NMR-based metabolite profiling of Selaginella convoluta in different hydration states and the unprecedented occurrence of anabasine in lycophytes
Autor(a) principal: | |
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Data de Publicação: | 2021 |
Outros Autores: | , , , , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Institucional da UNESP |
Texto Completo: | http://dx.doi.org/10.1016/j.phytol.2021.03.016 http://hdl.handle.net/11449/208627 |
Resumo: | Selaginella convoluta is a Brazilian endemic, desiccation tolerant plant with an effective drought-resistance mechanism. Herein, nuclear magnetic resonance (NMR)-based metabolite profiling was used to investigate this species in different hydration states: dried (harvested in the natural semiarid environment) and after rehydration. NMR is a suitable tool for this analysis because it allows the simultaneous detection of secondary and primary metabolites. To support NMR-based metabolite annotation, an in-house database was built by including all the experimental 1H NMR spectral data reported for the natural products previously identified in Selaginella spp. The analysis criteria were related to spectral similarity values based on the algorithm of pattern recognition between the in-house database and the total correlated spectroscopy (1H-1H TOCSY-NMR) experimental data. The in silico strategy with a similarity threshold of 50 %−100 % between the experimental and virtual spectra enabled the annotation of 86 metabolites. Among these, 49 metabolites showed a spectral similarity of 100 %. Notably, the isolation of the pyridine alkaloid anabasine from S. convoluta shoots and its structural assignment provided new chemical information for lycophytes. The multi-edaphoclimatic features of the Caatinga, an exclusively Brazilian semiarid biome, may contribute to an altered metabolite profile associated with desiccation. |
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NMR-based metabolite profiling of Selaginella convoluta in different hydration states and the unprecedented occurrence of anabasine in lycophytesAnabasineCaatingaNMR-based metabolite profilingSelaginella convoluta (Arn.) SpringSelaginellaceaeSelaginella convoluta is a Brazilian endemic, desiccation tolerant plant with an effective drought-resistance mechanism. Herein, nuclear magnetic resonance (NMR)-based metabolite profiling was used to investigate this species in different hydration states: dried (harvested in the natural semiarid environment) and after rehydration. NMR is a suitable tool for this analysis because it allows the simultaneous detection of secondary and primary metabolites. To support NMR-based metabolite annotation, an in-house database was built by including all the experimental 1H NMR spectral data reported for the natural products previously identified in Selaginella spp. The analysis criteria were related to spectral similarity values based on the algorithm of pattern recognition between the in-house database and the total correlated spectroscopy (1H-1H TOCSY-NMR) experimental data. The in silico strategy with a similarity threshold of 50 %−100 % between the experimental and virtual spectra enabled the annotation of 86 metabolites. Among these, 49 metabolites showed a spectral similarity of 100 %. Notably, the isolation of the pyridine alkaloid anabasine from S. convoluta shoots and its structural assignment provided new chemical information for lycophytes. The multi-edaphoclimatic features of the Caatinga, an exclusively Brazilian semiarid biome, may contribute to an altered metabolite profile associated with desiccation.Pharmacognosy Laboratory Department of Pharmacy Federal University of Rio Grande do Norte (UFRN)Medway Metabonomics Research Group University of Greenwich (UoG)Institute for Sustainable Development and Environment, Dunas Park HerbariumDepartment of Fundamental Chemistry Federal University of Pernambuco (UFPE)Chemistry Institute São Paulo State University (UNESP)Plant Physiology Laboratory Center for Biotechnology and Dept. of Botany Federal University of Rio Grande do Sul (UFRGS)Chemistry Institute São Paulo State University (UNESP)Federal University of Rio Grande do Norte (UFRN)University of Greenwich (UoG)Institute for Sustainable Development and EnvironmentUniversidade Federal de Pernambuco (UFPE)Universidade Estadual Paulista (Unesp)Federal University of Rio Grande do Sul (UFRGS)Santos Reginaldo, Fernanda P.Freire, RafaelCosta, Isabelly C.M.da Silva, Ivanice Bezerrade Araújo Roque, AlanHallwass, FernandoCastro-Gamboa, Ian [UNESP]Fett-Neto, Arthur GermanoCavalheiro, Alberto J. [UNESP]Giordani, Raquel B.2021-06-25T11:15:17Z2021-06-25T11:15:17Z2021-06-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article75-79http://dx.doi.org/10.1016/j.phytol.2021.03.016Phytochemistry Letters, v. 43, p. 75-79.1876-74861874-3900http://hdl.handle.net/11449/20862710.1016/j.phytol.2021.03.0162-s2.0-85104974142Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengPhytochemistry Lettersinfo:eu-repo/semantics/openAccess2021-10-23T19:02:17Zoai:repositorio.unesp.br:11449/208627Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462021-10-23T19:02:17Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false |
dc.title.none.fl_str_mv |
NMR-based metabolite profiling of Selaginella convoluta in different hydration states and the unprecedented occurrence of anabasine in lycophytes |
title |
NMR-based metabolite profiling of Selaginella convoluta in different hydration states and the unprecedented occurrence of anabasine in lycophytes |
spellingShingle |
NMR-based metabolite profiling of Selaginella convoluta in different hydration states and the unprecedented occurrence of anabasine in lycophytes Santos Reginaldo, Fernanda P. Anabasine Caatinga NMR-based metabolite profiling Selaginella convoluta (Arn.) Spring Selaginellaceae |
title_short |
NMR-based metabolite profiling of Selaginella convoluta in different hydration states and the unprecedented occurrence of anabasine in lycophytes |
title_full |
NMR-based metabolite profiling of Selaginella convoluta in different hydration states and the unprecedented occurrence of anabasine in lycophytes |
title_fullStr |
NMR-based metabolite profiling of Selaginella convoluta in different hydration states and the unprecedented occurrence of anabasine in lycophytes |
title_full_unstemmed |
NMR-based metabolite profiling of Selaginella convoluta in different hydration states and the unprecedented occurrence of anabasine in lycophytes |
title_sort |
NMR-based metabolite profiling of Selaginella convoluta in different hydration states and the unprecedented occurrence of anabasine in lycophytes |
author |
Santos Reginaldo, Fernanda P. |
author_facet |
Santos Reginaldo, Fernanda P. Freire, Rafael Costa, Isabelly C.M. da Silva, Ivanice Bezerra de Araújo Roque, Alan Hallwass, Fernando Castro-Gamboa, Ian [UNESP] Fett-Neto, Arthur Germano Cavalheiro, Alberto J. [UNESP] Giordani, Raquel B. |
author_role |
author |
author2 |
Freire, Rafael Costa, Isabelly C.M. da Silva, Ivanice Bezerra de Araújo Roque, Alan Hallwass, Fernando Castro-Gamboa, Ian [UNESP] Fett-Neto, Arthur Germano Cavalheiro, Alberto J. [UNESP] Giordani, Raquel B. |
author2_role |
author author author author author author author author author |
dc.contributor.none.fl_str_mv |
Federal University of Rio Grande do Norte (UFRN) University of Greenwich (UoG) Institute for Sustainable Development and Environment Universidade Federal de Pernambuco (UFPE) Universidade Estadual Paulista (Unesp) Federal University of Rio Grande do Sul (UFRGS) |
dc.contributor.author.fl_str_mv |
Santos Reginaldo, Fernanda P. Freire, Rafael Costa, Isabelly C.M. da Silva, Ivanice Bezerra de Araújo Roque, Alan Hallwass, Fernando Castro-Gamboa, Ian [UNESP] Fett-Neto, Arthur Germano Cavalheiro, Alberto J. [UNESP] Giordani, Raquel B. |
dc.subject.por.fl_str_mv |
Anabasine Caatinga NMR-based metabolite profiling Selaginella convoluta (Arn.) Spring Selaginellaceae |
topic |
Anabasine Caatinga NMR-based metabolite profiling Selaginella convoluta (Arn.) Spring Selaginellaceae |
description |
Selaginella convoluta is a Brazilian endemic, desiccation tolerant plant with an effective drought-resistance mechanism. Herein, nuclear magnetic resonance (NMR)-based metabolite profiling was used to investigate this species in different hydration states: dried (harvested in the natural semiarid environment) and after rehydration. NMR is a suitable tool for this analysis because it allows the simultaneous detection of secondary and primary metabolites. To support NMR-based metabolite annotation, an in-house database was built by including all the experimental 1H NMR spectral data reported for the natural products previously identified in Selaginella spp. The analysis criteria were related to spectral similarity values based on the algorithm of pattern recognition between the in-house database and the total correlated spectroscopy (1H-1H TOCSY-NMR) experimental data. The in silico strategy with a similarity threshold of 50 %−100 % between the experimental and virtual spectra enabled the annotation of 86 metabolites. Among these, 49 metabolites showed a spectral similarity of 100 %. Notably, the isolation of the pyridine alkaloid anabasine from S. convoluta shoots and its structural assignment provided new chemical information for lycophytes. The multi-edaphoclimatic features of the Caatinga, an exclusively Brazilian semiarid biome, may contribute to an altered metabolite profile associated with desiccation. |
publishDate |
2021 |
dc.date.none.fl_str_mv |
2021-06-25T11:15:17Z 2021-06-25T11:15:17Z 2021-06-01 |
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.2021.03.016 Phytochemistry Letters, v. 43, p. 75-79. 1876-7486 1874-3900 http://hdl.handle.net/11449/208627 10.1016/j.phytol.2021.03.016 2-s2.0-85104974142 |
url |
http://dx.doi.org/10.1016/j.phytol.2021.03.016 http://hdl.handle.net/11449/208627 |
identifier_str_mv |
Phytochemistry Letters, v. 43, p. 75-79. 1876-7486 1874-3900 10.1016/j.phytol.2021.03.016 2-s2.0-85104974142 |
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 |
75-79 |
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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1799965724692709376 |