Isolamento, determinação estrutural e atividades biológicas de metabólitos dos fungos Phellinotus piptadeniae E Pisolithus tinctorius

Detalhes bibliográficos
Autor(a) principal: Carmo, Gabriele do
Data de Publicação: 2019
Tipo de documento: Tese
Idioma: por
Título da fonte: Manancial - Repositório Digital da UFSM
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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spelling 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/1/16735porAttribution-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
url http://repositorio.ufsm.br/handle/1/16735
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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