Isolamento, determinação estrutural e atividade microbiológica de moléculas bioativas no fungo ectomicorrízico Scleroderma UFSMSc1(Persoon)Fries

Detalhes bibliográficos
Ano de defesa: 2013
Autor(a) principal: Morandini, Liziane Maria Barassuol lattes
Orientador(a): Morel, Ademir Farias lattes
Banca de defesa: Mostardeiro, Marco Aurelio lattes, Antoniolli, Zaida Inês lattes, Ethur, Eduardo Miranda lattes
Tipo de documento: Tese
Tipo de acesso: Acesso aberto
Idioma: por
Instituição de defesa: Universidade Federal de Santa Maria
Programa de Pós-Graduação: Programa de Pós-Graduação em Química
Departamento: Química
País: BR
Palavras-chave em Português:
Área do conhecimento CNPq:
Link de acesso: http://repositorio.ufsm.br/handle/1/4259
Resumo: Scleroderma UFSMSc1 spp. (Persoon:Fries) is an ectomicorrhyzal fungus of the Boletales order, Sclerodermatinae suborder and of the Sclerodermataceae family, Basideomycete, known as Gasteromycete, very common in Rio Grande do Sul soils. This fungus showed to be carrier of bioactive molecules like triterpenes of the lanostane type, that form a relevant group of tetracyclicum triterpenoids derived from lanosterol, which have important biological and pharmacological properties, with potential activity as anticarcinogenic, anti-inflammatory, antiviral and antimicrobial. Through a bio directed study, an antimicrobial activity was identified, having both antibacterial and antifungal activity, deserving a detailed study, aiming in identifying new molecules and their biological activities. From Scleroderma UFSMSc1 spp.(Persoon:Fries) specimens coming from the fungi bank of the Soil Department of the Federal University of Santa Maria, and subculturated every 45 days, molecules were isolated, of which was studied the chromatographic profile, by column cromatography and TLC; the structural identification and confirmation of the compounds, by analysis of diffraction of X-Rays, NMR, rotation index, fusion points and their microbiological activities, detected by the Minimum Inhibitory Concentration (MIC) and Minimum Lethal Concentration (MLC) techniques to verify the bactericide and fungicide activity. 10 fractions were obtained: Hexane-EtOAc (80:20), Hexane-EtOAc (80:20), Hexane-EtOAc (60:40), Hexane-EtOAc (50:50), Hexane-EtOAc (40:60), Hexane-EtOAc (30:70), Hexane-EtOAc (10:90), EtOAc-MeOH (80:20), EtOAc-MeOH (60-40), EtOAc-MeOH (50:50), MeOH (100%) and the compounds SC5, SC8 and SC7 of the lanostene triterpene type, present in the fraction 1, were isolated. The compound SC5, identified as 3,10(S),5,13,14,17,20(R)-25-metoylanosta-8-23-dien-3-ol presented pronounced antifungal activity. The compound SC7 had already been isolated, but when it was submitted to ebullition in acetone, it formed the compound SC7-1, unseen before in the literature, which presented an antifungal, but non-relevant, activity. Beside these compounds, the sugars mannitol and trehalose -D-Galactopyranoside, -D-glucopyranosyl were isolated. The molecule of the class of triterpene SC5 is completely unpublished when obtained from the isolation in natural products, making this fungus present in the Pampa biome, a promising source for obtaining drugs.
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spelling 2017-05-182017-05-182013-08-26MORANDINI, Liziane Maria Barassuol. Isolamento, determinação estrutural e atividade microbiológica de moléculas bioativas no fungo ectomicorrízico Scleroderma UFSMSc1(Persoon)Fries. 2013. 189 f. Tese (Doutorado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2013.http://repositorio.ufsm.br/handle/1/4259Scleroderma UFSMSc1 spp. (Persoon:Fries) is an ectomicorrhyzal fungus of the Boletales order, Sclerodermatinae suborder and of the Sclerodermataceae family, Basideomycete, known as Gasteromycete, very common in Rio Grande do Sul soils. This fungus showed to be carrier of bioactive molecules like triterpenes of the lanostane type, that form a relevant group of tetracyclicum triterpenoids derived from lanosterol, which have important biological and pharmacological properties, with potential activity as anticarcinogenic, anti-inflammatory, antiviral and antimicrobial. Through a bio directed study, an antimicrobial activity was identified, having both antibacterial and antifungal activity, deserving a detailed study, aiming in identifying new molecules and their biological activities. From Scleroderma UFSMSc1 spp.(Persoon:Fries) specimens coming from the fungi bank of the Soil Department of the Federal University of Santa Maria, and subculturated every 45 days, molecules were isolated, of which was studied the chromatographic profile, by column cromatography and TLC; the structural identification and confirmation of the compounds, by analysis of diffraction of X-Rays, NMR, rotation index, fusion points and their microbiological activities, detected by the Minimum Inhibitory Concentration (MIC) and Minimum Lethal Concentration (MLC) techniques to verify the bactericide and fungicide activity. 10 fractions were obtained: Hexane-EtOAc (80:20), Hexane-EtOAc (80:20), Hexane-EtOAc (60:40), Hexane-EtOAc (50:50), Hexane-EtOAc (40:60), Hexane-EtOAc (30:70), Hexane-EtOAc (10:90), EtOAc-MeOH (80:20), EtOAc-MeOH (60-40), EtOAc-MeOH (50:50), MeOH (100%) and the compounds SC5, SC8 and SC7 of the lanostene triterpene type, present in the fraction 1, were isolated. The compound SC5, identified as 3,10(S),5,13,14,17,20(R)-25-metoylanosta-8-23-dien-3-ol presented pronounced antifungal activity. The compound SC7 had already been isolated, but when it was submitted to ebullition in acetone, it formed the compound SC7-1, unseen before in the literature, which presented an antifungal, but non-relevant, activity. Beside these compounds, the sugars mannitol and trehalose -D-Galactopyranoside, -D-glucopyranosyl were isolated. The molecule of the class of triterpene SC5 is completely unpublished when obtained from the isolation in natural products, making this fungus present in the Pampa biome, a promising source for obtaining drugs.Scleroderma UFSMSc1 spp. (Persoon:Fries) é um fungo ectomicorrizico pertencente à ordem Boletales, subordem Sclerodermatinae, família Sclerodermataceae, Basidiomycete, conhecido como Gasteromycete, bastante comum em solos gaúchos. Este fungo demonstrou ser portador de moléculas bioativas tais como triterpenos do tipo lanostano que formam um relevante grupo de triterpenóides tetracíclicos derivados do lanosterol, os quais possuem importantes propriedades biológicas e farmacológicas com potencial atividade como anticancerígeno, anti-inflamatório, antiviral e antimicrobiano. Através de um estudo biodirigido foi identificada atividade antimicrobiana, apresentando tanto atividade antibacteriana como antifúngica, merecendo desta forma um estudo mais aprofundado, objetivando identificar novas moléculas e suas atividades biológicas. De exemplares de Scleroderma UFSMSc1 spp. (Persoon:Fries) provenientes do banco de fungos do Departamento de Solos da Universidade Federal de Santa Maria e subculturados a cada 45 dias, foram isoladas moléculas das quais foram estudados o perfil cromatográfico, por cromatografia em coluna e CCD; a identificação e confirmação estrutural dos compostos, por análise de difração de raios X, RMN, índice de rotação, ponto de fusão e suas atividades microbiológicas, detectadas pelas técnicas de Concentração Inibitória Mínima (CIM) e Concentração Letal Mínima (CLM) para verificação de atividade bactericida e fungicida. Foram obtidas 10 frações: Hexano-AcOEt (80:20), Hexano-AcOEt (80:20), Hexano-AcOEt (60:40), Hexano-AcOEt (50:50), Hexano-AcOEt (40:60), Hexano-AcOEt (30:70), Hexano-AcOEt (10:90), AcOEt-MeOH (80:20), AcOEt-MeOH (60-40), AcOEt-MeOH (50:50), MeOH (100%) e na fração dois foram isolados os compostos SC5, SC8, SC7, do tipo lanosteno triterpeno. O composto SC5 identificado como 3,10(S),5,13,14,17,20(R)-25-metoxilanosta-8-23-dien-3-ol apresentou atividade antifúngica acentuada. O composto SC7 já havia sido isolado, porém ao submetê-lo a ebulição em acetona formou o artefato SC7-1 inédito na literatura e que apresentou atividade antifúngica, porém não relevante. Além destes compostos foram isolados os açúcares manitol e trealose -D-Galactopiranosideo, -D-glucopiranosil. A molécula da classe dos triterpenos SC5 é totalmente inédita quando obtida através do isolamento em produtos naturais, tornando este fungo presente no Bioma Pampa, uma fonte promissora para obtenção de fármacos.Coordenação de Aperfeiçoamento de Pessoal de Nível Superiorapplication/pdfporUniversidade Federal de Santa MariaPrograma de Pós-Graduação em QuímicaUFSMBRQuímicaFungos micorrizicosIsolamentoMoléculas bioativasCNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICAIsolamento, determinação estrutural e atividade microbiológica de moléculas bioativas no fungo ectomicorrízico Scleroderma UFSMSc1(Persoon)Friesinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/doctoralThesisMorel, Ademir Fariashttp://lattes.cnpq.br/3554994385525333Mostardeiro, Marco Aureliohttp://lattes.cnpq.br/6195396264565980Antoniolli, Zaida Inêshttp://lattes.cnpq.br/4692942549618168Ethur, Eduardo Mirandahttp://lattes.cnpq.br/0536800052883688http://lattes.cnpq.br/8058653750587944Morandini, Liziane Maria Barassuol1006000000004003003003005003008c99befa-f1b3-4afb-98b8-7fab46c3d49371488fda-d234-44bb-a8b2-6986382a2f836190e59b-afb1-46bf-8172-0091c196402590ef9c57-343d-4322-b0d6-ea7bb2e94214c76a5975-3b6a-4caa-a8ab-c899411e5f9einfo:eu-repo/semantics/openAccessreponame:Biblioteca Digital de Teses e Dissertações do UFSMinstname:Universidade Federal de Santa Maria (UFSM)instacron:UFSMORIGINALMORANDINI, LIZIANE MARIA BARASSUOL.pdfapplication/pdf5134984http://repositorio.ufsm.br/bitstream/1/4259/1/MORANDINI%2c%20LIZIANE%20MARIA%20BARASSUOL.pdf45e17da3fd08d05d1b335e716953b47cMD51TEXTMORANDINI, LIZIANE MARIA BARASSUOL.pdf.txtMORANDINI, LIZIANE MARIA BARASSUOL.pdf.txtExtracted texttext/plain290674http://repositorio.ufsm.br/bitstream/1/4259/2/MORANDINI%2c%20LIZIANE%20MARIA%20BARASSUOL.pdf.txt5d2d2689e2d80ce152a801c564133cc5MD52THUMBNAILMORANDINI, LIZIANE MARIA BARASSUOL.pdf.jpgMORANDINI, LIZIANE MARIA BARASSUOL.pdf.jpgIM Thumbnailimage/jpeg5920http://repositorio.ufsm.br/bitstream/1/4259/3/MORANDINI%2c%20LIZIANE%20MARIA%20BARASSUOL.pdf.jpgc08e0565553ba5f45e94df31635d417bMD531/42592023-06-06 11:31:38.137oai:repositorio.ufsm.br:1/4259Biblioteca Digital de Teses e Dissertaçõeshttps://repositorio.ufsm.br/ONGhttps://repositorio.ufsm.br/oai/requestatendimento.sib@ufsm.br||tedebc@gmail.comopendoar:2023-06-06T14:31:38Biblioteca Digital de Teses e Dissertações do UFSM - Universidade Federal de Santa Maria (UFSM)false
dc.title.por.fl_str_mv Isolamento, determinação estrutural e atividade microbiológica de moléculas bioativas no fungo ectomicorrízico Scleroderma UFSMSc1(Persoon)Fries
title Isolamento, determinação estrutural e atividade microbiológica de moléculas bioativas no fungo ectomicorrízico Scleroderma UFSMSc1(Persoon)Fries
spellingShingle Isolamento, determinação estrutural e atividade microbiológica de moléculas bioativas no fungo ectomicorrízico Scleroderma UFSMSc1(Persoon)Fries
Morandini, Liziane Maria Barassuol
Fungos micorrizicos
Isolamento
Moléculas bioativas
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
title_short Isolamento, determinação estrutural e atividade microbiológica de moléculas bioativas no fungo ectomicorrízico Scleroderma UFSMSc1(Persoon)Fries
title_full Isolamento, determinação estrutural e atividade microbiológica de moléculas bioativas no fungo ectomicorrízico Scleroderma UFSMSc1(Persoon)Fries
title_fullStr Isolamento, determinação estrutural e atividade microbiológica de moléculas bioativas no fungo ectomicorrízico Scleroderma UFSMSc1(Persoon)Fries
title_full_unstemmed Isolamento, determinação estrutural e atividade microbiológica de moléculas bioativas no fungo ectomicorrízico Scleroderma UFSMSc1(Persoon)Fries
title_sort Isolamento, determinação estrutural e atividade microbiológica de moléculas bioativas no fungo ectomicorrízico Scleroderma UFSMSc1(Persoon)Fries
author Morandini, Liziane Maria Barassuol
author_facet Morandini, Liziane Maria Barassuol
author_role author
dc.contributor.advisor1.fl_str_mv Morel, Ademir Farias
dc.contributor.advisor1Lattes.fl_str_mv http://lattes.cnpq.br/3554994385525333
dc.contributor.referee1.fl_str_mv Mostardeiro, Marco Aurelio
dc.contributor.referee1Lattes.fl_str_mv http://lattes.cnpq.br/6195396264565980
dc.contributor.referee2.fl_str_mv Antoniolli, Zaida Inês
dc.contributor.referee2Lattes.fl_str_mv http://lattes.cnpq.br/4692942549618168
dc.contributor.referee3.fl_str_mv Ethur, Eduardo Miranda
dc.contributor.referee3Lattes.fl_str_mv http://lattes.cnpq.br/0536800052883688
dc.contributor.authorLattes.fl_str_mv http://lattes.cnpq.br/8058653750587944
dc.contributor.author.fl_str_mv Morandini, Liziane Maria Barassuol
contributor_str_mv Morel, Ademir Farias
Mostardeiro, Marco Aurelio
Antoniolli, Zaida Inês
Ethur, Eduardo Miranda
dc.subject.por.fl_str_mv Fungos micorrizicos
Isolamento
Moléculas bioativas
topic Fungos micorrizicos
Isolamento
Moléculas bioativas
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
dc.subject.cnpq.fl_str_mv CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
description Scleroderma UFSMSc1 spp. (Persoon:Fries) is an ectomicorrhyzal fungus of the Boletales order, Sclerodermatinae suborder and of the Sclerodermataceae family, Basideomycete, known as Gasteromycete, very common in Rio Grande do Sul soils. This fungus showed to be carrier of bioactive molecules like triterpenes of the lanostane type, that form a relevant group of tetracyclicum triterpenoids derived from lanosterol, which have important biological and pharmacological properties, with potential activity as anticarcinogenic, anti-inflammatory, antiviral and antimicrobial. Through a bio directed study, an antimicrobial activity was identified, having both antibacterial and antifungal activity, deserving a detailed study, aiming in identifying new molecules and their biological activities. From Scleroderma UFSMSc1 spp.(Persoon:Fries) specimens coming from the fungi bank of the Soil Department of the Federal University of Santa Maria, and subculturated every 45 days, molecules were isolated, of which was studied the chromatographic profile, by column cromatography and TLC; the structural identification and confirmation of the compounds, by analysis of diffraction of X-Rays, NMR, rotation index, fusion points and their microbiological activities, detected by the Minimum Inhibitory Concentration (MIC) and Minimum Lethal Concentration (MLC) techniques to verify the bactericide and fungicide activity. 10 fractions were obtained: Hexane-EtOAc (80:20), Hexane-EtOAc (80:20), Hexane-EtOAc (60:40), Hexane-EtOAc (50:50), Hexane-EtOAc (40:60), Hexane-EtOAc (30:70), Hexane-EtOAc (10:90), EtOAc-MeOH (80:20), EtOAc-MeOH (60-40), EtOAc-MeOH (50:50), MeOH (100%) and the compounds SC5, SC8 and SC7 of the lanostene triterpene type, present in the fraction 1, were isolated. The compound SC5, identified as 3,10(S),5,13,14,17,20(R)-25-metoylanosta-8-23-dien-3-ol presented pronounced antifungal activity. The compound SC7 had already been isolated, but when it was submitted to ebullition in acetone, it formed the compound SC7-1, unseen before in the literature, which presented an antifungal, but non-relevant, activity. Beside these compounds, the sugars mannitol and trehalose -D-Galactopyranoside, -D-glucopyranosyl were isolated. The molecule of the class of triterpene SC5 is completely unpublished when obtained from the isolation in natural products, making this fungus present in the Pampa biome, a promising source for obtaining drugs.
publishDate 2013
dc.date.issued.fl_str_mv 2013-08-26
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dc.identifier.citation.fl_str_mv MORANDINI, Liziane Maria Barassuol. Isolamento, determinação estrutural e atividade microbiológica de moléculas bioativas no fungo ectomicorrízico Scleroderma UFSMSc1(Persoon)Fries. 2013. 189 f. Tese (Doutorado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2013.
dc.identifier.uri.fl_str_mv http://repositorio.ufsm.br/handle/1/4259
identifier_str_mv MORANDINI, Liziane Maria Barassuol. Isolamento, determinação estrutural e atividade microbiológica de moléculas bioativas no fungo ectomicorrízico Scleroderma UFSMSc1(Persoon)Fries. 2013. 189 f. Tese (Doutorado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2013.
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