Three New Steroidal Glycoalkaloids from Solanum pseudoquina A. St.-Hil. (Solanaceae)

Detalhes bibliográficos
Autor(a) principal: Soares,Vitor
Data de Publicação: 2017
Outros Autores: Bezerra,Thaís A., Lafetá,Rita C. A., Borges,Ricardo M., Silva,Antonio Jorge R. da
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=S0103-50532017000500782
Resumo: Three new steroidal glycoalkaloids (SGA) were isolated from green berries of Solanum pseudoquina A. St.-Hil. The extract obtained after treatment with 5% acetic acid aqueous solution was subjected to several chromatographic procedures, leading to an enriched alkaloidal fraction. The enriched alkaloidal fraction was subjected to a semi preparative high performance liquid chromatography (HPLC) leading to the isolation of three new SGA from S. pseudoquina: 3-O-(β-D-glucopyranosyl) (20S,25S)-22,26-epimino-16α-acetyl-cholesta-22(N)-ene, 3-O-(β-D-glucopyranosyl) (20R,25ξ)-23,26-epimino-16α-acetyl-cholesta-5,23(N)-dien-22-one and 3-O-(β-D-glucopyranosyl) (20S,25ξ)-23,26-epimino-16α-acetyl-cholesta-5,23(N)-dien-22-one. The structures of the new compounds were elucidated with the help of 1D and 2D nuclear magnetic resonance (NMR) and infrared spectroscopy together with high resolution electrospray ionization and atmospheric pressure chemical ionization mass spectrometry.
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spelling Three New Steroidal Glycoalkaloids from Solanum pseudoquina A. St.-Hil. (Solanaceae)solanaceaeSolanum pseudoquina A. St.-Hil.steroidal glycoalkaloidThree new steroidal glycoalkaloids (SGA) were isolated from green berries of Solanum pseudoquina A. St.-Hil. The extract obtained after treatment with 5% acetic acid aqueous solution was subjected to several chromatographic procedures, leading to an enriched alkaloidal fraction. The enriched alkaloidal fraction was subjected to a semi preparative high performance liquid chromatography (HPLC) leading to the isolation of three new SGA from S. pseudoquina: 3-O-(β-D-glucopyranosyl) (20S,25S)-22,26-epimino-16α-acetyl-cholesta-22(N)-ene, 3-O-(β-D-glucopyranosyl) (20R,25ξ)-23,26-epimino-16α-acetyl-cholesta-5,23(N)-dien-22-one and 3-O-(β-D-glucopyranosyl) (20S,25ξ)-23,26-epimino-16α-acetyl-cholesta-5,23(N)-dien-22-one. The structures of the new compounds were elucidated with the help of 1D and 2D nuclear magnetic resonance (NMR) and infrared spectroscopy together with high resolution electrospray ionization and atmospheric pressure chemical ionization mass spectrometry.Sociedade Brasileira de Química2017-05-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532017000500782Journal of the Brazilian Chemical Society v.28 n.5 2017reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.21577/0103-5053.20160229info:eu-repo/semantics/openAccessSoares,VitorBezerra,Thaís A.Lafetá,Rita C. A.Borges,Ricardo M.Silva,Antonio Jorge R. daeng2017-04-12T00:00:00Zoai:scielo:S0103-50532017000500782Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2017-04-12T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Three New Steroidal Glycoalkaloids from Solanum pseudoquina A. St.-Hil. (Solanaceae)
title Three New Steroidal Glycoalkaloids from Solanum pseudoquina A. St.-Hil. (Solanaceae)
spellingShingle Three New Steroidal Glycoalkaloids from Solanum pseudoquina A. St.-Hil. (Solanaceae)
Soares,Vitor
solanaceae
Solanum pseudoquina A. St.-Hil.
steroidal glycoalkaloid
title_short Three New Steroidal Glycoalkaloids from Solanum pseudoquina A. St.-Hil. (Solanaceae)
title_full Three New Steroidal Glycoalkaloids from Solanum pseudoquina A. St.-Hil. (Solanaceae)
title_fullStr Three New Steroidal Glycoalkaloids from Solanum pseudoquina A. St.-Hil. (Solanaceae)
title_full_unstemmed Three New Steroidal Glycoalkaloids from Solanum pseudoquina A. St.-Hil. (Solanaceae)
title_sort Three New Steroidal Glycoalkaloids from Solanum pseudoquina A. St.-Hil. (Solanaceae)
author Soares,Vitor
author_facet Soares,Vitor
Bezerra,Thaís A.
Lafetá,Rita C. A.
Borges,Ricardo M.
Silva,Antonio Jorge R. da
author_role author
author2 Bezerra,Thaís A.
Lafetá,Rita C. A.
Borges,Ricardo M.
Silva,Antonio Jorge R. da
author2_role author
author
author
author
dc.contributor.author.fl_str_mv Soares,Vitor
Bezerra,Thaís A.
Lafetá,Rita C. A.
Borges,Ricardo M.
Silva,Antonio Jorge R. da
dc.subject.por.fl_str_mv solanaceae
Solanum pseudoquina A. St.-Hil.
steroidal glycoalkaloid
topic solanaceae
Solanum pseudoquina A. St.-Hil.
steroidal glycoalkaloid
description Three new steroidal glycoalkaloids (SGA) were isolated from green berries of Solanum pseudoquina A. St.-Hil. The extract obtained after treatment with 5% acetic acid aqueous solution was subjected to several chromatographic procedures, leading to an enriched alkaloidal fraction. The enriched alkaloidal fraction was subjected to a semi preparative high performance liquid chromatography (HPLC) leading to the isolation of three new SGA from S. pseudoquina: 3-O-(β-D-glucopyranosyl) (20S,25S)-22,26-epimino-16α-acetyl-cholesta-22(N)-ene, 3-O-(β-D-glucopyranosyl) (20R,25ξ)-23,26-epimino-16α-acetyl-cholesta-5,23(N)-dien-22-one and 3-O-(β-D-glucopyranosyl) (20S,25ξ)-23,26-epimino-16α-acetyl-cholesta-5,23(N)-dien-22-one. The structures of the new compounds were elucidated with the help of 1D and 2D nuclear magnetic resonance (NMR) and infrared spectroscopy together with high resolution electrospray ionization and atmospheric pressure chemical ionization mass spectrometry.
publishDate 2017
dc.date.none.fl_str_mv 2017-05-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
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dc.identifier.uri.fl_str_mv http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532017000500782
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532017000500782
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.21577/0103-5053.20160229
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.28 n.5 2017
reponame:Journal of the Brazilian Chemical Society (Online)
instname:Sociedade Brasileira de Química (SBQ)
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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)
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