Isolation, Absolute Configuration and Cytotoxic Activities of Alkaloids from Hippeastrum goianum (Ravenna) Meerow (Amaryllidaceae)

Detalhes bibliográficos
Autor(a) principal: Lianza,Mariacaterina
Data de Publicação: 2020
Outros Autores: Verdan,Maria Helena, Andrade,Jean Paulo de, Poli,Ferruccio, Almeida,Larissa C. de, Costa-Lotufo,Leticia V., Cunha Neto,Álvaro, Oliveira,Sarah C. C., Bastida,Jaume, Batista,Andrea N. L., Batista Jr.,João M., Borges,Warley S.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Journal of the Brazilian Chemical Society (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532020001002135
Resumo: The phytochemical study of Hippeastrum goianum led to the identification of 13 compounds by means of gas chromatography-mass spectrometry (GC-MS) and nuclear magnetic resonance (NMR). Compounds 7-demethoxy-9-O-methylhostasine (1) and 7-deoxi-trans-dihydronarciclasine (2) had their absolute configurations determined by vibrational circular dichroism (VCD). This is the first time that compound 1 is described in the Amaryllidaceae family. The cytotoxicity of all isolated compounds was tested against colorectal carcinoma (HCT 116), breast carcinoma (MCF-7), and non-tumor human retinal pigment epithelium (RPE) cell lines. The half-maximum inhibitory concentration (IC50) of compound 2 against each cell line was equivalent to the positive control (doxorubicin), indicating a considerable cytotoxic activity.
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spelling Isolation, Absolute Configuration and Cytotoxic Activities of Alkaloids from Hippeastrum goianum (Ravenna) Meerow (Amaryllidaceae)narciclasinegalasinecytotoxic activityabsolute configurationvibrational circular dichroismThe phytochemical study of Hippeastrum goianum led to the identification of 13 compounds by means of gas chromatography-mass spectrometry (GC-MS) and nuclear magnetic resonance (NMR). Compounds 7-demethoxy-9-O-methylhostasine (1) and 7-deoxi-trans-dihydronarciclasine (2) had their absolute configurations determined by vibrational circular dichroism (VCD). This is the first time that compound 1 is described in the Amaryllidaceae family. The cytotoxicity of all isolated compounds was tested against colorectal carcinoma (HCT 116), breast carcinoma (MCF-7), and non-tumor human retinal pigment epithelium (RPE) cell lines. The half-maximum inhibitory concentration (IC50) of compound 2 against each cell line was equivalent to the positive control (doxorubicin), indicating a considerable cytotoxic activity.Sociedade Brasileira de Química2020-10-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532020001002135Journal of the Brazilian Chemical Society v.31 n.10 2020reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.21577/0103-5053.20200116info:eu-repo/semantics/openAccessLianza,MariacaterinaVerdan,Maria HelenaAndrade,Jean Paulo dePoli,FerruccioAlmeida,Larissa C. deCosta-Lotufo,Leticia V.Cunha Neto,ÁlvaroOliveira,Sarah C. C.Bastida,JaumeBatista,Andrea N. L.Batista Jr.,João M.Borges,Warley S.eng2020-10-07T00:00:00Zoai:scielo:S0103-50532020001002135Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2020-10-07T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Isolation, Absolute Configuration and Cytotoxic Activities of Alkaloids from Hippeastrum goianum (Ravenna) Meerow (Amaryllidaceae)
title Isolation, Absolute Configuration and Cytotoxic Activities of Alkaloids from Hippeastrum goianum (Ravenna) Meerow (Amaryllidaceae)
spellingShingle Isolation, Absolute Configuration and Cytotoxic Activities of Alkaloids from Hippeastrum goianum (Ravenna) Meerow (Amaryllidaceae)
Lianza,Mariacaterina
narciclasine
galasine
cytotoxic activity
absolute configuration
vibrational circular dichroism
title_short Isolation, Absolute Configuration and Cytotoxic Activities of Alkaloids from Hippeastrum goianum (Ravenna) Meerow (Amaryllidaceae)
title_full Isolation, Absolute Configuration and Cytotoxic Activities of Alkaloids from Hippeastrum goianum (Ravenna) Meerow (Amaryllidaceae)
title_fullStr Isolation, Absolute Configuration and Cytotoxic Activities of Alkaloids from Hippeastrum goianum (Ravenna) Meerow (Amaryllidaceae)
title_full_unstemmed Isolation, Absolute Configuration and Cytotoxic Activities of Alkaloids from Hippeastrum goianum (Ravenna) Meerow (Amaryllidaceae)
title_sort Isolation, Absolute Configuration and Cytotoxic Activities of Alkaloids from Hippeastrum goianum (Ravenna) Meerow (Amaryllidaceae)
author Lianza,Mariacaterina
author_facet Lianza,Mariacaterina
Verdan,Maria Helena
Andrade,Jean Paulo de
Poli,Ferruccio
Almeida,Larissa C. de
Costa-Lotufo,Leticia V.
Cunha Neto,Álvaro
Oliveira,Sarah C. C.
Bastida,Jaume
Batista,Andrea N. L.
Batista Jr.,João M.
Borges,Warley S.
author_role author
author2 Verdan,Maria Helena
Andrade,Jean Paulo de
Poli,Ferruccio
Almeida,Larissa C. de
Costa-Lotufo,Leticia V.
Cunha Neto,Álvaro
Oliveira,Sarah C. C.
Bastida,Jaume
Batista,Andrea N. L.
Batista Jr.,João M.
Borges,Warley S.
author2_role author
author
author
author
author
author
author
author
author
author
author
dc.contributor.author.fl_str_mv Lianza,Mariacaterina
Verdan,Maria Helena
Andrade,Jean Paulo de
Poli,Ferruccio
Almeida,Larissa C. de
Costa-Lotufo,Leticia V.
Cunha Neto,Álvaro
Oliveira,Sarah C. C.
Bastida,Jaume
Batista,Andrea N. L.
Batista Jr.,João M.
Borges,Warley S.
dc.subject.por.fl_str_mv narciclasine
galasine
cytotoxic activity
absolute configuration
vibrational circular dichroism
topic narciclasine
galasine
cytotoxic activity
absolute configuration
vibrational circular dichroism
description The phytochemical study of Hippeastrum goianum led to the identification of 13 compounds by means of gas chromatography-mass spectrometry (GC-MS) and nuclear magnetic resonance (NMR). Compounds 7-demethoxy-9-O-methylhostasine (1) and 7-deoxi-trans-dihydronarciclasine (2) had their absolute configurations determined by vibrational circular dichroism (VCD). This is the first time that compound 1 is described in the Amaryllidaceae family. The cytotoxicity of all isolated compounds was tested against colorectal carcinoma (HCT 116), breast carcinoma (MCF-7), and non-tumor human retinal pigment epithelium (RPE) cell lines. The half-maximum inhibitory concentration (IC50) of compound 2 against each cell line was equivalent to the positive control (doxorubicin), indicating a considerable cytotoxic activity.
publishDate 2020
dc.date.none.fl_str_mv 2020-10-01
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://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532020001002135
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532020001002135
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.21577/0103-5053.20200116
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv text/html
dc.publisher.none.fl_str_mv Sociedade Brasileira de Química
publisher.none.fl_str_mv Sociedade Brasileira de Química
dc.source.none.fl_str_mv Journal of the Brazilian Chemical Society v.31 n.10 2020
reponame:Journal of the Brazilian Chemical Society (Online)
instname:Sociedade Brasileira de Química (SBQ)
instacron:SBQ
instname_str Sociedade Brasileira de Química (SBQ)
instacron_str SBQ
institution SBQ
reponame_str Journal of the Brazilian Chemical Society (Online)
collection Journal of the Brazilian Chemical Society (Online)
repository.name.fl_str_mv Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)
repository.mail.fl_str_mv ||office@jbcs.sbq.org.br
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