Hypoglycemic active principles from the leaves of Bauhinia holophylla: Comprehensive phytochemical characterization and in vivo activity profile

Detalhes bibliográficos
Autor(a) principal: Saldanha, Luiz Leonardo [UNESP]
Data de Publicação: 2021
Outros Autores: Delgado, Aislan Quintiliano [UNESP], Marcourt, Laurence, de Paula Camaforte, Nathalia Aparecida [UNESP], Vareda, Priscilla Maria Ponce [UNESP], Ebrahimi, Samad Nejad, Vilegas, Wagner [UNESP], Dokkedal, Anne Lígia [UNESP], Queiroz, Emerson Ferreira, Wolfender, Jean-Luc, Bosqueiro, José Roberto [UNESP]
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.1371/journal.pone.0258016
http://hdl.handle.net/11449/233585
Resumo: Bauhinia holophylla leaves, also known as pata-de-vaca, are traditionally used in Brazil to treat diabetes. Although the hypoglycemic activity of this medicinal plant has already been described, the active compounds responsible for the hypoglycemic activity have not yet been identified. To rapidly obtain two fractions in large amounts compatible with further in vivo assay, the hydroalcoholic extract of B. holophylla leaves was fractionated by Vacuum Liquid Chromatography and then purified by medium pressure liquid chromatography combined with an in vivo Glucose Tolerance Test in diabetic mice. This approach resulted in the identification of eleven compounds (1-11), including an original non-cyanogenic cyanoglucoside derivative. The structures of the isolated compounds were elucidated by nuclear magnetic resonance and high-resolution mass spectrometry. One of the major compounds of the leaves, lithospermoside (3), exhibited strong hypoglycemic activity in diabetic mice at the doses of 10 and 20 mg/kg b.w. and prevents body weight loss. The proton nuclear magnetic resonance (1H NMR) quantification revealed that the hydroalcoholic leaves extract contained 1.7% of lithospermoside (3) and 3.1% of flavonoids. The NMR analysis also revealed the presence of a high amount of pinitol (4) (9.5%), a known compound possessing in vivo hypoglycemic activity. The hypoglycemic properties of the hydroalcoholic leaves extract and the traditional water infusion extracts of the leaves of B. holophylla seem thus to be the result of the activity of three unrelated classes of compounds. Such results support to some extent the traditional use of Bauhinia holophylla to treat diabetes.
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spelling Hypoglycemic active principles from the leaves of Bauhinia holophylla: Comprehensive phytochemical characterization and in vivo activity profileBauhinia holophylla leaves, also known as pata-de-vaca, are traditionally used in Brazil to treat diabetes. Although the hypoglycemic activity of this medicinal plant has already been described, the active compounds responsible for the hypoglycemic activity have not yet been identified. To rapidly obtain two fractions in large amounts compatible with further in vivo assay, the hydroalcoholic extract of B. holophylla leaves was fractionated by Vacuum Liquid Chromatography and then purified by medium pressure liquid chromatography combined with an in vivo Glucose Tolerance Test in diabetic mice. This approach resulted in the identification of eleven compounds (1-11), including an original non-cyanogenic cyanoglucoside derivative. The structures of the isolated compounds were elucidated by nuclear magnetic resonance and high-resolution mass spectrometry. One of the major compounds of the leaves, lithospermoside (3), exhibited strong hypoglycemic activity in diabetic mice at the doses of 10 and 20 mg/kg b.w. and prevents body weight loss. The proton nuclear magnetic resonance (1H NMR) quantification revealed that the hydroalcoholic leaves extract contained 1.7% of lithospermoside (3) and 3.1% of flavonoids. The NMR analysis also revealed the presence of a high amount of pinitol (4) (9.5%), a known compound possessing in vivo hypoglycemic activity. The hypoglycemic properties of the hydroalcoholic leaves extract and the traditional water infusion extracts of the leaves of B. holophylla seem thus to be the result of the activity of three unrelated classes of compounds. Such results support to some extent the traditional use of Bauhinia holophylla to treat diabetes.Faculty of Sciences São Paulo State University (UNESP), São PauloSchool of Pharmaceutical Sciences University of GenevaInstitute of Pharmaceutical Sciences of Western Switzerland (ISPSO) University of GenevaDepartment of Phytochemistry Medicinal Plants and Drugs Research Institute Shahid Beheshti University GC, TehranInstitute of Biociences São Paulo State University (UNESP), São PauloFaculty of Sciences São Paulo State University (UNESP), São PauloInstitute of Biociences São Paulo State University (UNESP), São PauloUniversidade Estadual Paulista (UNESP)University of GenevaGCSaldanha, Luiz Leonardo [UNESP]Delgado, Aislan Quintiliano [UNESP]Marcourt, Laurencede Paula Camaforte, Nathalia Aparecida [UNESP]Vareda, Priscilla Maria Ponce [UNESP]Ebrahimi, Samad NejadVilegas, Wagner [UNESP]Dokkedal, Anne Lígia [UNESP]Queiroz, Emerson FerreiraWolfender, Jean-LucBosqueiro, José Roberto [UNESP]2022-05-01T09:30:51Z2022-05-01T09:30:51Z2021-09-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://dx.doi.org/10.1371/journal.pone.0258016PLoS ONE, v. 16, n. 9 September, 2021.1932-6203http://hdl.handle.net/11449/23358510.1371/journal.pone.02580162-s2.0-85115806760Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengPLoS ONEinfo:eu-repo/semantics/openAccess2024-04-24T18:53:32Zoai:repositorio.unesp.br:11449/233585Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-04-24T18:53:32Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv Hypoglycemic active principles from the leaves of Bauhinia holophylla: Comprehensive phytochemical characterization and in vivo activity profile
title Hypoglycemic active principles from the leaves of Bauhinia holophylla: Comprehensive phytochemical characterization and in vivo activity profile
spellingShingle Hypoglycemic active principles from the leaves of Bauhinia holophylla: Comprehensive phytochemical characterization and in vivo activity profile
Saldanha, Luiz Leonardo [UNESP]
title_short Hypoglycemic active principles from the leaves of Bauhinia holophylla: Comprehensive phytochemical characterization and in vivo activity profile
title_full Hypoglycemic active principles from the leaves of Bauhinia holophylla: Comprehensive phytochemical characterization and in vivo activity profile
title_fullStr Hypoglycemic active principles from the leaves of Bauhinia holophylla: Comprehensive phytochemical characterization and in vivo activity profile
title_full_unstemmed Hypoglycemic active principles from the leaves of Bauhinia holophylla: Comprehensive phytochemical characterization and in vivo activity profile
title_sort Hypoglycemic active principles from the leaves of Bauhinia holophylla: Comprehensive phytochemical characterization and in vivo activity profile
author Saldanha, Luiz Leonardo [UNESP]
author_facet Saldanha, Luiz Leonardo [UNESP]
Delgado, Aislan Quintiliano [UNESP]
Marcourt, Laurence
de Paula Camaforte, Nathalia Aparecida [UNESP]
Vareda, Priscilla Maria Ponce [UNESP]
Ebrahimi, Samad Nejad
Vilegas, Wagner [UNESP]
Dokkedal, Anne Lígia [UNESP]
Queiroz, Emerson Ferreira
Wolfender, Jean-Luc
Bosqueiro, José Roberto [UNESP]
author_role author
author2 Delgado, Aislan Quintiliano [UNESP]
Marcourt, Laurence
de Paula Camaforte, Nathalia Aparecida [UNESP]
Vareda, Priscilla Maria Ponce [UNESP]
Ebrahimi, Samad Nejad
Vilegas, Wagner [UNESP]
Dokkedal, Anne Lígia [UNESP]
Queiroz, Emerson Ferreira
Wolfender, Jean-Luc
Bosqueiro, José Roberto [UNESP]
author2_role author
author
author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Universidade Estadual Paulista (UNESP)
University of Geneva
GC
dc.contributor.author.fl_str_mv Saldanha, Luiz Leonardo [UNESP]
Delgado, Aislan Quintiliano [UNESP]
Marcourt, Laurence
de Paula Camaforte, Nathalia Aparecida [UNESP]
Vareda, Priscilla Maria Ponce [UNESP]
Ebrahimi, Samad Nejad
Vilegas, Wagner [UNESP]
Dokkedal, Anne Lígia [UNESP]
Queiroz, Emerson Ferreira
Wolfender, Jean-Luc
Bosqueiro, José Roberto [UNESP]
description Bauhinia holophylla leaves, also known as pata-de-vaca, are traditionally used in Brazil to treat diabetes. Although the hypoglycemic activity of this medicinal plant has already been described, the active compounds responsible for the hypoglycemic activity have not yet been identified. To rapidly obtain two fractions in large amounts compatible with further in vivo assay, the hydroalcoholic extract of B. holophylla leaves was fractionated by Vacuum Liquid Chromatography and then purified by medium pressure liquid chromatography combined with an in vivo Glucose Tolerance Test in diabetic mice. This approach resulted in the identification of eleven compounds (1-11), including an original non-cyanogenic cyanoglucoside derivative. The structures of the isolated compounds were elucidated by nuclear magnetic resonance and high-resolution mass spectrometry. One of the major compounds of the leaves, lithospermoside (3), exhibited strong hypoglycemic activity in diabetic mice at the doses of 10 and 20 mg/kg b.w. and prevents body weight loss. The proton nuclear magnetic resonance (1H NMR) quantification revealed that the hydroalcoholic leaves extract contained 1.7% of lithospermoside (3) and 3.1% of flavonoids. The NMR analysis also revealed the presence of a high amount of pinitol (4) (9.5%), a known compound possessing in vivo hypoglycemic activity. The hypoglycemic properties of the hydroalcoholic leaves extract and the traditional water infusion extracts of the leaves of B. holophylla seem thus to be the result of the activity of three unrelated classes of compounds. Such results support to some extent the traditional use of Bauhinia holophylla to treat diabetes.
publishDate 2021
dc.date.none.fl_str_mv 2021-09-01
2022-05-01T09:30:51Z
2022-05-01T09:30:51Z
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/10.1371/journal.pone.0258016
PLoS ONE, v. 16, n. 9 September, 2021.
1932-6203
http://hdl.handle.net/11449/233585
10.1371/journal.pone.0258016
2-s2.0-85115806760
url http://dx.doi.org/10.1371/journal.pone.0258016
http://hdl.handle.net/11449/233585
identifier_str_mv PLoS ONE, v. 16, n. 9 September, 2021.
1932-6203
10.1371/journal.pone.0258016
2-s2.0-85115806760
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv PLoS ONE
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)
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