Phytotoxicity of schiekia timida seed extracts, a mixture of phenylphenalenones

Detalhes bibliográficos
Autor(a) principal: Ocampos, Fernanda Maria Marins
Data de Publicação: 2021
Outros Autores: de Souza, Ana Julia Borim [UNESP], Antar, Guilherme Medeiros, Wouters, Felipe Christoff, Colnago, Luiz Alberto
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.3390/molecules26144197
http://hdl.handle.net/11449/222007
Resumo: Phenylphenalenones, metabolites found in Schiekia timida (Haemodoraceae), are a class of specialized metabolites with many biological activities, being phytoalexins in banana plants. In the constant search to solve the problem of glyphosate and to avoid resistance to commercial herbicides, this work aimed to investigate the phytotoxic effect of the methanolic extract of S. timida seeds. The chemical composition of the seed extract was directly investigated by NMR and UPLC-QToF MS and the pre-and post-emergence phytotoxic effect on a eudicotyledonous model (Lactuca sativa) and a monocotyledonous model (Allium cepa) was evaluated through germination and seedling growth tests. Three concentrations of the extract (0.25, 0.50, and 1.00 mg/mL) were prepared, and four replicates for each of them were analyzed. Three major phenylphenalenones were identified by NMR spectroscopy: 4-hydroxy-anigorufone, methoxyanigorufone, and anigorufone, two of those reported for the first time in S. timida. The presence of seven other phenylphenalenones was suggested by the LC-MS analyses. The phenylphenalenone mixture did not affect the germination rate, but impaired radicle and hypocotyl growth on both models. The effect in the monocotyledonous model was statistically similar to glyphosate in the lowest concentration (0.25 mg/mL). Therefore, although more research on this topic is required to probe this first report, this investigation suggests for the first time that phenylphenalenone compounds may be post-emergence herbicides.
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spelling Phytotoxicity of schiekia timida seed extracts, a mixture of phenylphenalenonesNMRPhenylphenalenonesPhytotoxicitySchiekia timidaUPLC-HRMSPhenylphenalenones, metabolites found in Schiekia timida (Haemodoraceae), are a class of specialized metabolites with many biological activities, being phytoalexins in banana plants. In the constant search to solve the problem of glyphosate and to avoid resistance to commercial herbicides, this work aimed to investigate the phytotoxic effect of the methanolic extract of S. timida seeds. The chemical composition of the seed extract was directly investigated by NMR and UPLC-QToF MS and the pre-and post-emergence phytotoxic effect on a eudicotyledonous model (Lactuca sativa) and a monocotyledonous model (Allium cepa) was evaluated through germination and seedling growth tests. Three concentrations of the extract (0.25, 0.50, and 1.00 mg/mL) were prepared, and four replicates for each of them were analyzed. Three major phenylphenalenones were identified by NMR spectroscopy: 4-hydroxy-anigorufone, methoxyanigorufone, and anigorufone, two of those reported for the first time in S. timida. The presence of seven other phenylphenalenones was suggested by the LC-MS analyses. The phenylphenalenone mixture did not affect the germination rate, but impaired radicle and hypocotyl growth on both models. The effect in the monocotyledonous model was statistically similar to glyphosate in the lowest concentration (0.25 mg/mL). Therefore, although more research on this topic is required to probe this first report, this investigation suggests for the first time that phenylphenalenone compounds may be post-emergence herbicides.Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Embrapa InstrumentaçãoFaculdade de Ciências Universidade Estadual Paulista “Júlio de Mesquita Filho” (UNESP)Instituto de Biociências Departamento de Botânica Universidade de São Paulo (USP), ButantãDepartamento de Química Universidade Federal de São Carlos (UFSCAR)Faculdade de Ciências Universidade Estadual Paulista “Júlio de Mesquita Filho” (UNESP)FAPESP: 2012/25299-6FAPESP: 2014/50918-7FAPESP: 2018/00504-2FAPESP: 2019/13656-8CNPq: 302866/2017-5CNPq: 465357/2014-8Empresa Brasileira de Pesquisa Agropecuária (EMBRAPA)Universidade Estadual Paulista (UNESP)Universidade de São Paulo (USP)Universidade Federal de São Carlos (UFSCar)Ocampos, Fernanda Maria Marinsde Souza, Ana Julia Borim [UNESP]Antar, Guilherme MedeirosWouters, Felipe ChristoffColnago, Luiz Alberto2022-04-28T19:41:55Z2022-04-28T19:41:55Z2021-07-02info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://dx.doi.org/10.3390/molecules26144197Molecules, v. 26, n. 14, 2021.1420-3049http://hdl.handle.net/11449/22200710.3390/molecules261441972-s2.0-85110823677Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengMoleculesinfo:eu-repo/semantics/openAccess2022-04-28T19:41:55Zoai:repositorio.unesp.br:11449/222007Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462022-04-28T19:41:55Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv Phytotoxicity of schiekia timida seed extracts, a mixture of phenylphenalenones
title Phytotoxicity of schiekia timida seed extracts, a mixture of phenylphenalenones
spellingShingle Phytotoxicity of schiekia timida seed extracts, a mixture of phenylphenalenones
Ocampos, Fernanda Maria Marins
NMR
Phenylphenalenones
Phytotoxicity
Schiekia timida
UPLC-HRMS
title_short Phytotoxicity of schiekia timida seed extracts, a mixture of phenylphenalenones
title_full Phytotoxicity of schiekia timida seed extracts, a mixture of phenylphenalenones
title_fullStr Phytotoxicity of schiekia timida seed extracts, a mixture of phenylphenalenones
title_full_unstemmed Phytotoxicity of schiekia timida seed extracts, a mixture of phenylphenalenones
title_sort Phytotoxicity of schiekia timida seed extracts, a mixture of phenylphenalenones
author Ocampos, Fernanda Maria Marins
author_facet Ocampos, Fernanda Maria Marins
de Souza, Ana Julia Borim [UNESP]
Antar, Guilherme Medeiros
Wouters, Felipe Christoff
Colnago, Luiz Alberto
author_role author
author2 de Souza, Ana Julia Borim [UNESP]
Antar, Guilherme Medeiros
Wouters, Felipe Christoff
Colnago, Luiz Alberto
author2_role author
author
author
author
dc.contributor.none.fl_str_mv Empresa Brasileira de Pesquisa Agropecuária (EMBRAPA)
Universidade Estadual Paulista (UNESP)
Universidade de São Paulo (USP)
Universidade Federal de São Carlos (UFSCar)
dc.contributor.author.fl_str_mv Ocampos, Fernanda Maria Marins
de Souza, Ana Julia Borim [UNESP]
Antar, Guilherme Medeiros
Wouters, Felipe Christoff
Colnago, Luiz Alberto
dc.subject.por.fl_str_mv NMR
Phenylphenalenones
Phytotoxicity
Schiekia timida
UPLC-HRMS
topic NMR
Phenylphenalenones
Phytotoxicity
Schiekia timida
UPLC-HRMS
description Phenylphenalenones, metabolites found in Schiekia timida (Haemodoraceae), are a class of specialized metabolites with many biological activities, being phytoalexins in banana plants. In the constant search to solve the problem of glyphosate and to avoid resistance to commercial herbicides, this work aimed to investigate the phytotoxic effect of the methanolic extract of S. timida seeds. The chemical composition of the seed extract was directly investigated by NMR and UPLC-QToF MS and the pre-and post-emergence phytotoxic effect on a eudicotyledonous model (Lactuca sativa) and a monocotyledonous model (Allium cepa) was evaluated through germination and seedling growth tests. Three concentrations of the extract (0.25, 0.50, and 1.00 mg/mL) were prepared, and four replicates for each of them were analyzed. Three major phenylphenalenones were identified by NMR spectroscopy: 4-hydroxy-anigorufone, methoxyanigorufone, and anigorufone, two of those reported for the first time in S. timida. The presence of seven other phenylphenalenones was suggested by the LC-MS analyses. The phenylphenalenone mixture did not affect the germination rate, but impaired radicle and hypocotyl growth on both models. The effect in the monocotyledonous model was statistically similar to glyphosate in the lowest concentration (0.25 mg/mL). Therefore, although more research on this topic is required to probe this first report, this investigation suggests for the first time that phenylphenalenone compounds may be post-emergence herbicides.
publishDate 2021
dc.date.none.fl_str_mv 2021-07-02
2022-04-28T19:41:55Z
2022-04-28T19:41:55Z
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/10.3390/molecules26144197
Molecules, v. 26, n. 14, 2021.
1420-3049
http://hdl.handle.net/11449/222007
10.3390/molecules26144197
2-s2.0-85110823677
url http://dx.doi.org/10.3390/molecules26144197
http://hdl.handle.net/11449/222007
identifier_str_mv Molecules, v. 26, n. 14, 2021.
1420-3049
10.3390/molecules26144197
2-s2.0-85110823677
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Molecules
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
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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