Estudo fitoquímico e atividade biológica de raízes de Maytenus imbricata Mart. ex. Reissek

Detalhes bibliográficos
Ano de defesa: 2011
Autor(a) principal: Vanessa Gregório Rodrigues
Orientador(a): Não Informado pela instituição
Banca de defesa: Não Informado pela instituição
Tipo de documento: Dissertação
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-8Q7PWH
Resumo: This work described the phytochemical study of the hexane/diethyl ether (1:1) extract of the roots of Maytenus imbricata, and the evaluation of biological activity of extracts and isolated substances.The phytochemical study resulted in the isolation and characterization ofseven pentacyclic triterpenes, 11alpha-hydroxylup-20(29)-en-3-one, tingenone, 6-oxotingenol, 30-hydroxylup-20(29)-en-3-one, 3,7-dioxofriedelane, 3-oxo-29- hydroxyfriedelane and 3beta,11alpha-di-hydroxylup-20(29)-ene, as well as palmitic acid anda mixture of long chain hydrocarbons (C-27 to C-32). All substances had their structures elucidated by spectrometric methods (IR, 1H and 13C NMR) and gas chromatography. Tingenone, 6-oxo-tingenol, 3,7-dioxofriedelane, 3-oxo-29-hydroxyfriedelane, 3beta, 11alpha-di-hydroxylup-20(29)-ene, palmitic acid and the mixture of hydrocarbons were isolated by first time in M. imbricata. The compound 6-oxo-tingenol was for the first time isolated in NEPLAM and its structure was determined by 1D and 2D NMR. The extracts and some constituents were submitted to assays of antimicrobial activity (antibacterial and antifungical), inhibition property of the enzyme acethylcholinesterase, and evaluation of toxic potential through the larvicidal activity using Artemia salina. All extracts and 11alpha-hydroxylup-20(29)-en-3-one, tingenone and 6-oxotingenol showed activity against Staphylococcus aureus, Bacillus cereus, Salmonella typhimurium, Escherichia coli and Candida albicans. The mixture of triterpenes (11alpha- hydroxylup-20(29)-en-3-one + 30-hydroxylup--20(29)-en-3-one) was active against Staphylococcus aureus, Bacillus cereus and Candida albicans. In the evaluation of inhibition capacity of the enzyme acethylcholinesterase by the bioautography method, the constituents 1alpha- hydroxylup-20(29)-en-3-one, 3,7- dioxofriedelan and 3-oxo-29-hydroxyfriedelan were active. By the method using Artemia salina, all extracts and compounds tested showed potential larvicidal activity
id UFMG_42b2bbff885c117e161630509ef45339
oai_identifier_str oai:repositorio.ufmg.br:1843/SFSA-8Q7PWH
network_acronym_str UFMG
network_name_str Repositório Institucional da UFMG
repository_id_str
spelling 2019-08-12T02:44:25Z2025-09-09T01:17:14Z2019-08-12T02:44:25Z2011-07-29https://hdl.handle.net/1843/SFSA-8Q7PWHThis work described the phytochemical study of the hexane/diethyl ether (1:1) extract of the roots of Maytenus imbricata, and the evaluation of biological activity of extracts and isolated substances.The phytochemical study resulted in the isolation and characterization ofseven pentacyclic triterpenes, 11alpha-hydroxylup-20(29)-en-3-one, tingenone, 6-oxotingenol, 30-hydroxylup-20(29)-en-3-one, 3,7-dioxofriedelane, 3-oxo-29- hydroxyfriedelane and 3beta,11alpha-di-hydroxylup-20(29)-ene, as well as palmitic acid anda mixture of long chain hydrocarbons (C-27 to C-32). All substances had their structures elucidated by spectrometric methods (IR, 1H and 13C NMR) and gas chromatography. Tingenone, 6-oxo-tingenol, 3,7-dioxofriedelane, 3-oxo-29-hydroxyfriedelane, 3beta, 11alpha-di-hydroxylup-20(29)-ene, palmitic acid and the mixture of hydrocarbons were isolated by first time in M. imbricata. The compound 6-oxo-tingenol was for the first time isolated in NEPLAM and its structure was determined by 1D and 2D NMR. The extracts and some constituents were submitted to assays of antimicrobial activity (antibacterial and antifungical), inhibition property of the enzyme acethylcholinesterase, and evaluation of toxic potential through the larvicidal activity using Artemia salina. All extracts and 11alpha-hydroxylup-20(29)-en-3-one, tingenone and 6-oxotingenol showed activity against Staphylococcus aureus, Bacillus cereus, Salmonella typhimurium, Escherichia coli and Candida albicans. The mixture of triterpenes (11alpha- hydroxylup-20(29)-en-3-one + 30-hydroxylup--20(29)-en-3-one) was active against Staphylococcus aureus, Bacillus cereus and Candida albicans. In the evaluation of inhibition capacity of the enzyme acethylcholinesterase by the bioautography method, the constituents 1alpha- hydroxylup-20(29)-en-3-one, 3,7- dioxofriedelan and 3-oxo-29-hydroxyfriedelan were active. By the method using Artemia salina, all extracts and compounds tested showed potential larvicidal activityUniversidade Federal de Minas GeraisMaytenusCelastraceaeTriterpenos pentacíclicosProdutos naturaisQuímica OrgânicaTerpeniosMaytenus BrasilMatéria médica vegetalProdutos naturaisEstudo fitoquímico e atividade biológica de raízes de Maytenus imbricata Mart. ex. Reissekinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisVanessa Gregório Rodriguesinfo:eu-repo/semantics/openAccessporreponame:Repositório Institucional da UFMGinstname:Universidade Federal de Minas Gerais (UFMG)instacron:UFMGLucienir Pains DuarteGracia Divina de Fatima SilvaHenriete da Silva VieiraMaria Amelia Diamantino BoaventuraEste trabalho descreve o estudo fitoquímico do extrato hexânico/éter etílico (1:1) das raízes de Maytenus imbricata, bem como uma avaliação da atividade biológica de extratos e substâncias isoladas. O estudo fitoquímico resultou no isolamento e caracterização de sete triterpenos pentacíclicos, 11alfa-hidroxilup-20(29)-en-3-ona, tingenona, 6-oxo-tingenol, 30-hidroxilup-20(29)-en-3-ona, 3,7-dioxofriedelano, 3-oxo-29-hidroxifriedelano e 3beta,11alfa-di-hidroxilup-20(29)-eno, e também, ácido palmítico e uma mistura de hidrocarbonetos de cadeia longa (C-27 a C-32). Todas as substâncias tiveram suas estruturas elucidadas por métodos espectrométricos (IV, RMN de 1H e de 13C) e cromatografia gasosa. Tingenona, 6-oxo-tingenol, 3,7-dioxo-friedelano, 3-oxo-29-hidroxifriedelano, 3beta,11alfa-di-hidroxi-lup-20(29)-eno, ácido palmítico e a mistura de hidrocarbonetos foram isolados pela primeira vez em M. imbricata. O composto 6-oxo-tingenol foi isolado pela primeira vez no NEPLAM e sua estrutura foi determinada por meio de RMN 1D e 2D. Os extratos e alguns constituintes foram submetidos a testes de atividade antimicrobiana (antibacteriana e antifúngica), da propriedade de inibição da enzima acetilcolinesterase e de avaliação do potencial tóxico através da atividade larvicida usando Artemia salina. Todos os extratos e 1alfa-hidroxilup-20(29)-en-3-ona, tingenona e 6-oxotingenolapresentaram atividade frente a Staphylococcus aureus, Bacillus cereus, Salmonella typhimurium, Escherichia coli e Candida albicans. A mistura de triterpenos (11alfa-hidroxilup-20(29)-en-3-ona + 0-hidroxilup-20(29)-en-3-ona) apresentou atividade contra Staphylococcus aureus, Bacillus cereus e Candida albicans. Na avaliação da capacidade de inibição da enzima acetilcolinesterase pelo método de bioautografia, os constituintes 11alfa-hidroxilup-20(29)-en-3-ona, 3,7-dioxofriedelano e 3-oxo-29-hidroxifriedelano foram ativas. Pelo teste utilizando Artemia salina, todos os extratos e substâncias testadas apresentaram potencial atividade larvicidaUFMGORIGINAL_disserta__o.pdfapplication/pdf10796110https://repositorio.ufmg.br//bitstreams/ca1d4a56-5e85-425a-8bfe-b1380bfc505b/downloada5e65a860038e7fd85ec24451b448102MD51trueAnonymousREADTEXT_disserta__o.pdf.txttext/plain260377https://repositorio.ufmg.br//bitstreams/185dcbb5-cc47-4d4a-8040-bd7fd572dcca/download3dceae84b6ce6dcdfa21e7f5627c3aecMD52falseAnonymousREAD1843/SFSA-8Q7PWH2025-09-08 22:17:14.31open.accessoai:repositorio.ufmg.br:1843/SFSA-8Q7PWHhttps://repositorio.ufmg.br/Repositório InstitucionalPUBhttps://repositorio.ufmg.br/oairepositorio@ufmg.bropendoar:2025-09-09T01:17:14Repositório Institucional da UFMG - Universidade Federal de Minas Gerais (UFMG)false
dc.title.none.fl_str_mv Estudo fitoquímico e atividade biológica de raízes de Maytenus imbricata Mart. ex. Reissek
title Estudo fitoquímico e atividade biológica de raízes de Maytenus imbricata Mart. ex. Reissek
spellingShingle Estudo fitoquímico e atividade biológica de raízes de Maytenus imbricata Mart. ex. Reissek
Vanessa Gregório Rodrigues
Química Orgânica
Terpenios
Maytenus Brasil
Matéria médica vegetal
Produtos naturais
Maytenus
Celastraceae
Triterpenos pentacíclicos
Produtos naturais
title_short Estudo fitoquímico e atividade biológica de raízes de Maytenus imbricata Mart. ex. Reissek
title_full Estudo fitoquímico e atividade biológica de raízes de Maytenus imbricata Mart. ex. Reissek
title_fullStr Estudo fitoquímico e atividade biológica de raízes de Maytenus imbricata Mart. ex. Reissek
title_full_unstemmed Estudo fitoquímico e atividade biológica de raízes de Maytenus imbricata Mart. ex. Reissek
title_sort Estudo fitoquímico e atividade biológica de raízes de Maytenus imbricata Mart. ex. Reissek
author Vanessa Gregório Rodrigues
author_facet Vanessa Gregório Rodrigues
author_role author
dc.contributor.author.fl_str_mv Vanessa Gregório Rodrigues
dc.subject.por.fl_str_mv Química Orgânica
Terpenios
Maytenus Brasil
Matéria médica vegetal
Produtos naturais
topic Química Orgânica
Terpenios
Maytenus Brasil
Matéria médica vegetal
Produtos naturais
Maytenus
Celastraceae
Triterpenos pentacíclicos
Produtos naturais
dc.subject.other.none.fl_str_mv Maytenus
Celastraceae
Triterpenos pentacíclicos
Produtos naturais
description This work described the phytochemical study of the hexane/diethyl ether (1:1) extract of the roots of Maytenus imbricata, and the evaluation of biological activity of extracts and isolated substances.The phytochemical study resulted in the isolation and characterization ofseven pentacyclic triterpenes, 11alpha-hydroxylup-20(29)-en-3-one, tingenone, 6-oxotingenol, 30-hydroxylup-20(29)-en-3-one, 3,7-dioxofriedelane, 3-oxo-29- hydroxyfriedelane and 3beta,11alpha-di-hydroxylup-20(29)-ene, as well as palmitic acid anda mixture of long chain hydrocarbons (C-27 to C-32). All substances had their structures elucidated by spectrometric methods (IR, 1H and 13C NMR) and gas chromatography. Tingenone, 6-oxo-tingenol, 3,7-dioxofriedelane, 3-oxo-29-hydroxyfriedelane, 3beta, 11alpha-di-hydroxylup-20(29)-ene, palmitic acid and the mixture of hydrocarbons were isolated by first time in M. imbricata. The compound 6-oxo-tingenol was for the first time isolated in NEPLAM and its structure was determined by 1D and 2D NMR. The extracts and some constituents were submitted to assays of antimicrobial activity (antibacterial and antifungical), inhibition property of the enzyme acethylcholinesterase, and evaluation of toxic potential through the larvicidal activity using Artemia salina. All extracts and 11alpha-hydroxylup-20(29)-en-3-one, tingenone and 6-oxotingenol showed activity against Staphylococcus aureus, Bacillus cereus, Salmonella typhimurium, Escherichia coli and Candida albicans. The mixture of triterpenes (11alpha- hydroxylup-20(29)-en-3-one + 30-hydroxylup--20(29)-en-3-one) was active against Staphylococcus aureus, Bacillus cereus and Candida albicans. In the evaluation of inhibition capacity of the enzyme acethylcholinesterase by the bioautography method, the constituents 1alpha- hydroxylup-20(29)-en-3-one, 3,7- dioxofriedelan and 3-oxo-29-hydroxyfriedelan were active. By the method using Artemia salina, all extracts and compounds tested showed potential larvicidal activity
publishDate 2011
dc.date.issued.fl_str_mv 2011-07-29
dc.date.accessioned.fl_str_mv 2019-08-12T02:44:25Z
2025-09-09T01:17:14Z
dc.date.available.fl_str_mv 2019-08-12T02:44:25Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/masterThesis
format masterThesis
status_str publishedVersion
dc.identifier.uri.fl_str_mv https://hdl.handle.net/1843/SFSA-8Q7PWH
url https://hdl.handle.net/1843/SFSA-8Q7PWH
dc.language.iso.fl_str_mv por
language por
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv Universidade Federal de Minas Gerais
publisher.none.fl_str_mv Universidade Federal de Minas Gerais
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
bitstream.url.fl_str_mv https://repositorio.ufmg.br//bitstreams/ca1d4a56-5e85-425a-8bfe-b1380bfc505b/download
https://repositorio.ufmg.br//bitstreams/185dcbb5-cc47-4d4a-8040-bd7fd572dcca/download
bitstream.checksum.fl_str_mv a5e65a860038e7fd85ec24451b448102
3dceae84b6ce6dcdfa21e7f5627c3aec
bitstream.checksumAlgorithm.fl_str_mv MD5
MD5
repository.name.fl_str_mv Repositório Institucional da UFMG - Universidade Federal de Minas Gerais (UFMG)
repository.mail.fl_str_mv repositorio@ufmg.br
_version_ 1862105740716539904