Estudo fitoquímico e atividade biológica de constituintes das folhas e galhos de Maytenus robusta (Celastraceae) 

Detalhes bibliográficos
Ano de defesa: 2016
Autor(a) principal: Grasiely Faria de Sousa
Orientador(a): Não Informado pela instituição
Banca de defesa: Não Informado pela instituição
Tipo de documento: Tese
Tipo de acesso: Acesso aberto
Idioma: por
Instituição de defesa: Universidade Federal de Minas Gerais
Programa de Pós-Graduação: Não Informado pela instituição
Departamento: Não Informado pela instituição
País: Não Informado pela instituição
Palavras-chave em Português:
Link de acesso: https://hdl.handle.net/1843/SFSA-AXSVDW
Resumo: The phytochemical study of the leaves and branches from Maytenus robusta resulted in the isolation of thirteen pentacyclic triterpenes: 3-oxofriedelane (MR01), 3ß-hydroxyfriedelane (MR02), 3ß11ß-dihydroxyfriedelane (MR03), taraxerol (MR04), 3,16-dioxofriedelane (MR09), 3-oxo-29-hydroxyfriedelane (MR10), 3,16-dioxo-12-hydroxyfriedelane (MR11), 3,16-dioxo-29-hydroxyfriedelane (MR12), 3,16-dioxo-friedelan-1-ene (MR13), 3-oxo-16,29-di-hydroxyfriedelane (MR14), 1[alfa],29-di-hydroxy-3-oxofriedelane (MR15), 3-oxo-12[alfa],29-dihydroxyfriedelane (MR16) and 3-oxo-16,28,29-trihydroxyfriedelane (MR17). The steroid sitosterol and the flavonoids kaempferol (MR06), kaempferol-3-O-ß-D-glucopyranosyl-(13)-ß-L- rhamnopyranosyl-(12)-ß-D-glucopyranoside (MR07) and quercetin-3-O-ß-D-glucopyranosyl-(13)-[alfa]-L-rhamnopyranosyl-(12)-ß-D-glucopyranoside (MR08) were also isolated. The triterpenes MR12, MR13, MR14, MR15 and MR17 and the flavonoids MR07 and MR08 are new compounds. The triterpenes MR09, MR10, MR12, MR14 and MR16 were submitted to reduction reaction using sodium borohydride as reducing agent and it was possible to obtain new compounds withbiological potential. The study of the biological activity of crude extracts and isolated compounds consisted of the evaluation of in vitro cytotoxic property, antiinflammatory, antimicrobial (antibacterial, antifungal and leishmanicidal) and acetylcholinesterase inhibitory activities. The triterpenes MR01, MR02, MR09, MR10, MR12 and MR14 presented in vitro cytotoxicity activity against 4T1 cells. In the anti-inflammatory activity study, MR09, MR10, MR12 and MR14 were able to reduce the carrageenan-induced paw edema in rats. The methanolic extracts fromleaves and branches also exhibit anti-inflammatory activity. The phytochemical and biological studies of the M. robusta contributed to know more about Celastraceae family and show the biological potential of this species.
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spelling 2019-08-12T18:59:20Z2025-09-09T01:06:58Z2019-08-12T18:59:20Z2016-02-17https://hdl.handle.net/1843/SFSA-AXSVDWThe phytochemical study of the leaves and branches from Maytenus robusta resulted in the isolation of thirteen pentacyclic triterpenes: 3-oxofriedelane (MR01), 3ß-hydroxyfriedelane (MR02), 3ß11ß-dihydroxyfriedelane (MR03), taraxerol (MR04), 3,16-dioxofriedelane (MR09), 3-oxo-29-hydroxyfriedelane (MR10), 3,16-dioxo-12-hydroxyfriedelane (MR11), 3,16-dioxo-29-hydroxyfriedelane (MR12), 3,16-dioxo-friedelan-1-ene (MR13), 3-oxo-16,29-di-hydroxyfriedelane (MR14), 1[alfa],29-di-hydroxy-3-oxofriedelane (MR15), 3-oxo-12[alfa],29-dihydroxyfriedelane (MR16) and 3-oxo-16,28,29-trihydroxyfriedelane (MR17). The steroid sitosterol and the flavonoids kaempferol (MR06), kaempferol-3-O-ß-D-glucopyranosyl-(13)-ß-L- rhamnopyranosyl-(12)-ß-D-glucopyranoside (MR07) and quercetin-3-O-ß-D-glucopyranosyl-(13)-[alfa]-L-rhamnopyranosyl-(12)-ß-D-glucopyranoside (MR08) were also isolated. The triterpenes MR12, MR13, MR14, MR15 and MR17 and the flavonoids MR07 and MR08 are new compounds. The triterpenes MR09, MR10, MR12, MR14 and MR16 were submitted to reduction reaction using sodium borohydride as reducing agent and it was possible to obtain new compounds withbiological potential. The study of the biological activity of crude extracts and isolated compounds consisted of the evaluation of in vitro cytotoxic property, antiinflammatory, antimicrobial (antibacterial, antifungal and leishmanicidal) and acetylcholinesterase inhibitory activities. The triterpenes MR01, MR02, MR09, MR10, MR12 and MR14 presented in vitro cytotoxicity activity against 4T1 cells. In the anti-inflammatory activity study, MR09, MR10, MR12 and MR14 were able to reduce the carrageenan-induced paw edema in rats. The methanolic extracts fromleaves and branches also exhibit anti-inflammatory activity. The phytochemical and biological studies of the M. robusta contributed to know more about Celastraceae family and show the biological potential of this species.Universidade Federal de Minas GeraistriterpenosCelastraceaeMaytenus robustaflavonoidesQuímica orgânicaMaytenus BrasilMatéria médica vegetalFlavonoidesProdutos naturaisEstudo fitoquímico e atividade biológica de constituintes das folhas e galhos de Maytenus robusta (Celastraceae) info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/doctoralThesisGrasiely Faria de Sousainfo:eu-repo/semantics/openAccessporreponame:Repositório Institucional da UFMGinstname:Universidade Federal de Minas Gerais (UFMG)instacron:UFMGLucienir Pains DuarteGracia Divina de Fatima SilvaDorila Pilo VelosoRosemeire Brondi AlvesSilvia Ribeiro de SouzaAntonio Jacinto Demuner O estudo fitoquímico de folhas e galhos de Maytenus robusta resultou no isolamento de 13 triterpenos pentacíclicos: 3-oxofriedelano (MR01), 3ß- hidroxifriedelano (MR02), 3ß,11ß-di-hidroxifriedelano (MR03), taraxerol (MR04),3,16-dioxofriedelano (MR09), 3-oxo-29-hidroxifriedelano (MR10), 3,16-dioxo-12[alfa]-hidroxifriedelano (MR11), 3,16-dioxo-29-hidroxifriedelano (MR12), 3,16-dioxofriedelan-1-eno (MR13), 3-oxo-16ß,29-di-hidroxifriedelano (MR14), 1[alfa],29-dihidroxi-3-oxofriedelano (MR15), 3-oxo-12[alfa],29-di-hidroxifriedelano (MR16) e 3-oxo-16ß,28,29-tri-hidroxifriedelano (MR17). Também foram isolados o esteroide ß-sitosterol (MR05) e os flavonoides canferol (MR06), canferol-3-O-ß-Dglicopiranosil-(1-3)-[alfa]-L-ramnopiranosil-(1-2)-ß-D-glicopiranosídeo (MR07) e quercetina-3-O-ß-D-glicopiranosil-(1-3)-[alfa]-L-ramnopiranosil-(1-2)-ß-D-glicopiranosídeo(MR08). Os triterpenos MR12, MR13, MR14, MR15 e MR17 e os flavonoides MR07 e MR08 são inéditos. Os triterpenos MR09, MR10, MR12,MR14 e MR16 foram submetidos a reações de redução empregando boroidretode sódio como agente redutor e foi possível obter compostos novos com potencial atividade biológica. O estudo da atividade biológica de extratos e compostosisolados consistiu da avaliação da citotoxicidade in vitro, da atividade antiinflamatória,da atividade antimicrobiana (antibacteriana, antifúngica e leishmanicida) e da atividade de inibição da enzima acetilcolinesterase (AChE). Os triterpenos MR01, MR02, MR09, MR10, MR12 e MR14 apresentaram atividade citotóxica in vitro frente a células 4T1. No ensaio de atividade antiinflamatória MR09, MR10, MR12 e MR14 foram capazes de reduzir o edema de pata de camundongos produzido por carragenina. Os extratos metanólicos de folhas e galhos também apresentaram atividade anti-inflamatória. O estudo fitoquímico e biológico de M. robusta contribuiu para conhecer mais sobre afamília Celastraceae e mostrar o potencial biológico da espécie. UFMGORIGINALgrasiely_faria_de_sousa___tese__1.pdfapplication/pdf21555465https://repositorio.ufmg.br//bitstreams/8c25f260-1328-4f60-9bf3-ddc5983c1423/downloadd9d6b5db42d1f50044961dbe2e71473bMD51trueAnonymousREAD1843/SFSA-AXSVDW2025-09-08 22:06:58.12open.accessoai:repositorio.ufmg.br:1843/SFSA-AXSVDWhttps://repositorio.ufmg.br/Repositório InstitucionalPUBhttps://repositorio.ufmg.br/oairepositorio@ufmg.bropendoar:2025-09-09T01:06:58Repositório Institucional da UFMG - Universidade Federal de Minas Gerais (UFMG)false
dc.title.none.fl_str_mv Estudo fitoquímico e atividade biológica de constituintes das folhas e galhos de Maytenus robusta (Celastraceae) 
title Estudo fitoquímico e atividade biológica de constituintes das folhas e galhos de Maytenus robusta (Celastraceae) 
spellingShingle Estudo fitoquímico e atividade biológica de constituintes das folhas e galhos de Maytenus robusta (Celastraceae) 
Grasiely Faria de Sousa
Química orgânica
Maytenus Brasil
Matéria médica vegetal
Flavonoides
Produtos naturais
triterpenos
Celastraceae
Maytenus robusta
flavonoides
title_short Estudo fitoquímico e atividade biológica de constituintes das folhas e galhos de Maytenus robusta (Celastraceae) 
title_full Estudo fitoquímico e atividade biológica de constituintes das folhas e galhos de Maytenus robusta (Celastraceae) 
title_fullStr Estudo fitoquímico e atividade biológica de constituintes das folhas e galhos de Maytenus robusta (Celastraceae) 
title_full_unstemmed Estudo fitoquímico e atividade biológica de constituintes das folhas e galhos de Maytenus robusta (Celastraceae) 
title_sort Estudo fitoquímico e atividade biológica de constituintes das folhas e galhos de Maytenus robusta (Celastraceae) 
author Grasiely Faria de Sousa
author_facet Grasiely Faria de Sousa
author_role author
dc.contributor.author.fl_str_mv Grasiely Faria de Sousa
dc.subject.por.fl_str_mv Química orgânica
Maytenus Brasil
Matéria médica vegetal
Flavonoides
Produtos naturais
topic Química orgânica
Maytenus Brasil
Matéria médica vegetal
Flavonoides
Produtos naturais
triterpenos
Celastraceae
Maytenus robusta
flavonoides
dc.subject.other.none.fl_str_mv triterpenos
Celastraceae
Maytenus robusta
flavonoides
description The phytochemical study of the leaves and branches from Maytenus robusta resulted in the isolation of thirteen pentacyclic triterpenes: 3-oxofriedelane (MR01), 3ß-hydroxyfriedelane (MR02), 3ß11ß-dihydroxyfriedelane (MR03), taraxerol (MR04), 3,16-dioxofriedelane (MR09), 3-oxo-29-hydroxyfriedelane (MR10), 3,16-dioxo-12-hydroxyfriedelane (MR11), 3,16-dioxo-29-hydroxyfriedelane (MR12), 3,16-dioxo-friedelan-1-ene (MR13), 3-oxo-16,29-di-hydroxyfriedelane (MR14), 1[alfa],29-di-hydroxy-3-oxofriedelane (MR15), 3-oxo-12[alfa],29-dihydroxyfriedelane (MR16) and 3-oxo-16,28,29-trihydroxyfriedelane (MR17). The steroid sitosterol and the flavonoids kaempferol (MR06), kaempferol-3-O-ß-D-glucopyranosyl-(13)-ß-L- rhamnopyranosyl-(12)-ß-D-glucopyranoside (MR07) and quercetin-3-O-ß-D-glucopyranosyl-(13)-[alfa]-L-rhamnopyranosyl-(12)-ß-D-glucopyranoside (MR08) were also isolated. The triterpenes MR12, MR13, MR14, MR15 and MR17 and the flavonoids MR07 and MR08 are new compounds. The triterpenes MR09, MR10, MR12, MR14 and MR16 were submitted to reduction reaction using sodium borohydride as reducing agent and it was possible to obtain new compounds withbiological potential. The study of the biological activity of crude extracts and isolated compounds consisted of the evaluation of in vitro cytotoxic property, antiinflammatory, antimicrobial (antibacterial, antifungal and leishmanicidal) and acetylcholinesterase inhibitory activities. The triterpenes MR01, MR02, MR09, MR10, MR12 and MR14 presented in vitro cytotoxicity activity against 4T1 cells. In the anti-inflammatory activity study, MR09, MR10, MR12 and MR14 were able to reduce the carrageenan-induced paw edema in rats. The methanolic extracts fromleaves and branches also exhibit anti-inflammatory activity. The phytochemical and biological studies of the M. robusta contributed to know more about Celastraceae family and show the biological potential of this species.
publishDate 2016
dc.date.issued.fl_str_mv 2016-02-17
dc.date.accessioned.fl_str_mv 2019-08-12T18:59:20Z
2025-09-09T01:06:58Z
dc.date.available.fl_str_mv 2019-08-12T18:59:20Z
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dc.publisher.none.fl_str_mv Universidade Federal de Minas Gerais
publisher.none.fl_str_mv Universidade Federal de Minas Gerais
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