAD-ESI/MS) in terms of phenolic compounds, such as flavonoid glycoside derivatives. Furthermore, the samples were screened, using in vitro assays, against different human tumor cell lines, MCF-7 (breast adenocarcinoma), NCI-H460 (non-small cell lung cancer), HeLa (cervical carcinoma) and HepG2 (hepatocellular carcinoma), and also against non-tumor liver cells (porcine liver cells, PLP2). The main phenolic compounds found were flavonol derivatives, mainly quercetin, kaempferol, myricetin, isorhamnetin and herbacetrin glycoside derivatives. Thirty-two compounds were identified in the six BB samples, presenting BB1 and BB3 with the highest contents (6802 and 6480 µg/g extract, respectively) and the highest number of identified compounds. Two isorhamnetin glycoside derivatives, isrohamnetin-O-hexosyl-O-rutinoside and isorhamnetin-O-pentosyl-hexoside, were the most abundant compounds present in BB1; on the other hand, quercetin-3-O-rhamnoside was the most abundant flavonol in BB3. However, it was not possible to establish a correlation between the flavonoids and the observed low to moderate cytotoxicity (ranging from > 400 to 68 µg/mL), in which HeLa and NCI-H460 cell lines were the most susceptible to the inhibition. To the authors' knowledge, this is the first report characterizing glycosidic flavonoids in BB samples, contributing to the chemical knowledge of this less explored bee product.
Autores principais:Sobral, Filipa
Outros Autores:Calhelha, Ricardo C.; Barros, Lillian; Dueñas, Montserrat; Tomás, Andreia; Santos-Buelga, Celestino; Vilas-Boas, Miguel; Ferreira, Isabel C.F.R.
Assunto:Apis mellifera iberiensis Bee bread Cytotoxicity HPLC-DAD-ESI/MS Phenolic compounds
Ano:2017
País:Portugal
Tipo de documento:artigo
Tipo de acesso:acesso aberto
Instituição associada:Instituto Politécnico de Bragança
Idioma:inglês
Origem:Biblioteca Digital do IPB
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author Sobral, Filipa
author2 Calhelha, Ricardo C.
Barros, Lillian
Dueñas, Montserrat
Tomás, Andreia
Santos-Buelga, Celestino
Vilas-Boas, Miguel
Ferreira, Isabel C.F.R.
author2_role author
author
author
author
author
author
author
author_facet Sobral, Filipa
Calhelha, Ricardo C.
Barros, Lillian
Dueñas, Montserrat
Tomás, Andreia
Santos-Buelga, Celestino
Vilas-Boas, Miguel
Ferreira, Isabel C.F.R.
author_role author
contributor_name_str_mv Biblioteca Digital do IPB
country_str PT
creators_json_str [{\"Person.name\":\"Sobral, Filipa\"},{\"Person.name\":\"Calhelha, Ricardo C.\",\"Person.identifier.orcid\":\"0000-0002-6801-4578\"},{\"Person.name\":\"Barros, Lillian\",\"Person.identifier.orcid\":\"0000-0002-9050-5189\"},{\"Person.name\":\"Dueñas, Montserrat\"},{\"Person.name\":\"Tomás, Andreia\"},{\"Person.name\":\"Santos-Buelga, Celestino\"},{\"Person.name\":\"Vilas-Boas, Miguel\",\"Person.identifier.orcid\":\"0000-0002-8665-5280\"},{\"Person.name\":\"Ferreira, Isabel C.F.R.\",\"Person.identifier.orcid\":\"0000-0003-4910-4882\"}]
datacite.contributors.contributor.contributorName.fl_str_mv Biblioteca Digital do IPB
datacite.creators.creator.creatorName.fl_str_mv Sobral, Filipa
Calhelha, Ricardo C.
Barros, Lillian
Dueñas, Montserrat
Tomás, Andreia
Santos-Buelga, Celestino
Vilas-Boas, Miguel
Ferreira, Isabel C.F.R.
datacite.date.Accepted.fl_str_mv 2017-01-01T00:00:00Z
datacite.date.available.fl_str_mv 2018-01-25T10:00:00Z
datacite.date.embargoed.fl_str_mv 2018-01-25T10:00:00Z
datacite.rights.fl_str_mv http://purl.org/coar/access_right/c_abf2
datacite.subjects.subject.fl_str_mv Apis mellifera iberiensis
Bee bread
Cytotoxicity
HPLC-DAD-ESI/MS
Phenolic compounds
datacite.titles.title.fl_str_mv Flavonoid composition and antitumor activity of bee bread collected in Northeast Portugal
dc.contributor.none.fl_str_mv Biblioteca Digital do IPB
dc.creator.none.fl_str_mv Sobral, Filipa
Calhelha, Ricardo C.
Barros, Lillian
Dueñas, Montserrat
Tomás, Andreia
Santos-Buelga, Celestino
Vilas-Boas, Miguel
Ferreira, Isabel C.F.R.
dc.date.Accepted.fl_str_mv 2017-01-01T00:00:00Z
dc.date.available.fl_str_mv 2018-01-25T10:00:00Z
dc.date.embargoed.fl_str_mv 2018-01-25T10:00:00Z
dc.format.none.fl_str_mv application/pdf
dc.identifier.none.fl_str_mv http://hdl.handle.net/10198/15312
dc.language.none.fl_str_mv eng
dc.rights.none.fl_str_mv http://purl.org/coar/access_right/c_abf2
dc.subject.none.fl_str_mv Apis mellifera iberiensis
Bee bread
Cytotoxicity
HPLC-DAD-ESI/MS
Phenolic compounds
dc.title.fl_str_mv Flavonoid composition and antitumor activity of bee bread collected in Northeast Portugal
dc.type.none.fl_str_mv http://purl.org/coar/resource_type/c_6501
description Bee bread (BB) is a fermented mixture of plant pollen, honey, and bee saliva that worker bees use as food for larvae, and for young bees to produce royal jelly. In the present study, five BB samples, collected from Apis mellifera iberiensis hives located in different apiaries near Bragança, in the northeast region of Portugal, and one BB commercial sample were characterized by high-performance liquid chromatography coupled to a diode array detector and electrospray mass spectrometry (HPLC-DAD-ESI/MS) in terms of phenolic compounds, such as flavonoid glycoside derivatives. Furthermore, the samples were screened, using in vitro assays, against different human tumor cell lines, MCF-7 (breast adenocarcinoma), NCI-H460 (non-small cell lung cancer), HeLa (cervical carcinoma) and HepG2 (hepatocellular carcinoma), and also against non-tumor liver cells (porcine liver cells, PLP2). The main phenolic compounds found were flavonol derivatives, mainly quercetin, kaempferol, myricetin, isorhamnetin and herbacetrin glycoside derivatives. Thirty-two compounds were identified in the six BB samples, presenting BB1 and BB3 with the highest contents (6802 and 6480 µg/g extract, respectively) and the highest number of identified compounds. Two isorhamnetin glycoside derivatives, isrohamnetin-O-hexosyl-O-rutinoside and isorhamnetin-O-pentosyl-hexoside, were the most abundant compounds present in BB1; on the other hand, quercetin-3-O-rhamnoside was the most abundant flavonol in BB3. However, it was not possible to establish a correlation between the flavonoids and the observed low to moderate cytotoxicity (ranging from > 400 to 68 µg/mL), in which HeLa and NCI-H460 cell lines were the most susceptible to the inhibition. To the authors' knowledge, this is the first report characterizing glycosidic flavonoids in BB samples, contributing to the chemical knowledge of this less explored bee product.
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funding.funder.alternateName_str_mv FCT
FCT
funding.funder.identifier_str_mv http://doi.org/10.13039/501100001871
http://doi.org/10.13039/501100001871
funding.funder.name_str_mv Fundação para a Ciência e a Tecnologia
Fundação para a Ciência e a Tecnologia
funding.identifier_str_mv SFRH/BPD/107855/2015
UID/AGR/00690/2013
funding.name_str_mv 6817 - DCRRNI ID
funding_str_mv SFRH/BPD/107855/2015
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instname_str Instituto Politécnico de Bragança
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oai_identifier_str oai:bibliotecadigital.ipb.pt:10198/15312
organization_str_mv urn:organizationAcronym:ipb
person_str_mv Sobral, Filipa
Calhelha, Ricardo C.
Calhelha, Ricardo C.
https://www.ciencia-id.pt/F313-E3CE-554E
F313-E3CE-554E
http://orcid.org/0000-0002-6801-4578
0000-0002-6801-4578
Barros, Lillian
Barros, Lillian
https://www.ciencia-id.pt/9616-35CB-D001
9616-35CB-D001
http://orcid.org/0000-0002-9050-5189
0000-0002-9050-5189
Dueñas, Montserrat
Tomás, Andreia
Tomás, Andreia
https://www.ciencia-id.pt/1C1B-8981-E49E
1C1B-8981-E49E
Santos-Buelga, Celestino
Vilas-Boas, Miguel
Vilas-Boas, Miguel
https://www.ciencia-id.pt/A918-C6FF-81A4
A918-C6FF-81A4
http://orcid.org/0000-0002-8665-5280
0000-0002-8665-5280
Ferreira, Isabel C.F.R.
Ferreira, Isabel C.F.R.
https://www.ciencia-id.pt/9418-CF95-9919
9418-CF95-9919
http://orcid.org/0000-0003-4910-4882
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spelling engpt_PTBee bread (BB) is a fermented mixture of plant pollen, honey, and bee saliva that worker bees use as food for larvae, and for young bees to produce royal jelly. In the present study, five BB samples, collected from Apis mellifera iberiensis hives located in different apiaries near Bragança, in the northeast region of Portugal, and one BB commercial sample were characterized by high-performance liquid chromatography coupled to a diode array detector and electrospray mass spectrometry (HPLC-DAD-ESI/MS) in terms of phenolic compounds, such as flavonoid glycoside derivatives. Furthermore, the samples were screened, using in vitro assays, against different human tumor cell lines, MCF-7 (breast adenocarcinoma), NCI-H460 (non-small cell lung cancer), HeLa (cervical carcinoma) and HepG2 (hepatocellular carcinoma), and also against non-tumor liver cells (porcine liver cells, PLP2). The main phenolic compounds found were flavonol derivatives, mainly quercetin, kaempferol, myricetin, isorhamnetin and herbacetrin glycoside derivatives. Thirty-two compounds were identified in the six BB samples, presenting BB1 and BB3 with the highest contents (6802 and 6480 µg/g extract, respectively) and the highest number of identified compounds. Two isorhamnetin glycoside derivatives, isrohamnetin-O-hexosyl-O-rutinoside and isorhamnetin-O-pentosyl-hexoside, were the most abundant compounds present in BB1; on the other hand, quercetin-3-O-rhamnoside was the most abundant flavonol in BB3. However, it was not possible to establish a correlation between the flavonoids and the observed low to moderate cytotoxicity (ranging from > 400 to 68 µg/mL), in which HeLa and NCI-H460 cell lines were the most susceptible to the inhibition. To the authors' knowledge, this is the first report characterizing glycosidic flavonoids in BB samples, contributing to the chemical knowledge of this less explored bee product.application/pdfen_ENFlavonoid composition and antitumor activity of bee bread collected in Northeast PortugalSobral, FilipaPersonalCalhelha, Ricardo C.DSpacehttp://dspace.org/items/2d5d1a41-7561-4a01-871c-b4c97da35053DSpacehttp://dspace.org/items/2d5d1a41-7561-4a01-871c-b4c97da35053CalhelhaRicardo C.Ciência IDhttps://www.ciencia-id.ptF313-E3CE-554EORCIDhttp://orcid.org0000-0002-6801-4578Researcher IDhttps://www.researcherid.comJ-2172-2014Scopus Author IDhttps://www.scopus.com6507978333PersonalBarros, LillianDSpacehttp://dspace.org/items/3af07ffe-f914-48ba-a5d5-efcf70fdce01DSpacehttp://dspace.org/items/3af07ffe-f914-48ba-a5d5-efcf70fdce01BarrosLillianCiência IDhttps://www.ciencia-id.pt9616-35CB-D001ORCIDhttp://orcid.org0000-0002-9050-5189Researcher IDhttps://www.researcherid.comJ-3600-2013Researcher IDhttps://www.researcherid.comJ-3600-2013Scopus Author IDhttps://www.scopus.com35236343600Scopus Author IDhttps://www.scopus.com57194900801Dueñas, MontserratPersonalTomás, AndreiaDSpacehttp://dspace.org/items/9cb298ef-31c6-4761-8842-b842e46dca0fDSpacehttp://dspace.org/items/9cb298ef-31c6-4761-8842-b842e46dca0fTomásAndreiaCiência IDhttps://www.ciencia-id.pt1C1B-8981-E49ESantos-Buelga, CelestinoPersonalVilas-Boas, MiguelDSpacehttp://dspace.org/items/f58280c8-298b-4e4c-9f7c-4517300d3382DSpacehttp://dspace.org/items/f58280c8-298b-4e4c-9f7c-4517300d3382Vilas-BoasMiguelCiência IDhttps://www.ciencia-id.ptA918-C6FF-81A4ORCIDhttp://orcid.org0000-0002-8665-5280Researcher IDhttps://www.researcherid.comI-5949-2013Scopus Author IDhttps://www.scopus.com6602648497PersonalFerreira, Isabel C.F.R.DSpacehttp://dspace.org/items/bd0d1537-2e03-41fb-b27a-140af9c35db8DSpacehttp://dspace.org/items/bd0d1537-2e03-41fb-b27a-140af9c35db8FerreiraIsabel C.F.R.Ciência IDhttps://www.ciencia-id.pt9418-CF95-9919ORCIDhttp://orcid.org0000-0003-4910-4882Researcher IDhttps://www.researcherid.comE-8500-2013Scopus Author IDhttps://www.scopus.com36868826600HostingInstitutionOrganizationalBiblioteca Digital do IPBe-mailmailto:dspace@ipb.ptdspace@ipb.ptISSNIsPartOf1420-3049DOIIsPartOf10.3390/molecules220202482018-01-25T10:00:00Z20172017-01-01T00:00:00ZHandlehttp://hdl.handle.net/10198/15312http://purl.org/coar/access_right/c_abf2open accessApis mellifera iberiensisBee breadCytotoxicityHPLC-DAD-ESI/MSPhenolic compounds919397 bytesFundação para a Ciência e a TecnologiaProviding industry and consumers with new alternative sources of natural additives from plant origin in the classes of preservatives and colouring agents: extraction, purification, stabilization and product developmentinfo:eu-repo/grantAgreement/FCT//SFRH%2FBPD%2F107855%2F2015/PTSFRH/BPD/107855/2015Crossref Funder IDhttp://doi.org/10.13039/501100001871Fundação para a Ciência e a TecnologiaMountain Research Centreinfo:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UID%2FAGR%2F00690%2F2013/PTUID/AGR/00690/20136817 - DCRRNI IDCrossref Funder IDhttp://doi.org/10.13039/501100001871literaturehttp://purl.org/coar/resource_type/c_6501journal articlehttp://purl.org/coar/access_right/c_abf2application/pdffulltexthttps://bibliotecadigital.ipb.pt/bitstreams/8afb1dfb-ed7b-4abb-8069-0aa56ae0e8f5/download
spellingShingle Flavonoid composition and antitumor activity of bee bread collected in Northeast Portugal
Sobral, Filipa
Apis mellifera iberiensis
Bee bread
Cytotoxicity
HPLC-DAD-ESI/MS
Phenolic compounds
subject.fl_str_mv Apis mellifera iberiensis
Bee bread
Cytotoxicity
HPLC-DAD-ESI/MS
Phenolic compounds
title Flavonoid composition and antitumor activity of bee bread collected in Northeast Portugal
title_full Flavonoid composition and antitumor activity of bee bread collected in Northeast Portugal
title_fullStr Flavonoid composition and antitumor activity of bee bread collected in Northeast Portugal
title_full_unstemmed Flavonoid composition and antitumor activity of bee bread collected in Northeast Portugal
title_short Flavonoid composition and antitumor activity of bee bread collected in Northeast Portugal
title_sort Flavonoid composition and antitumor activity of bee bread collected in Northeast Portugal
topic Apis mellifera iberiensis
Bee bread
Cytotoxicity
HPLC-DAD-ESI/MS
Phenolic compounds
topic_facet Apis mellifera iberiensis
Bee bread
Cytotoxicity
HPLC-DAD-ESI/MS
Phenolic compounds
url http://hdl.handle.net/10198/15312
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