Estudo químico dos fungos Stachybotrys levispora e Curvularia inaequalis: uso da rede molecular para a identificação de novos metabólitos
Autor(a) principal: | |
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Data de Publicação: | 2019 |
Tipo de documento: | Tese |
Idioma: | por |
Título da fonte: | Repositório Institucional da UFSCAR |
Texto Completo: | https://repositorio.ufscar.br/handle/ufscar/11963 |
Resumo: | Saprobic fungus are being used as an alternative strategy to reduce the use of pesticides harmful to the environment. These microorganisms produce substances capable of inhibiting pathogens that affect agriculture. The structural and chemical diversity of metabolites from microorganism, are factors that call attention mainly to the activity, complexity and numerous stereogenic centers. Alterations in the culture medium, and / or the use of chemical and epigenetic modulators, can activated the silenced routes, giving rise to classes of different compounds from those produced by the main biosynthetic pathway. Analytical tools such as liquid chromatography coupled to high resolution mass spectrometry (LC-HRMS-MS) associated with specific platform for Natural Products, GNPS (Global Natural Product Social Molecular Networking), to facilitate the tracking of analogs of structures with activity described in the literature. In this context, the Saprobic fungi Stachybotrys levisporous (STA) and Curvularia inaequalis (CUI) were selected in previous studies by the SISBIOTA- Bioprospection of saprobic fungi in the PPBIO to be studied from a metabolic point of view. The main objective of this work was to evaluate changes on the chemical profile of these fungus applying the strategy of modification of culture medium in order to identify and / or isolate metabolites produced by the modifications in the supplementation, using analytical tools of isolation and molecular identification networking. Metabolic dereplication studies in STA allowed the identification of of stachybotrylactamas, with stereochemistry different from those in the literature, and facilitating the bioguided isolation of novel substances pertaining to the class of 10-benzo--lactama-5,8,9,10-drimanes. The studies in CUI, was possible to develop a rapid method of isolating metabolites of the classes of chromenes (anofinic and 3,4-trans dihydroxyanofinic acids), amino acids (5-oxoproline) and phytohormone (abscisic acid), with potential antifungal activity described in literature |
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Ribeiro, Alany IngridSilva, Maria Fátima das Graças Fernandes dahttp://lattes.cnpq.br/0457632122660653http://lattes.cnpq.br/9379209511630700326a2d60-1e9e-441f-985f-2037e91b945c2019-10-21T18:27:06Z2019-10-21T18:27:06Z2019-05-03RIBEIRO, Alany Ingrid. Estudo químico dos fungos Stachybotrys levispora e Curvularia inaequalis: uso da rede molecular para a identificação de novos metabólitos. 2019. Tese (Doutorado em Química) – Universidade Federal de São Carlos, São Carlos, 2019. Disponível em: https://repositorio.ufscar.br/handle/ufscar/11963.https://repositorio.ufscar.br/handle/ufscar/11963Saprobic fungus are being used as an alternative strategy to reduce the use of pesticides harmful to the environment. These microorganisms produce substances capable of inhibiting pathogens that affect agriculture. The structural and chemical diversity of metabolites from microorganism, are factors that call attention mainly to the activity, complexity and numerous stereogenic centers. Alterations in the culture medium, and / or the use of chemical and epigenetic modulators, can activated the silenced routes, giving rise to classes of different compounds from those produced by the main biosynthetic pathway. Analytical tools such as liquid chromatography coupled to high resolution mass spectrometry (LC-HRMS-MS) associated with specific platform for Natural Products, GNPS (Global Natural Product Social Molecular Networking), to facilitate the tracking of analogs of structures with activity described in the literature. In this context, the Saprobic fungi Stachybotrys levisporous (STA) and Curvularia inaequalis (CUI) were selected in previous studies by the SISBIOTA- Bioprospection of saprobic fungi in the PPBIO to be studied from a metabolic point of view. The main objective of this work was to evaluate changes on the chemical profile of these fungus applying the strategy of modification of culture medium in order to identify and / or isolate metabolites produced by the modifications in the supplementation, using analytical tools of isolation and molecular identification networking. Metabolic dereplication studies in STA allowed the identification of of stachybotrylactamas, with stereochemistry different from those in the literature, and facilitating the bioguided isolation of novel substances pertaining to the class of 10-benzo--lactama-5,8,9,10-drimanes. The studies in CUI, was possible to develop a rapid method of isolating metabolites of the classes of chromenes (anofinic and 3,4-trans dihydroxyanofinic acids), amino acids (5-oxoproline) and phytohormone (abscisic acid), with potential antifungal activity described in literatureFungos sapróbios estão sendo empregados como estratégia alternativa para a redução do uso de defensivos agrícolas nocivos para ao meio ambiente. Esses micro-organismos produzem substâncias capazes de inibir/combater patógenos que acometem à agricultura. A diversidade estrutural e química dos metabólitos de origem microbiana são fatores que chamam a atenção principalmente pela atividade, complexidade e inúmeros centros estereogênicos. Alterações no meio de cultivo, e/ou o emprego de moduladores químicos e epigenéticos faz com que rotas silenciadas sejam ativadas, dando origem a classes de compostos diferentes das produzidas pelo caminho biossintético principal. Ferramentas analíticas como cromatografia líquida acoplada à espectrometria de massas de alta resolução (LC-HRMS-MS) associados à plataformas de dados espectrais específicos para produtos naturais (PN), GNPS (Global Natural Product Social Molecular Networking) faz com que a dereplicação desses PN seja mais rápida, facilitando o rastreamento de análogos de estruturas com atividade descrita na literatura. Neste contexto, os fungos sapróbios Stachybotrys levisporous (STA) e Curvularia inaequalis (CUI) foram selecionados em estudos prévios pela rede SISBIOTA- Bioprospecção de fungos sapróbios no PPBIO para serem estudados sob o ponto de vista metabolômico. O objetivo principal deste trabalho foi avaliar a mudança do perfil químico desses fungos aplicando a estratégia de alterar o meio de cultivo a fim de identificar e/ou isolar metabólitos produzidos pelas modificações na suplementação, empregando-se ferramentas analíticas de isolamento e identificação e a molecular networking. O estudo da dereplicação metabolômica em STA possibilitou a identificação de stachybotrylactamas, com estereoquímica diferente das presentes na literatura, além de facilicar o isolamento guiado de novas substâncias pertecentes á classe dos 10-benzo--lactama-5,8,9,10-drimanos. Em CUI, foi possível desenvolver um método rápido de isolamento de metabólitos da classe de cromenos (ácidos anofínicos e 3,4-trans- dihidroxi-anofinico), aminoácidos (5-oxoprolina) e fitohormônio (Ácido abscissico), com potencial atividade antifúngica descrita na literarura.Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)porUniversidade Federal de São CarlosCâmpus São CarlosPrograma de Pós-Graduação em Química - PPGQUFSCarAttribution-NonCommercial-NoDerivs 3.0 Brazilhttp://creativecommons.org/licenses/by-nc-nd/3.0/br/info:eu-repo/semantics/openAccessStachybotrys levisporaGNPSMolecular networkingFenilspirodrimanasStachybotrys levisporousGNPSGlobal Natural Product Social Molecular NetworkingCIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA ORGANICA::QUIMICA DOS PRODUTOS NATURAISEstudo químico dos fungos Stachybotrys levispora e Curvularia inaequalis: uso da rede molecular para a identificação de novos metabólitosChemical study of fungus Stachybotrys levispora and Curvularia inaqualis: the use of molecular network to identify novel metabolitesinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/doctoralThesis60060024b0ac94-885a-4e7b-b93a-7cad21b9592ereponame:Repositório Institucional da UFSCARinstname:Universidade Federal de São Carlos (UFSCAR)instacron:UFSCARORIGINALAlany_TF.pdfAlany_TF.pdfTese finalapplication/pdf5286949https://repositorio.ufscar.br/bitstream/ufscar/11963/1/Alany_TF.pdfb3ce27acac4753318632db3cdffb937aMD51carta.jpegcarta.jpegcarta assinada do orientadorimage/jpeg433334https://repositorio.ufscar.br/bitstream/ufscar/11963/3/carta.jpeg4b8360cbcda16e9ee7a91ae6816aeec5MD53CC-LICENSElicense_rdflicense_rdfapplication/rdf+xml; charset=utf-8811https://repositorio.ufscar.br/bitstream/ufscar/11963/2/license_rdfe39d27027a6cc9cb039ad269a5db8e34MD52TEXTAlany_TF.pdf.txtAlany_TF.pdf.txtExtracted texttext/plain229003https://repositorio.ufscar.br/bitstream/ufscar/11963/4/Alany_TF.pdf.txt4a0011354c75f78c4379629cf232fb5aMD54THUMBNAILAlany_TF.pdf.jpgAlany_TF.pdf.jpgIM Thumbnailimage/jpeg8629https://repositorio.ufscar.br/bitstream/ufscar/11963/5/Alany_TF.pdf.jpg739a2bd42d180a3f4c84a6417a829d14MD55carta.jpeg.jpgcarta.jpeg.jpgGenerated Thumbnailimage/jpeg7999https://repositorio.ufscar.br/bitstream/ufscar/11963/6/carta.jpeg.jpg1c9311e1a61526c79d0be1228478cdd2MD56ufscar/119632023-09-18 18:32:00.412oai:repositorio.ufscar.br:ufscar/11963Repositório InstitucionalPUBhttps://repositorio.ufscar.br/oai/requestopendoar:43222023-09-18T18:32Repositório Institucional da UFSCAR - Universidade Federal de São Carlos (UFSCAR)false |
dc.title.por.fl_str_mv |
Estudo químico dos fungos Stachybotrys levispora e Curvularia inaequalis: uso da rede molecular para a identificação de novos metabólitos |
dc.title.alternative.eng.fl_str_mv |
Chemical study of fungus Stachybotrys levispora and Curvularia inaqualis: the use of molecular network to identify novel metabolites |
title |
Estudo químico dos fungos Stachybotrys levispora e Curvularia inaequalis: uso da rede molecular para a identificação de novos metabólitos |
spellingShingle |
Estudo químico dos fungos Stachybotrys levispora e Curvularia inaequalis: uso da rede molecular para a identificação de novos metabólitos Ribeiro, Alany Ingrid Stachybotrys levispora GNPS Molecular networking Fenilspirodrimanas Stachybotrys levisporous GNPS Global Natural Product Social Molecular Networking CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA ORGANICA::QUIMICA DOS PRODUTOS NATURAIS |
title_short |
Estudo químico dos fungos Stachybotrys levispora e Curvularia inaequalis: uso da rede molecular para a identificação de novos metabólitos |
title_full |
Estudo químico dos fungos Stachybotrys levispora e Curvularia inaequalis: uso da rede molecular para a identificação de novos metabólitos |
title_fullStr |
Estudo químico dos fungos Stachybotrys levispora e Curvularia inaequalis: uso da rede molecular para a identificação de novos metabólitos |
title_full_unstemmed |
Estudo químico dos fungos Stachybotrys levispora e Curvularia inaequalis: uso da rede molecular para a identificação de novos metabólitos |
title_sort |
Estudo químico dos fungos Stachybotrys levispora e Curvularia inaequalis: uso da rede molecular para a identificação de novos metabólitos |
author |
Ribeiro, Alany Ingrid |
author_facet |
Ribeiro, Alany Ingrid |
author_role |
author |
dc.contributor.authorlattes.por.fl_str_mv |
http://lattes.cnpq.br/9379209511630700 |
dc.contributor.author.fl_str_mv |
Ribeiro, Alany Ingrid |
dc.contributor.advisor1.fl_str_mv |
Silva, Maria Fátima das Graças Fernandes da |
dc.contributor.advisor1Lattes.fl_str_mv |
http://lattes.cnpq.br/0457632122660653 |
dc.contributor.authorID.fl_str_mv |
326a2d60-1e9e-441f-985f-2037e91b945c |
contributor_str_mv |
Silva, Maria Fátima das Graças Fernandes da |
dc.subject.por.fl_str_mv |
Stachybotrys levispora GNPS Molecular networking Fenilspirodrimanas Stachybotrys levisporous GNPS |
topic |
Stachybotrys levispora GNPS Molecular networking Fenilspirodrimanas Stachybotrys levisporous GNPS Global Natural Product Social Molecular Networking CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA ORGANICA::QUIMICA DOS PRODUTOS NATURAIS |
dc.subject.eng.fl_str_mv |
Global Natural Product Social Molecular Networking |
dc.subject.cnpq.fl_str_mv |
CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA ORGANICA::QUIMICA DOS PRODUTOS NATURAIS |
description |
Saprobic fungus are being used as an alternative strategy to reduce the use of pesticides harmful to the environment. These microorganisms produce substances capable of inhibiting pathogens that affect agriculture. The structural and chemical diversity of metabolites from microorganism, are factors that call attention mainly to the activity, complexity and numerous stereogenic centers. Alterations in the culture medium, and / or the use of chemical and epigenetic modulators, can activated the silenced routes, giving rise to classes of different compounds from those produced by the main biosynthetic pathway. Analytical tools such as liquid chromatography coupled to high resolution mass spectrometry (LC-HRMS-MS) associated with specific platform for Natural Products, GNPS (Global Natural Product Social Molecular Networking), to facilitate the tracking of analogs of structures with activity described in the literature. In this context, the Saprobic fungi Stachybotrys levisporous (STA) and Curvularia inaequalis (CUI) were selected in previous studies by the SISBIOTA- Bioprospection of saprobic fungi in the PPBIO to be studied from a metabolic point of view. The main objective of this work was to evaluate changes on the chemical profile of these fungus applying the strategy of modification of culture medium in order to identify and / or isolate metabolites produced by the modifications in the supplementation, using analytical tools of isolation and molecular identification networking. Metabolic dereplication studies in STA allowed the identification of of stachybotrylactamas, with stereochemistry different from those in the literature, and facilitating the bioguided isolation of novel substances pertaining to the class of 10-benzo--lactama-5,8,9,10-drimanes. The studies in CUI, was possible to develop a rapid method of isolating metabolites of the classes of chromenes (anofinic and 3,4-trans dihydroxyanofinic acids), amino acids (5-oxoproline) and phytohormone (abscisic acid), with potential antifungal activity described in literature |
publishDate |
2019 |
dc.date.accessioned.fl_str_mv |
2019-10-21T18:27:06Z |
dc.date.available.fl_str_mv |
2019-10-21T18:27:06Z |
dc.date.issued.fl_str_mv |
2019-05-03 |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/doctoralThesis |
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dc.identifier.citation.fl_str_mv |
RIBEIRO, Alany Ingrid. Estudo químico dos fungos Stachybotrys levispora e Curvularia inaequalis: uso da rede molecular para a identificação de novos metabólitos. 2019. Tese (Doutorado em Química) – Universidade Federal de São Carlos, São Carlos, 2019. Disponível em: https://repositorio.ufscar.br/handle/ufscar/11963. |
dc.identifier.uri.fl_str_mv |
https://repositorio.ufscar.br/handle/ufscar/11963 |
identifier_str_mv |
RIBEIRO, Alany Ingrid. Estudo químico dos fungos Stachybotrys levispora e Curvularia inaequalis: uso da rede molecular para a identificação de novos metabólitos. 2019. Tese (Doutorado em Química) – Universidade Federal de São Carlos, São Carlos, 2019. Disponível em: https://repositorio.ufscar.br/handle/ufscar/11963. |
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https://repositorio.ufscar.br/handle/ufscar/11963 |
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Attribution-NonCommercial-NoDerivs 3.0 Brazil http://creativecommons.org/licenses/by-nc-nd/3.0/br/ |
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Universidade Federal de São Carlos Câmpus São Carlos |
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UFSCar |
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Universidade Federal de São Carlos Câmpus São Carlos |
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