Chemical Constituents, Antiproliferative and Antioxidant Activities of Vernonanthura nudiflora (Less.) H. Rob. Aerial Parts

Detalhes bibliográficos
Autor(a) principal: Ramos,Anderson V. G.
Data de Publicação: 2019
Outros Autores: Peixoto,Juliana L. B., Cabral,Márcia R. P., Amrein,Ana Maria, Tiuman,Tatiana S., Cottica,Solange M., Souza,Ilza M. O., Ruiz,Ana Lucia T. G., Foglio,Mary Ann, Carmo,Marta R. B., Sarragiotto,Maria Helena, Baldoqui,Debora C.
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=S0103-50532019000801728
Resumo: Sesquiterpene lactones are an important class of secondary metabolites frequently isolated from Vernonanthura genus that present a variety of biological properties, including antiproliferative activity. Due to the limitation of pharmacological studies on Vernonanthura nudiflora, the aim of this work was to investigate their antioxidant potential and antiproliferative activity against human tumor cells, as well as to isolate and identify the chemical constituents present in their aerial parts. The phytochemical investigation resulted in the isolation of the sesquiterpene lactones piptocarphins A, B, D, and a new hirsutinolide derivative, 8α-tigloyloxy-10α-hydroxy-hirsutinolide, besides triterpenes, glycosylated steroids, flavonoids, and one chlorogenic acid derivative. Also, other sesquiterpene lactones were identified by ultra-high performance liquid chromatography-high resolution tandem mass spectrometry (UHPLC-HRMS/MS) from dichloromethane fraction. This fraction showed activity against the tumor cells tested, mainly against leukemia, glioma, ovarian and kidney, with growth inhibitory activity (GI50) less than 0.80 µg mL-1. Piptocarphins A and B, in mixture, showed strong activity against all human cancer cell lines tested, with GI50 values ≤ 0.15 µg mL-1. Piptocarphin D was selective for glioma and resistant ovarian cell lines. The new hirsutinolide derivative showed potent activity against breast (GI50= 0.96 µg mL-1) and resistant ovarian (GI50 = 3.60 µg mL-1) cell lines.
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spelling Chemical Constituents, Antiproliferative and Antioxidant Activities of Vernonanthura nudiflora (Less.) H. Rob. Aerial PartsAsteraceaeVernonanthura nudiflorasesquiterpene lactonesnew hirsutinolidepharmacological potentialSesquiterpene lactones are an important class of secondary metabolites frequently isolated from Vernonanthura genus that present a variety of biological properties, including antiproliferative activity. Due to the limitation of pharmacological studies on Vernonanthura nudiflora, the aim of this work was to investigate their antioxidant potential and antiproliferative activity against human tumor cells, as well as to isolate and identify the chemical constituents present in their aerial parts. The phytochemical investigation resulted in the isolation of the sesquiterpene lactones piptocarphins A, B, D, and a new hirsutinolide derivative, 8α-tigloyloxy-10α-hydroxy-hirsutinolide, besides triterpenes, glycosylated steroids, flavonoids, and one chlorogenic acid derivative. Also, other sesquiterpene lactones were identified by ultra-high performance liquid chromatography-high resolution tandem mass spectrometry (UHPLC-HRMS/MS) from dichloromethane fraction. This fraction showed activity against the tumor cells tested, mainly against leukemia, glioma, ovarian and kidney, with growth inhibitory activity (GI50) less than 0.80 µg mL-1. Piptocarphins A and B, in mixture, showed strong activity against all human cancer cell lines tested, with GI50 values ≤ 0.15 µg mL-1. Piptocarphin D was selective for glioma and resistant ovarian cell lines. The new hirsutinolide derivative showed potent activity against breast (GI50= 0.96 µg mL-1) and resistant ovarian (GI50 = 3.60 µg mL-1) cell lines.Sociedade Brasileira de Química2019-08-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532019000801728Journal of the Brazilian Chemical Society v.30 n.8 2019reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.21577/0103-5053.20190076info:eu-repo/semantics/openAccessRamos,Anderson V. G.Peixoto,Juliana L. B.Cabral,Márcia R. P.Amrein,Ana MariaTiuman,Tatiana S.Cottica,Solange M.Souza,Ilza M. O.Ruiz,Ana Lucia T. G.Foglio,Mary AnnCarmo,Marta R. B.Sarragiotto,Maria HelenaBaldoqui,Debora C.eng2019-08-08T00:00:00Zoai:scielo:S0103-50532019000801728Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2019-08-08T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Chemical Constituents, Antiproliferative and Antioxidant Activities of Vernonanthura nudiflora (Less.) H. Rob. Aerial Parts
title Chemical Constituents, Antiproliferative and Antioxidant Activities of Vernonanthura nudiflora (Less.) H. Rob. Aerial Parts
spellingShingle Chemical Constituents, Antiproliferative and Antioxidant Activities of Vernonanthura nudiflora (Less.) H. Rob. Aerial Parts
Ramos,Anderson V. G.
Asteraceae
Vernonanthura nudiflora
sesquiterpene lactones
new hirsutinolide
pharmacological potential
title_short Chemical Constituents, Antiproliferative and Antioxidant Activities of Vernonanthura nudiflora (Less.) H. Rob. Aerial Parts
title_full Chemical Constituents, Antiproliferative and Antioxidant Activities of Vernonanthura nudiflora (Less.) H. Rob. Aerial Parts
title_fullStr Chemical Constituents, Antiproliferative and Antioxidant Activities of Vernonanthura nudiflora (Less.) H. Rob. Aerial Parts
title_full_unstemmed Chemical Constituents, Antiproliferative and Antioxidant Activities of Vernonanthura nudiflora (Less.) H. Rob. Aerial Parts
title_sort Chemical Constituents, Antiproliferative and Antioxidant Activities of Vernonanthura nudiflora (Less.) H. Rob. Aerial Parts
author Ramos,Anderson V. G.
author_facet Ramos,Anderson V. G.
Peixoto,Juliana L. B.
Cabral,Márcia R. P.
Amrein,Ana Maria
Tiuman,Tatiana S.
Cottica,Solange M.
Souza,Ilza M. O.
Ruiz,Ana Lucia T. G.
Foglio,Mary Ann
Carmo,Marta R. B.
Sarragiotto,Maria Helena
Baldoqui,Debora C.
author_role author
author2 Peixoto,Juliana L. B.
Cabral,Márcia R. P.
Amrein,Ana Maria
Tiuman,Tatiana S.
Cottica,Solange M.
Souza,Ilza M. O.
Ruiz,Ana Lucia T. G.
Foglio,Mary Ann
Carmo,Marta R. B.
Sarragiotto,Maria Helena
Baldoqui,Debora C.
author2_role author
author
author
author
author
author
author
author
author
author
author
dc.contributor.author.fl_str_mv Ramos,Anderson V. G.
Peixoto,Juliana L. B.
Cabral,Márcia R. P.
Amrein,Ana Maria
Tiuman,Tatiana S.
Cottica,Solange M.
Souza,Ilza M. O.
Ruiz,Ana Lucia T. G.
Foglio,Mary Ann
Carmo,Marta R. B.
Sarragiotto,Maria Helena
Baldoqui,Debora C.
dc.subject.por.fl_str_mv Asteraceae
Vernonanthura nudiflora
sesquiterpene lactones
new hirsutinolide
pharmacological potential
topic Asteraceae
Vernonanthura nudiflora
sesquiterpene lactones
new hirsutinolide
pharmacological potential
description Sesquiterpene lactones are an important class of secondary metabolites frequently isolated from Vernonanthura genus that present a variety of biological properties, including antiproliferative activity. Due to the limitation of pharmacological studies on Vernonanthura nudiflora, the aim of this work was to investigate their antioxidant potential and antiproliferative activity against human tumor cells, as well as to isolate and identify the chemical constituents present in their aerial parts. The phytochemical investigation resulted in the isolation of the sesquiterpene lactones piptocarphins A, B, D, and a new hirsutinolide derivative, 8α-tigloyloxy-10α-hydroxy-hirsutinolide, besides triterpenes, glycosylated steroids, flavonoids, and one chlorogenic acid derivative. Also, other sesquiterpene lactones were identified by ultra-high performance liquid chromatography-high resolution tandem mass spectrometry (UHPLC-HRMS/MS) from dichloromethane fraction. This fraction showed activity against the tumor cells tested, mainly against leukemia, glioma, ovarian and kidney, with growth inhibitory activity (GI50) less than 0.80 µg mL-1. Piptocarphins A and B, in mixture, showed strong activity against all human cancer cell lines tested, with GI50 values ≤ 0.15 µg mL-1. Piptocarphin D was selective for glioma and resistant ovarian cell lines. The new hirsutinolide derivative showed potent activity against breast (GI50= 0.96 µg mL-1) and resistant ovarian (GI50 = 3.60 µg mL-1) cell lines.
publishDate 2019
dc.date.none.fl_str_mv 2019-08-01
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=S0103-50532019000801728
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532019000801728
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.21577/0103-5053.20190076
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.30 n.8 2019
reponame:Journal of the Brazilian Chemical Society (Online)
instname:Sociedade Brasileira de Química (SBQ)
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instname_str 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)
repository.mail.fl_str_mv ||office@jbcs.sbq.org.br
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