Maytenus distichophylla and Salacia crassifolia: source of products with potential acetylcholinesterase inhibition

Detalhes bibliográficos
Autor(a) principal: Fernanda L. Ferreira
Data de Publicação: 2017
Outros Autores: Vanessa G. Rodrigues, Fernando C. Silva, Bibiane L. G. Matildes, Jacqueline Aparecida Takahashi, Gracia D. F. Silva, Lucienir P. Duarte, Djalma M. Oliveira, Sidney A. V. Filho
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UFMG
Texto Completo: https://doi.org/10.1016/j.bjp.2016.12.006
http://hdl.handle.net/1843/59341
https://orcid.org/0000-0003-4651-3840
Resumo: The phytochemical study of the extract leaves from Maytenus distichophylla Mart. and Salacia crassifolia (Mart. ex Schult.) G. Don, Celastraceae, resulted in the isolation of 3-oxofriedelane, 3-hydroxyfriedelane, 3,24-dihydroxyfriedelane, 3-oxo-28,29-dihydroxyfriedelane, two mixtures of pentacyclic triterpenes (-amyrin with -amyrin and 3-stearyloxy-urs-12-ene with 3-stearyloxy-olean-12-ene), 3- palmityloxy-urs-12-ene, the steroid -sitosterol and its glycosylated derivative -glucosyl--sitosterol, tritriacontanoic acid and the natural polymer gutta percha. The chemical structures of these constituents were established by IR, 1H and 13C NMR spectral data. Crude extracts, the mixtures of triterpenes and the isolated constituents were subjected to in vitro acetylcholinesterase inhibitory evaluation. Acetylcholinesterase inhibitory effect was observed for crude chloroform extract leaves from M. distichophylla (100%) and S. crassifolia (97.93 ± 5.63%) and for the triterpenes 3,24-dihydroxyfriedelane (99.05 ± 1.12%), 3-oxo-28,29-dihydroxyfriedelane (90.59 ± 3.76%) and 3-palmityloxy-urs-12-ene (97.93 ± 1.47%). The percent inhibitions induced by these natural products were very similar to those produced by physostigmine (93.94 ± 2.10%) a standard acetylcholinesterase inhibitor. Therefore, these results open perspectives for the use of these species as source of compounds with similar physostigmine pharmacological effect.
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spelling Maytenus distichophylla and Salacia crassifolia: source of products with potential acetylcholinesterase inhibitionCelastraceaeAcetylcholinesteraseNatural productsPentacyclic triterpenesPhysostigmineProdutos naturaisFitoquímicosThe phytochemical study of the extract leaves from Maytenus distichophylla Mart. and Salacia crassifolia (Mart. ex Schult.) G. Don, Celastraceae, resulted in the isolation of 3-oxofriedelane, 3-hydroxyfriedelane, 3,24-dihydroxyfriedelane, 3-oxo-28,29-dihydroxyfriedelane, two mixtures of pentacyclic triterpenes (-amyrin with -amyrin and 3-stearyloxy-urs-12-ene with 3-stearyloxy-olean-12-ene), 3- palmityloxy-urs-12-ene, the steroid -sitosterol and its glycosylated derivative -glucosyl--sitosterol, tritriacontanoic acid and the natural polymer gutta percha. The chemical structures of these constituents were established by IR, 1H and 13C NMR spectral data. Crude extracts, the mixtures of triterpenes and the isolated constituents were subjected to in vitro acetylcholinesterase inhibitory evaluation. Acetylcholinesterase inhibitory effect was observed for crude chloroform extract leaves from M. distichophylla (100%) and S. crassifolia (97.93 ± 5.63%) and for the triterpenes 3,24-dihydroxyfriedelane (99.05 ± 1.12%), 3-oxo-28,29-dihydroxyfriedelane (90.59 ± 3.76%) and 3-palmityloxy-urs-12-ene (97.93 ± 1.47%). The percent inhibitions induced by these natural products were very similar to those produced by physostigmine (93.94 ± 2.10%) a standard acetylcholinesterase inhibitor. Therefore, these results open perspectives for the use of these species as source of compounds with similar physostigmine pharmacological effect.CNPq - Conselho Nacional de Desenvolvimento Científico e TecnológicoFAPEMIG - Fundação de Amparo à Pesquisa do Estado de Minas GeraisCAPES - Coordenação de Aperfeiçoamento de Pessoal de Nível SuperiorUniversidade Federal de Minas GeraisBrasilFAE - DEPARTAMENTO DE MÉTODOS E TÉCNICAS DE ENSINOFAE - FACULDADE DE EDUCAÇÃOICX - DEPARTAMENTO DE QUÍMICAUFMG2023-10-09T23:18:26Z2023-10-09T23:18:26Z2017info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlepdfapplication/pdfhttps://doi.org/10.1016/j.bjp.2016.12.0060102-695Xhttp://hdl.handle.net/1843/59341https://orcid.org/0000-0003-4651-3840engRevista Brasileira de FarmacognosiaFernanda L. FerreiraVanessa G. RodriguesFernando C. SilvaBibiane L. G. MatildesJacqueline Aparecida TakahashiGracia D. F. SilvaLucienir P. DuarteDjalma M. OliveiraSidney A. V. Filhoinfo:eu-repo/semantics/openAccessreponame:Repositório Institucional da UFMGinstname:Universidade Federal de Minas Gerais (UFMG)instacron:UFMG2023-10-09T23:18:26Zoai:repositorio.ufmg.br:1843/59341Repositório InstitucionalPUBhttps://repositorio.ufmg.br/oairepositorio@ufmg.bropendoar:2023-10-09T23:18:26Repositório Institucional da UFMG - Universidade Federal de Minas Gerais (UFMG)false
dc.title.none.fl_str_mv Maytenus distichophylla and Salacia crassifolia: source of products with potential acetylcholinesterase inhibition
title Maytenus distichophylla and Salacia crassifolia: source of products with potential acetylcholinesterase inhibition
spellingShingle Maytenus distichophylla and Salacia crassifolia: source of products with potential acetylcholinesterase inhibition
Fernanda L. Ferreira
Celastraceae
Acetylcholinesterase
Natural products
Pentacyclic triterpenes
Physostigmine
Produtos naturais
Fitoquímicos
title_short Maytenus distichophylla and Salacia crassifolia: source of products with potential acetylcholinesterase inhibition
title_full Maytenus distichophylla and Salacia crassifolia: source of products with potential acetylcholinesterase inhibition
title_fullStr Maytenus distichophylla and Salacia crassifolia: source of products with potential acetylcholinesterase inhibition
title_full_unstemmed Maytenus distichophylla and Salacia crassifolia: source of products with potential acetylcholinesterase inhibition
title_sort Maytenus distichophylla and Salacia crassifolia: source of products with potential acetylcholinesterase inhibition
author Fernanda L. Ferreira
author_facet Fernanda L. Ferreira
Vanessa G. Rodrigues
Fernando C. Silva
Bibiane L. G. Matildes
Jacqueline Aparecida Takahashi
Gracia D. F. Silva
Lucienir P. Duarte
Djalma M. Oliveira
Sidney A. V. Filho
author_role author
author2 Vanessa G. Rodrigues
Fernando C. Silva
Bibiane L. G. Matildes
Jacqueline Aparecida Takahashi
Gracia D. F. Silva
Lucienir P. Duarte
Djalma M. Oliveira
Sidney A. V. Filho
author2_role author
author
author
author
author
author
author
author
dc.contributor.author.fl_str_mv Fernanda L. Ferreira
Vanessa G. Rodrigues
Fernando C. Silva
Bibiane L. G. Matildes
Jacqueline Aparecida Takahashi
Gracia D. F. Silva
Lucienir P. Duarte
Djalma M. Oliveira
Sidney A. V. Filho
dc.subject.por.fl_str_mv Celastraceae
Acetylcholinesterase
Natural products
Pentacyclic triterpenes
Physostigmine
Produtos naturais
Fitoquímicos
topic Celastraceae
Acetylcholinesterase
Natural products
Pentacyclic triterpenes
Physostigmine
Produtos naturais
Fitoquímicos
description The phytochemical study of the extract leaves from Maytenus distichophylla Mart. and Salacia crassifolia (Mart. ex Schult.) G. Don, Celastraceae, resulted in the isolation of 3-oxofriedelane, 3-hydroxyfriedelane, 3,24-dihydroxyfriedelane, 3-oxo-28,29-dihydroxyfriedelane, two mixtures of pentacyclic triterpenes (-amyrin with -amyrin and 3-stearyloxy-urs-12-ene with 3-stearyloxy-olean-12-ene), 3- palmityloxy-urs-12-ene, the steroid -sitosterol and its glycosylated derivative -glucosyl--sitosterol, tritriacontanoic acid and the natural polymer gutta percha. The chemical structures of these constituents were established by IR, 1H and 13C NMR spectral data. Crude extracts, the mixtures of triterpenes and the isolated constituents were subjected to in vitro acetylcholinesterase inhibitory evaluation. Acetylcholinesterase inhibitory effect was observed for crude chloroform extract leaves from M. distichophylla (100%) and S. crassifolia (97.93 ± 5.63%) and for the triterpenes 3,24-dihydroxyfriedelane (99.05 ± 1.12%), 3-oxo-28,29-dihydroxyfriedelane (90.59 ± 3.76%) and 3-palmityloxy-urs-12-ene (97.93 ± 1.47%). The percent inhibitions induced by these natural products were very similar to those produced by physostigmine (93.94 ± 2.10%) a standard acetylcholinesterase inhibitor. Therefore, these results open perspectives for the use of these species as source of compounds with similar physostigmine pharmacological effect.
publishDate 2017
dc.date.none.fl_str_mv 2017
2023-10-09T23:18:26Z
2023-10-09T23:18:26Z
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 https://doi.org/10.1016/j.bjp.2016.12.006
0102-695X
http://hdl.handle.net/1843/59341
https://orcid.org/0000-0003-4651-3840
url https://doi.org/10.1016/j.bjp.2016.12.006
http://hdl.handle.net/1843/59341
https://orcid.org/0000-0003-4651-3840
identifier_str_mv 0102-695X
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Revista Brasileira de Farmacognosia
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv pdf
application/pdf
dc.publisher.none.fl_str_mv Universidade Federal de Minas Gerais
Brasil
FAE - DEPARTAMENTO DE MÉTODOS E TÉCNICAS DE ENSINO
FAE - FACULDADE DE EDUCAÇÃO
ICX - DEPARTAMENTO DE QUÍMICA
UFMG
publisher.none.fl_str_mv Universidade Federal de Minas Gerais
Brasil
FAE - DEPARTAMENTO DE MÉTODOS E TÉCNICAS DE ENSINO
FAE - FACULDADE DE EDUCAÇÃO
ICX - DEPARTAMENTO DE QUÍMICA
UFMG
dc.source.none.fl_str_mv reponame:Repositório Institucional da UFMG
instname:Universidade Federal de Minas Gerais (UFMG)
instacron:UFMG
instname_str Universidade Federal de Minas Gerais (UFMG)
instacron_str UFMG
institution UFMG
reponame_str Repositório Institucional da UFMG
collection Repositório Institucional da UFMG
repository.name.fl_str_mv Repositório Institucional da UFMG - Universidade Federal de Minas Gerais (UFMG)
repository.mail.fl_str_mv repositorio@ufmg.br
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