Isolamento, determinação estrutural e atividades biológicas de metabólitos dos fungos Phellinotus piptadeniae E Pisolithus tinctorius
Autor(a) principal: | |
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Data de Publicação: | 2019 |
Tipo de documento: | Tese |
Idioma: | por |
Título da fonte: | Manancial - Repositório Digital da UFSM |
dARK ID: | ark:/26339/001300000s74c |
Texto Completo: | http://repositorio.ufsm.br/handle/1/16735 |
Resumo: | Basidiomycete fungi are important living organisms that present several bioactive compounds, which have antimicrobial, antitumor, antioxidant, and anti-inflammatory potential. Several compounds and potentialities of this class of fungi are still unknown. Therefore, the objective of this work was to prepare fractions of Phellinotus piptadeniae and Pisolithus tinctorius, isolate and identify the secondary metabolites, and evaluate the antimicrobial activities of the fractions and compounds obtained. The antioxidant activity was just assessed for the fractions from P. piptadeniae species. The chemical investigation of P. piptadeniae led to the isolation of five compounds, two triterpenes (ergosterol peroxide (D1) and ergosterol (D2)), two long chain esters (pentadecanoic acid-2-hydroxy, ethyl ester (D6) and tetracosanoic-2-hydroxy, methyl ester (D11)), and a phenolic compound (derived from hispidin (D9)), which was not yet described. The ergosterol acetate (D2a) was obtained from an structural modification through the acetylation reaction of triterpene D2. The study of the Pisolithus tinctorius species drive to the isolation of two lanostane triterpenes (pisolactone (P180) and lanostane, 7,22-dien-3-ol, 24-methyl (P65)), where, P65 compound was identified as a novel metabolite in the literature. In addition, a long chain acid (5-hexadecenoic acid (P1)) and ceramide (P56), it was not in this species, were also identified. All fractions obtained from the species P. piptadeniae and P. tinctorius had antibacterial and antifungal actions. Whereas, against mycobacteria, only the hexanic and methanolic fractions of P. piptadeniae and the ethyl acetate fraction of P. tinctorius were effective at the concentrations tested. The triterpenes, acid derivatives and phenolic compound were active against bacteria (Gram-positive and Gram-negative), fungi and mycobacteria. The ethyl acetate and methanolic fractions of the P. piptadeniae species, when tested against their antioxidant capacity, showed promising results with IC50 because their values were close to the BHT standard. |
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Isolamento, determinação estrutural e atividades biológicas de metabólitos dos fungos Phellinotus piptadeniae E Pisolithus tinctoriusIsolation, structural determination and biological activities of metabolites from Phellinotus piptadeniae AND Pisolithus tinctorius FUNGIMetabólitos secundáriosAtividade antimicrobianaAtividade antioxidanteSecondary metabolitesAntioxidant activityAntimicrobial activityCNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICABasidiomycete fungi are important living organisms that present several bioactive compounds, which have antimicrobial, antitumor, antioxidant, and anti-inflammatory potential. Several compounds and potentialities of this class of fungi are still unknown. Therefore, the objective of this work was to prepare fractions of Phellinotus piptadeniae and Pisolithus tinctorius, isolate and identify the secondary metabolites, and evaluate the antimicrobial activities of the fractions and compounds obtained. The antioxidant activity was just assessed for the fractions from P. piptadeniae species. The chemical investigation of P. piptadeniae led to the isolation of five compounds, two triterpenes (ergosterol peroxide (D1) and ergosterol (D2)), two long chain esters (pentadecanoic acid-2-hydroxy, ethyl ester (D6) and tetracosanoic-2-hydroxy, methyl ester (D11)), and a phenolic compound (derived from hispidin (D9)), which was not yet described. The ergosterol acetate (D2a) was obtained from an structural modification through the acetylation reaction of triterpene D2. The study of the Pisolithus tinctorius species drive to the isolation of two lanostane triterpenes (pisolactone (P180) and lanostane, 7,22-dien-3-ol, 24-methyl (P65)), where, P65 compound was identified as a novel metabolite in the literature. In addition, a long chain acid (5-hexadecenoic acid (P1)) and ceramide (P56), it was not in this species, were also identified. All fractions obtained from the species P. piptadeniae and P. tinctorius had antibacterial and antifungal actions. Whereas, against mycobacteria, only the hexanic and methanolic fractions of P. piptadeniae and the ethyl acetate fraction of P. tinctorius were effective at the concentrations tested. The triterpenes, acid derivatives and phenolic compound were active against bacteria (Gram-positive and Gram-negative), fungi and mycobacteria. The ethyl acetate and methanolic fractions of the P. piptadeniae species, when tested against their antioxidant capacity, showed promising results with IC50 because their values were close to the BHT standard.Coordenação de Aperfeiçoamento de Pessoal de Nível Superior - CAPESFungos Basidiomicetos são importantes organismos vivos que apresentam diversos compostos bioativos, os quais conferem potencial antimicrobiano, antitumoral, antioxidante e anti-inflamatório. Inúmeros compostos e potencialidades desta classe de fungos ainda são desconhecidos. Neste sentido, este trabalho teve por objetivo preparar frações de Phellinotus. piptadeniae e Pisolithus tinctorius, isolar e identificar os metabólitos secundários e avaliar as atividades antimicrobianas das frações e compostos obtidos. A atividade antioxidante também foi avaliada para as frações da espécie P. piptadeniae. A investigação química de Phellinotus piptadeniae levou ao isolamento de cinco compostos, sendo dois triterpenos (peróxido do ergosterol (D1) e ergosterol (D2)), dois ésteres de cadeia longa (2-hidróxi-pentadecanoato de etila (D6) e 2-hidróxi-tetracosanoato de metila (D11)) e um composto fenólico (derivado da hispidina (D9)) ao qual ainda não foi descrito na literatura. O acetato de ergosterol (D2a) foi obtido de uma modificação estrutural através da reação de acetilação do triterpeno D2. O estudo da espécie Pisolithus tinctorius levou ao isolamento de dois triterpenos do tipo lanostanos (pisolactona (P180) e lanostano, 7,22-dien-3-ol, 24-metil (P65)), onde, o composto P65 foi identificado como ainda não descrito na literatura. Além disso, um ácido de cadeia longa (ácido hexadec-5-enóico (P1)) e uma ceramida (P56), não encontrada anteriormente na espécie, também foram identificados. Todas as frações obtidas das espécies P. piptadeniae e P. tinctorius apresentaram ações antibacterianos e antifúngicos. Enquanto que, frente a micobactérias, apenas as frações hexânica e metanólica de P. piptadeniae e a fração acetato de etila de P. tinctorius foram efetivas nas concentrações testadas. Os triterpenos, derivados ácidos e composto fenólico foram ativos frente a bactérias (Gram-positivas e Gram-negativas), fungos e micobactérias. As frações acetato de etila e metanólica da espécie P. piptadeniae, quando testada a sua capacidade antioxidante, apresentaram resultados promissores, com valores de CI50, próximos ao padrão BHT.Universidade Federal de Santa MariaBrasilQuímicaUFSMPrograma de Pós-Graduação em QuímicaCentro de Ciências Naturais e ExatasMorel, Ademir Fariashttp://lattes.cnpq.br/3554994385525333Maldaner, Gracielahttp://lattes.cnpq.br/6500796131690728Moura, Neusa Fernandes dehttp://lattes.cnpq.br/0820396530673217von Laer, Ana Eucareshttp://lattes.cnpq.br/4357761673325700Dornelles, Lucianohttp://lattes.cnpq.br/7629319262073140Carmo, Gabriele do2019-06-04T14:17:58Z2019-06-04T14:17:58Z2019-01-29info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/doctoralThesisapplication/pdfhttp://repositorio.ufsm.br/handle/1/16735ark:/26339/001300000s74cporAttribution-NonCommercial-NoDerivatives 4.0 Internationalhttp://creativecommons.org/licenses/by-nc-nd/4.0/info:eu-repo/semantics/openAccessreponame:Manancial - Repositório Digital da UFSMinstname:Universidade Federal de Santa Maria (UFSM)instacron:UFSM2019-06-05T06:02:38Zoai:repositorio.ufsm.br:1/16735Biblioteca Digital de Teses e Dissertaçõeshttps://repositorio.ufsm.br/ONGhttps://repositorio.ufsm.br/oai/requestatendimento.sib@ufsm.br||tedebc@gmail.comopendoar:2019-06-05T06:02:38Manancial - Repositório Digital da UFSM - Universidade Federal de Santa Maria (UFSM)false |
dc.title.none.fl_str_mv |
Isolamento, determinação estrutural e atividades biológicas de metabólitos dos fungos Phellinotus piptadeniae E Pisolithus tinctorius Isolation, structural determination and biological activities of metabolites from Phellinotus piptadeniae AND Pisolithus tinctorius FUNGI |
title |
Isolamento, determinação estrutural e atividades biológicas de metabólitos dos fungos Phellinotus piptadeniae E Pisolithus tinctorius |
spellingShingle |
Isolamento, determinação estrutural e atividades biológicas de metabólitos dos fungos Phellinotus piptadeniae E Pisolithus tinctorius Carmo, Gabriele do Metabólitos secundários Atividade antimicrobiana Atividade antioxidante Secondary metabolites Antioxidant activity Antimicrobial activity CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA |
title_short |
Isolamento, determinação estrutural e atividades biológicas de metabólitos dos fungos Phellinotus piptadeniae E Pisolithus tinctorius |
title_full |
Isolamento, determinação estrutural e atividades biológicas de metabólitos dos fungos Phellinotus piptadeniae E Pisolithus tinctorius |
title_fullStr |
Isolamento, determinação estrutural e atividades biológicas de metabólitos dos fungos Phellinotus piptadeniae E Pisolithus tinctorius |
title_full_unstemmed |
Isolamento, determinação estrutural e atividades biológicas de metabólitos dos fungos Phellinotus piptadeniae E Pisolithus tinctorius |
title_sort |
Isolamento, determinação estrutural e atividades biológicas de metabólitos dos fungos Phellinotus piptadeniae E Pisolithus tinctorius |
author |
Carmo, Gabriele do |
author_facet |
Carmo, Gabriele do |
author_role |
author |
dc.contributor.none.fl_str_mv |
Morel, Ademir Farias http://lattes.cnpq.br/3554994385525333 Maldaner, Graciela http://lattes.cnpq.br/6500796131690728 Moura, Neusa Fernandes de http://lattes.cnpq.br/0820396530673217 von Laer, Ana Eucares http://lattes.cnpq.br/4357761673325700 Dornelles, Luciano http://lattes.cnpq.br/7629319262073140 |
dc.contributor.author.fl_str_mv |
Carmo, Gabriele do |
dc.subject.por.fl_str_mv |
Metabólitos secundários Atividade antimicrobiana Atividade antioxidante Secondary metabolites Antioxidant activity Antimicrobial activity CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA |
topic |
Metabólitos secundários Atividade antimicrobiana Atividade antioxidante Secondary metabolites Antioxidant activity Antimicrobial activity CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA |
description |
Basidiomycete fungi are important living organisms that present several bioactive compounds, which have antimicrobial, antitumor, antioxidant, and anti-inflammatory potential. Several compounds and potentialities of this class of fungi are still unknown. Therefore, the objective of this work was to prepare fractions of Phellinotus piptadeniae and Pisolithus tinctorius, isolate and identify the secondary metabolites, and evaluate the antimicrobial activities of the fractions and compounds obtained. The antioxidant activity was just assessed for the fractions from P. piptadeniae species. The chemical investigation of P. piptadeniae led to the isolation of five compounds, two triterpenes (ergosterol peroxide (D1) and ergosterol (D2)), two long chain esters (pentadecanoic acid-2-hydroxy, ethyl ester (D6) and tetracosanoic-2-hydroxy, methyl ester (D11)), and a phenolic compound (derived from hispidin (D9)), which was not yet described. The ergosterol acetate (D2a) was obtained from an structural modification through the acetylation reaction of triterpene D2. The study of the Pisolithus tinctorius species drive to the isolation of two lanostane triterpenes (pisolactone (P180) and lanostane, 7,22-dien-3-ol, 24-methyl (P65)), where, P65 compound was identified as a novel metabolite in the literature. In addition, a long chain acid (5-hexadecenoic acid (P1)) and ceramide (P56), it was not in this species, were also identified. All fractions obtained from the species P. piptadeniae and P. tinctorius had antibacterial and antifungal actions. Whereas, against mycobacteria, only the hexanic and methanolic fractions of P. piptadeniae and the ethyl acetate fraction of P. tinctorius were effective at the concentrations tested. The triterpenes, acid derivatives and phenolic compound were active against bacteria (Gram-positive and Gram-negative), fungi and mycobacteria. The ethyl acetate and methanolic fractions of the P. piptadeniae species, when tested against their antioxidant capacity, showed promising results with IC50 because their values were close to the BHT standard. |
publishDate |
2019 |
dc.date.none.fl_str_mv |
2019-06-04T14:17:58Z 2019-06-04T14:17:58Z 2019-01-29 |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/doctoralThesis |
format |
doctoralThesis |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://repositorio.ufsm.br/handle/1/16735 |
dc.identifier.dark.fl_str_mv |
ark:/26339/001300000s74c |
url |
http://repositorio.ufsm.br/handle/1/16735 |
identifier_str_mv |
ark:/26339/001300000s74c |
dc.language.iso.fl_str_mv |
por |
language |
por |
dc.rights.driver.fl_str_mv |
Attribution-NonCommercial-NoDerivatives 4.0 International http://creativecommons.org/licenses/by-nc-nd/4.0/ info:eu-repo/semantics/openAccess |
rights_invalid_str_mv |
Attribution-NonCommercial-NoDerivatives 4.0 International http://creativecommons.org/licenses/by-nc-nd/4.0/ |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
application/pdf |
dc.publisher.none.fl_str_mv |
Universidade Federal de Santa Maria Brasil Química UFSM Programa de Pós-Graduação em Química Centro de Ciências Naturais e Exatas |
publisher.none.fl_str_mv |
Universidade Federal de Santa Maria Brasil Química UFSM Programa de Pós-Graduação em Química Centro de Ciências Naturais e Exatas |
dc.source.none.fl_str_mv |
reponame:Manancial - Repositório Digital da UFSM instname:Universidade Federal de Santa Maria (UFSM) instacron:UFSM |
instname_str |
Universidade Federal de Santa Maria (UFSM) |
instacron_str |
UFSM |
institution |
UFSM |
reponame_str |
Manancial - Repositório Digital da UFSM |
collection |
Manancial - Repositório Digital da UFSM |
repository.name.fl_str_mv |
Manancial - Repositório Digital da UFSM - Universidade Federal de Santa Maria (UFSM) |
repository.mail.fl_str_mv |
atendimento.sib@ufsm.br||tedebc@gmail.com |
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1815172389055496192 |