Cytotoxicity of Coprinopsis atramentaria extract, organic acids and their synthesized methylated and glucuronate derivatives

Detalhes bibliográficos
Autor(a) principal: Heleno, Sandrina A.
Data de Publicação: 2014
Outros Autores: Ferreira, Isabel C.F.R., Calhelha, Ricardo C., Esteves, Ana P., Martins, Anabela, Queiroz, Maria João R.P.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10198/9501
Resumo: Coprinopsis atramentaria is a wild edible mushroom whose methanolic extract revealed a marked antioxidant activity; p-hydroxybenzoic (HA), p-coumaric (CoA) and cinnamic (CA) acids were identified in the extract. In the present work, the cytotoxicity of C. atramentaria extract, previously identified organic acids and their synthesized derivatives (methylated compounds and protected glucuronides) was evaluated. Among all the tested cell lines (MCF-7—breast adenocarcinoma, NCI-H460—non-small cell lung carcinoma, HCT15—colon carcinoma, HeLa—cervical carcinoma and HepG2—hepatocellular carcinoma), the extract presented good activity for the first three cell lines mentioned; in most of the cases methylated and glucuronide derivatives showed a higher activity than the corresponding parental compounds. The substitution of the carboxylic group (in parental organic acids) for an ester (in methylated derivatives) increased the cytotoxicity for tumor cell lines. Acetylated glucuronide derivatives showed higher cytotoxicity when compared with the corresponding parental acids.
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spelling Cytotoxicity of Coprinopsis atramentaria extract, organic acids and their synthesized methylated and glucuronate derivativesCoprinopsis atramentariaOrganic acidsAcetylated glucuronidesMethylated derivativesChemical synthesisCytotoxicityCoprinopsis atramentaria is a wild edible mushroom whose methanolic extract revealed a marked antioxidant activity; p-hydroxybenzoic (HA), p-coumaric (CoA) and cinnamic (CA) acids were identified in the extract. In the present work, the cytotoxicity of C. atramentaria extract, previously identified organic acids and their synthesized derivatives (methylated compounds and protected glucuronides) was evaluated. Among all the tested cell lines (MCF-7—breast adenocarcinoma, NCI-H460—non-small cell lung carcinoma, HCT15—colon carcinoma, HeLa—cervical carcinoma and HepG2—hepatocellular carcinoma), the extract presented good activity for the first three cell lines mentioned; in most of the cases methylated and glucuronide derivatives showed a higher activity than the corresponding parental compounds. The substitution of the carboxylic group (in parental organic acids) for an ester (in methylated derivatives) increased the cytotoxicity for tumor cell lines. Acetylated glucuronide derivatives showed higher cytotoxicity when compared with the corresponding parental acids.ElsevierBiblioteca Digital do IPBHeleno, Sandrina A.Ferreira, Isabel C.F.R.Calhelha, Ricardo C.Esteves, Ana P.Martins, AnabelaQueiroz, Maria João R.P.2014-05-13T10:25:19Z20142014-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfapplication/pdfhttp://hdl.handle.net/10198/9501engHeleno, Sandrina A.; Ferreira, Isabel C.F.R.; Calhelha, Ricardo C.; Esteves, Ana Paula; Martins, Anabela; Queiroz, Maria-João R.P. (2014). Cytotoxicity of Coprinopsis atramentaria extract, organic acids and their synthesized methylated and glucuronate derivatives. Food Research International. ISSN 0963-9969. 55, p. 170-1750963-996910.1016/j.foodres.2013.11.012info:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2023-11-21T10:22:10Zoai:bibliotecadigital.ipb.pt:10198/9501Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T23:00:27.263523Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse
dc.title.none.fl_str_mv Cytotoxicity of Coprinopsis atramentaria extract, organic acids and their synthesized methylated and glucuronate derivatives
title Cytotoxicity of Coprinopsis atramentaria extract, organic acids and their synthesized methylated and glucuronate derivatives
spellingShingle Cytotoxicity of Coprinopsis atramentaria extract, organic acids and their synthesized methylated and glucuronate derivatives
Heleno, Sandrina A.
Coprinopsis atramentaria
Organic acids
Acetylated glucuronides
Methylated derivatives
Chemical synthesis
Cytotoxicity
title_short Cytotoxicity of Coprinopsis atramentaria extract, organic acids and their synthesized methylated and glucuronate derivatives
title_full Cytotoxicity of Coprinopsis atramentaria extract, organic acids and their synthesized methylated and glucuronate derivatives
title_fullStr Cytotoxicity of Coprinopsis atramentaria extract, organic acids and their synthesized methylated and glucuronate derivatives
title_full_unstemmed Cytotoxicity of Coprinopsis atramentaria extract, organic acids and their synthesized methylated and glucuronate derivatives
title_sort Cytotoxicity of Coprinopsis atramentaria extract, organic acids and their synthesized methylated and glucuronate derivatives
author Heleno, Sandrina A.
author_facet Heleno, Sandrina A.
Ferreira, Isabel C.F.R.
Calhelha, Ricardo C.
Esteves, Ana P.
Martins, Anabela
Queiroz, Maria João R.P.
author_role author
author2 Ferreira, Isabel C.F.R.
Calhelha, Ricardo C.
Esteves, Ana P.
Martins, Anabela
Queiroz, Maria João R.P.
author2_role author
author
author
author
author
dc.contributor.none.fl_str_mv Biblioteca Digital do IPB
dc.contributor.author.fl_str_mv Heleno, Sandrina A.
Ferreira, Isabel C.F.R.
Calhelha, Ricardo C.
Esteves, Ana P.
Martins, Anabela
Queiroz, Maria João R.P.
dc.subject.por.fl_str_mv Coprinopsis atramentaria
Organic acids
Acetylated glucuronides
Methylated derivatives
Chemical synthesis
Cytotoxicity
topic Coprinopsis atramentaria
Organic acids
Acetylated glucuronides
Methylated derivatives
Chemical synthesis
Cytotoxicity
description Coprinopsis atramentaria is a wild edible mushroom whose methanolic extract revealed a marked antioxidant activity; p-hydroxybenzoic (HA), p-coumaric (CoA) and cinnamic (CA) acids were identified in the extract. In the present work, the cytotoxicity of C. atramentaria extract, previously identified organic acids and their synthesized derivatives (methylated compounds and protected glucuronides) was evaluated. Among all the tested cell lines (MCF-7—breast adenocarcinoma, NCI-H460—non-small cell lung carcinoma, HCT15—colon carcinoma, HeLa—cervical carcinoma and HepG2—hepatocellular carcinoma), the extract presented good activity for the first three cell lines mentioned; in most of the cases methylated and glucuronide derivatives showed a higher activity than the corresponding parental compounds. The substitution of the carboxylic group (in parental organic acids) for an ester (in methylated derivatives) increased the cytotoxicity for tumor cell lines. Acetylated glucuronide derivatives showed higher cytotoxicity when compared with the corresponding parental acids.
publishDate 2014
dc.date.none.fl_str_mv 2014-05-13T10:25:19Z
2014
2014-01-01T00:00:00Z
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://hdl.handle.net/10198/9501
url http://hdl.handle.net/10198/9501
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Heleno, Sandrina A.; Ferreira, Isabel C.F.R.; Calhelha, Ricardo C.; Esteves, Ana Paula; Martins, Anabela; Queiroz, Maria-João R.P. (2014). Cytotoxicity of Coprinopsis atramentaria extract, organic acids and their synthesized methylated and glucuronate derivatives. Food Research International. ISSN 0963-9969. 55, p. 170-175
0963-9969
10.1016/j.foodres.2013.11.012
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
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dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
dc.source.none.fl_str_mv reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
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reponame_str Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
collection Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
repository.name.fl_str_mv Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
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