Hypoglycemic active principles from the leaves of Bauhinia holophylla: Comprehensive phytochemical characterization and in vivo activity profile
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/10.1371/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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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) |
repository.mail.fl_str_mv |
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1799965496935710720 |