Chemical Constituents, Antiproliferative and Antioxidant Activities of Vernonanthura nudiflora (Less.) H. Rob. Aerial Parts
Autor(a) principal: | |
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Data de Publicação: | 2019 |
Outros Autores: | , , , , , , , , , , |
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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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) 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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1750318182100369408 |