Phytochemical analysis of the methanolic leaves extract of Niedenzuella multiglandulosa (Malpighiaceae), a plant species toxic to cattle in Brazil

Detalhes bibliográficos
Autor(a) principal: Mannochio Russo, Helena [UNESP]
Data de Publicação: 2020
Outros Autores: Ferreira Queiroz, Emerson, Marcourt, Laurence, Rutz, Adriano, Allard, Pierre-Marie, de Almeida, Rafael Felipe, Marques Carvalho, Nilton, Wolfender, Jean-Luc, da Silva Bolzani, Vanderlan [UNESP]
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.1016/j.phytol.2020.02.005
http://hdl.handle.net/11449/200179
Resumo: Niedenzuella multiglandulosa (Malpighiaceae) is a neotropical liana responsible for cattle intoxication outbreaks in Brazil that may lead to abortion and even death of the animals, causing substantial losses in Brazilian trade balance. A phytochemical study of N. multiglandulosa leaves was performed in order to obtain chemical information about secondary metabolites of this poorly studied species. The methanolic extract was purified by medium pressure liquid chromatography (MPLC) combined with semi preparative HPLC-PDA leading to the isolation of 16 compounds, including a new steroid named 5-hydroxypodecdysone B (13). The structure of the isolated compounds was determined by classical spectroscopic methods such as NMR and HRMS. Complementary 19F NMR and UPLC-HRMS analysis did not detect the presence of monofluoracetate (MFA), a toxic compound previously described from this species.
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spelling Phytochemical analysis of the methanolic leaves extract of Niedenzuella multiglandulosa (Malpighiaceae), a plant species toxic to cattle in BrazilCattle intoxicationIsolation steroidsMetabolite profileMonofluoracetate (MFA)Niedenzuella multiglandulosaUHPLC-PDA-HRMSNiedenzuella multiglandulosa (Malpighiaceae) is a neotropical liana responsible for cattle intoxication outbreaks in Brazil that may lead to abortion and even death of the animals, causing substantial losses in Brazilian trade balance. A phytochemical study of N. multiglandulosa leaves was performed in order to obtain chemical information about secondary metabolites of this poorly studied species. The methanolic extract was purified by medium pressure liquid chromatography (MPLC) combined with semi preparative HPLC-PDA leading to the isolation of 16 compounds, including a new steroid named 5-hydroxypodecdysone B (13). The structure of the isolated compounds was determined by classical spectroscopic methods such as NMR and HRMS. Complementary 19F NMR and UPLC-HRMS analysis did not detect the presence of monofluoracetate (MFA), a toxic compound previously described from this species.Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Schweizerischer Nationalfonds zur Förderung der Wissenschaftlichen ForschungNucleus of Bioassays Biosynthesis and Ecophysiology of Natural Products (NuBBE) Department of Organic Chemistry Institute of Chemistry São Paulo State University (UNESP)School of Pharmaceutical Sciences University of Geneva University of Lausanne, 1, Rue Michel-ServetDepartament of Botany Institute of Biological Sciences Federal University of Minas Gerais (UFMG), Belo HorizonteFaculty of Veterinary Medicine and Zootechnics (FAMEZ) Feredal University of Mato Grosso do Sul (UFMS), Campo GrandeNucleus of Bioassays Biosynthesis and Ecophysiology of Natural Products (NuBBE) Department of Organic Chemistry Institute of Chemistry São Paulo State University (UNESP)Schweizerischer Nationalfonds zur Förderung der Wissenschaftlichen Forschung: 316030_164095Universidade Estadual Paulista (Unesp)University of LausanneUniversidade Federal de Minas Gerais (UFMG)Universidade Federal de Mato Grosso do Sul (UFMS)Mannochio Russo, Helena [UNESP]Ferreira Queiroz, EmersonMarcourt, LaurenceRutz, AdrianoAllard, Pierre-Mariede Almeida, Rafael FelipeMarques Carvalho, NiltonWolfender, Jean-Lucda Silva Bolzani, Vanderlan [UNESP]2020-12-12T01:59:47Z2020-12-12T01:59:47Z2020-06-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article10-16http://dx.doi.org/10.1016/j.phytol.2020.02.005Phytochemistry Letters, v. 37, p. 10-16.1876-74861874-3900http://hdl.handle.net/11449/20017910.1016/j.phytol.2020.02.0052-s2.0-85081730167Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengPhytochemistry Lettersinfo:eu-repo/semantics/openAccess2021-10-23T12:24:30Zoai:repositorio.unesp.br:11449/200179Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T17:17:01.360192Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv Phytochemical analysis of the methanolic leaves extract of Niedenzuella multiglandulosa (Malpighiaceae), a plant species toxic to cattle in Brazil
title Phytochemical analysis of the methanolic leaves extract of Niedenzuella multiglandulosa (Malpighiaceae), a plant species toxic to cattle in Brazil
spellingShingle Phytochemical analysis of the methanolic leaves extract of Niedenzuella multiglandulosa (Malpighiaceae), a plant species toxic to cattle in Brazil
Mannochio Russo, Helena [UNESP]
Cattle intoxication
Isolation steroids
Metabolite profile
Monofluoracetate (MFA)
Niedenzuella multiglandulosa
UHPLC-PDA-HRMS
title_short Phytochemical analysis of the methanolic leaves extract of Niedenzuella multiglandulosa (Malpighiaceae), a plant species toxic to cattle in Brazil
title_full Phytochemical analysis of the methanolic leaves extract of Niedenzuella multiglandulosa (Malpighiaceae), a plant species toxic to cattle in Brazil
title_fullStr Phytochemical analysis of the methanolic leaves extract of Niedenzuella multiglandulosa (Malpighiaceae), a plant species toxic to cattle in Brazil
title_full_unstemmed Phytochemical analysis of the methanolic leaves extract of Niedenzuella multiglandulosa (Malpighiaceae), a plant species toxic to cattle in Brazil
title_sort Phytochemical analysis of the methanolic leaves extract of Niedenzuella multiglandulosa (Malpighiaceae), a plant species toxic to cattle in Brazil
author Mannochio Russo, Helena [UNESP]
author_facet Mannochio Russo, Helena [UNESP]
Ferreira Queiroz, Emerson
Marcourt, Laurence
Rutz, Adriano
Allard, Pierre-Marie
de Almeida, Rafael Felipe
Marques Carvalho, Nilton
Wolfender, Jean-Luc
da Silva Bolzani, Vanderlan [UNESP]
author_role author
author2 Ferreira Queiroz, Emerson
Marcourt, Laurence
Rutz, Adriano
Allard, Pierre-Marie
de Almeida, Rafael Felipe
Marques Carvalho, Nilton
Wolfender, Jean-Luc
da Silva Bolzani, Vanderlan [UNESP]
author2_role author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Universidade Estadual Paulista (Unesp)
University of Lausanne
Universidade Federal de Minas Gerais (UFMG)
Universidade Federal de Mato Grosso do Sul (UFMS)
dc.contributor.author.fl_str_mv Mannochio Russo, Helena [UNESP]
Ferreira Queiroz, Emerson
Marcourt, Laurence
Rutz, Adriano
Allard, Pierre-Marie
de Almeida, Rafael Felipe
Marques Carvalho, Nilton
Wolfender, Jean-Luc
da Silva Bolzani, Vanderlan [UNESP]
dc.subject.por.fl_str_mv Cattle intoxication
Isolation steroids
Metabolite profile
Monofluoracetate (MFA)
Niedenzuella multiglandulosa
UHPLC-PDA-HRMS
topic Cattle intoxication
Isolation steroids
Metabolite profile
Monofluoracetate (MFA)
Niedenzuella multiglandulosa
UHPLC-PDA-HRMS
description Niedenzuella multiglandulosa (Malpighiaceae) is a neotropical liana responsible for cattle intoxication outbreaks in Brazil that may lead to abortion and even death of the animals, causing substantial losses in Brazilian trade balance. A phytochemical study of N. multiglandulosa leaves was performed in order to obtain chemical information about secondary metabolites of this poorly studied species. The methanolic extract was purified by medium pressure liquid chromatography (MPLC) combined with semi preparative HPLC-PDA leading to the isolation of 16 compounds, including a new steroid named 5-hydroxypodecdysone B (13). The structure of the isolated compounds was determined by classical spectroscopic methods such as NMR and HRMS. Complementary 19F NMR and UPLC-HRMS analysis did not detect the presence of monofluoracetate (MFA), a toxic compound previously described from this species.
publishDate 2020
dc.date.none.fl_str_mv 2020-12-12T01:59:47Z
2020-12-12T01:59:47Z
2020-06-01
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://dx.doi.org/10.1016/j.phytol.2020.02.005
Phytochemistry Letters, v. 37, p. 10-16.
1876-7486
1874-3900
http://hdl.handle.net/11449/200179
10.1016/j.phytol.2020.02.005
2-s2.0-85081730167
url http://dx.doi.org/10.1016/j.phytol.2020.02.005
http://hdl.handle.net/11449/200179
identifier_str_mv Phytochemistry Letters, v. 37, p. 10-16.
1876-7486
1874-3900
10.1016/j.phytol.2020.02.005
2-s2.0-85081730167
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Phytochemistry Letters
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 10-16
dc.source.none.fl_str_mv Scopus
reponame:Repositório Institucional da UNESP
instname:Universidade Estadual Paulista (UNESP)
instacron:UNESP
instname_str Universidade Estadual Paulista (UNESP)
instacron_str UNESP
institution UNESP
reponame_str Repositório Institucional da UNESP
collection Repositório Institucional da UNESP
repository.name.fl_str_mv Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)
repository.mail.fl_str_mv
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