Biossíntese catalisada por Beauveria bassiana ATCC 7159 de um novo flavonóide metilglicosilado potencialmente antioxidante e antifúngico
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| Autor principal: | |
|---|---|
| Data de publicació: | 2018 |
| Format: | Master thesis |
| Idioma: | por |
| Font: | Repositório Institucional da UFG |
| Download full: | http://repositorio.bc.ufg.br/tede/handle/tede/8514 |
Sumari: | Biosynthesis of compounds catalysed by microorganisms is an innovative strategy in the functionalization of natural and synthetic products. The application of microorganisms in the production of new bioactive compounds is presented as a promising tool and a great ally of green chemistry. Studies indicate that the morin has interesting antioxidant and antifungal activities. Thus, the objective of this study is the production of morin derivatives through biosynthesis, and the evaluation of its antioxidant and antifungal activities. To screen and identify the most promising strains, 18 filamentous fungi were selected and aliquots of a spore suspension were transferred to 250 ml Erlenmeyers containing 100 ml of a liquid culture medium (20 g of glucose, 0.5 g of yeast extract, 0.5 g of soy peptone, 0.5 g of NaCl, 0.5 g of K2 HPO4). The microorganisms were incubated at 200 rpm and 28 °C for 65 hours. After growth, 25 mg of morin were solubilized in ethanol and added to each Erlenmeyer. After 96 hours of incubation, extraction and subsequent purification were performed on a silica-filled chromatographic column and preparative chromatography. The obtained derivative was characterized by Nuclear Magnetic Resonance of Hydrogen and Carbon (NMR1H13C) and Mass Spectrometry (MS). In addition, antioxidant, antifungal and cytotoxicity activities were evaluated. The results showed that ten strains were able to catalyze the biosynthesis of up to four morin derivatives. Beauveria bassiana ATCC 7159 was selected to conduct the reaction staggering, where it was possible to obtain three ineded derivatives of the starting compound, leading to the isolation and purification of a methylglycosylated major product, termed morin 4’-O-β-D-(4’’-O-methyl) glucopyranoside. The results obtained through the evaluation of antioxidant and antifungal activities showed a good performance of the evaluated compounds. In addition, the obtained compost showed a low red blood cell cytotoxicity (0.6-1.2%). In silico studies have evaluated potential biological activities for morin and its derivatives. The derivative obtained by biosynthesis catalysed by B. bassiana ATCC 7159 is unprecedented and has good antioxidant, antifungal and low cytotoxicity profiles in red blood cells. |
| _version_ | 1871426398061592576 |
|---|---|
| author | Japiassu, Kamila Bohne |
| author_browse | Japiassu, Kamila Bohne |
| author_facet | Japiassu, Kamila Bohne |
| author_role | author |
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| collection | Repositório Institucional da UFG |
| contributor_str_mv | Oliveira, Valéria de Oliveira, Valéria de Garcia, Telma Alves Souza, Lúcia Kioko Hasimoto e |
| dc.contributor.advisor1.fl_str_mv | Oliveira, Valéria de |
| dc.contributor.advisor1Lattes.fl_str_mv | http://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4763075A6 |
| dc.contributor.author.fl_str_mv | Japiassu, Kamila Bohne |
| dc.contributor.authorLattes.fl_str_mv | http://lattes.cnpq.br/1788813983309378 |
| dc.contributor.referee1.fl_str_mv | Oliveira, Valéria de |
| dc.contributor.referee2.fl_str_mv | Garcia, Telma Alves |
| dc.contributor.referee3.fl_str_mv | Souza, Lúcia Kioko Hasimoto e |
| dc.date.accessioned.fl_str_mv | 2018-05-28T11:19:20Z |
| dc.date.issued.fl_str_mv | 2018-03-22 |
| dc.format.none.fl_str_mv | application/pdf |
| dc.identifier.citation.fl_str_mv | JAPIASSU, K. B. Biossíntese catalisada por Beauveria bassiana ATCC 7159 de um novo flavonóide metilglicosilado potencialmente antioxidante e antifúngico. 2018. 114 f. Dissertação (Mestrado em Ciências Farmacêuticas) - Universidade Federal de Goiás, Goiânia, 2018. |
| dc.identifier.uri.fl_str_mv | http://repositorio.bc.ufg.br/tede/handle/tede/8514 |
| dc.language.iso.fl_str_mv | por |
| dc.publisher.country.fl_str_mv | Brasil |
| dc.publisher.department.fl_str_mv | Faculdade Farmácia - FF (RG) |
| dc.publisher.initials.fl_str_mv | UFG |
| dc.publisher.none.fl_str_mv | Universidade Federal de Goiás |
| dc.publisher.program.fl_str_mv | Programa de Pós-graduação em Ciências Farmacêuticas (FF) |
| dc.relation.cnpq.fl_str_mv | 6997636413449754996 |
| dc.relation.confidence.fl_str_mv | 600 600 600 600 |
| dc.relation.department.fl_str_mv | 6010281161524209375 |
| dc.relation.program.fl_str_mv | 824936988196152412 |
| dc.relation.sponsorship.fl_str_mv | 2075167498588264571 |
| dc.rights.driver.fl_str_mv | http://creativecommons.org/licenses/by-nc-nd/4.0/ info:eu-repo/semantics/openAccess |
| dc.source.none.fl_str_mv | reponame:Repositório Institucional da UFG instname:Universidade Federal de Goiás (UFG) instacron:UFG |
| dc.subject.cnpq.fl_str_mv | CIENCIAS DA SAUDE::FARMACIA |
| dc.subject.eng.fl_str_mv | Biosynthesis Filamentous fungi Morin Antioxidant activity Antifungal activity |
| dc.subject.por.fl_str_mv | Biossíntese Fungos filamentosos Morina Atividade antioxidante Atividade antifúngica |
| dc.title.alternative.eng.fl_str_mv | Biosynthesis of a novel antioxydant and antifungal methylglycosylated flavonoid catalyzed by Beauveria bassiana ATCC 7159 |
| dc.title.eng.fl_str_mv | Biossíntese catalisada por Beauveria bassiana ATCC 7159 de um novo flavonóide metilglicosilado potencialmente antioxidante e antifúngico |
| dc.type.driver.fl_str_mv | info:eu-repo/semantics/masterThesis |
| dc.type.status.fl_str_mv | info:eu-repo/semantics/publishedVersion |
| description | Biosynthesis of compounds catalysed by microorganisms is an innovative strategy in the functionalization of natural and synthetic products. The application of microorganisms in the production of new bioactive compounds is presented as a promising tool and a great ally of green chemistry. Studies indicate that the morin has interesting antioxidant and antifungal activities. Thus, the objective of this study is the production of morin derivatives through biosynthesis, and the evaluation of its antioxidant and antifungal activities. To screen and identify the most promising strains, 18 filamentous fungi were selected and aliquots of a spore suspension were transferred to 250 ml Erlenmeyers containing 100 ml of a liquid culture medium (20 g of glucose, 0.5 g of yeast extract, 0.5 g of soy peptone, 0.5 g of NaCl, 0.5 g of K2 HPO4). The microorganisms were incubated at 200 rpm and 28 °C for 65 hours. After growth, 25 mg of morin were solubilized in ethanol and added to each Erlenmeyer. After 96 hours of incubation, extraction and subsequent purification were performed on a silica-filled chromatographic column and preparative chromatography. The obtained derivative was characterized by Nuclear Magnetic Resonance of Hydrogen and Carbon (NMR1H13C) and Mass Spectrometry (MS). In addition, antioxidant, antifungal and cytotoxicity activities were evaluated. The results showed that ten strains were able to catalyze the biosynthesis of up to four morin derivatives. Beauveria bassiana ATCC 7159 was selected to conduct the reaction staggering, where it was possible to obtain three ineded derivatives of the starting compound, leading to the isolation and purification of a methylglycosylated major product, termed morin 4’-O-β-D-(4’’-O-methyl) glucopyranoside. The results obtained through the evaluation of antioxidant and antifungal activities showed a good performance of the evaluated compounds. In addition, the obtained compost showed a low red blood cell cytotoxicity (0.6-1.2%). In silico studies have evaluated potential biological activities for morin and its derivatives. The derivative obtained by biosynthesis catalysed by B. bassiana ATCC 7159 is unprecedented and has good antioxidant, antifungal and low cytotoxicity profiles in red blood cells. |
| eu_rights_str_mv | openAccess |
| format | masterThesis |
| id | UFG-2_a5a1eaa4e4f60dfe9df7ba602a039dbd |
| identifier_str_mv | JAPIASSU, K. B. Biossíntese catalisada por Beauveria bassiana ATCC 7159 de um novo flavonóide metilglicosilado potencialmente antioxidante e antifúngico. 2018. 114 f. Dissertação (Mestrado em Ciências Farmacêuticas) - Universidade Federal de Goiás, Goiânia, 2018. |
| instacron_str | UFG |
| institution | UFG |
| instname_str | Universidade Federal de Goiás (UFG) |
| language | por |
| network_acronym_str | UFG-2 |
| network_name_str | Repositório Institucional da UFG |
| oai_identifier_str | oai:repositorio.bc.ufg.br:tede/8514 |
| publishDate | 2018 |
| publishDateSort | 2018 |
| publisher.none.fl_str_mv | Universidade Federal de Goiás |
| reponame_str | Repositório Institucional da UFG |
| repository.mail.fl_str_mv | grt.bc@ufg.br |
| repository.name.fl_str_mv | Repositório Institucional da UFG - Universidade Federal de Goiás (UFG) |
| repository_id_str | oai:repositorio.bc.ufg.br:tede/1234 |
| rights_invalid_str_mv | http://creativecommons.org/licenses/by-nc-nd/4.0/ |
| spelling | Oliveira, Valéria dehttp://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4763075A6Oliveira, Valéria deGarcia, Telma AlvesSouza, Lúcia Kioko Hasimoto ehttp://lattes.cnpq.br/1788813983309378Japiassu, Kamila Bohne2018-05-28T11:19:20Z2018-03-22JAPIASSU, K. B. Biossíntese catalisada por Beauveria bassiana ATCC 7159 de um novo flavonóide metilglicosilado potencialmente antioxidante e antifúngico. 2018. 114 f. Dissertação (Mestrado em Ciências Farmacêuticas) - Universidade Federal de Goiás, Goiânia, 2018.http://repositorio.bc.ufg.br/tede/handle/tede/8514Biosynthesis of compounds catalysed by microorganisms is an innovative strategy in the functionalization of natural and synthetic products. The application of microorganisms in the production of new bioactive compounds is presented as a promising tool and a great ally of green chemistry. Studies indicate that the morin has interesting antioxidant and antifungal activities. Thus, the objective of this study is the production of morin derivatives through biosynthesis, and the evaluation of its antioxidant and antifungal activities. To screen and identify the most promising strains, 18 filamentous fungi were selected and aliquots of a spore suspension were transferred to 250 ml Erlenmeyers containing 100 ml of a liquid culture medium (20 g of glucose, 0.5 g of yeast extract, 0.5 g of soy peptone, 0.5 g of NaCl, 0.5 g of K2 HPO4). The microorganisms were incubated at 200 rpm and 28 °C for 65 hours. After growth, 25 mg of morin were solubilized in ethanol and added to each Erlenmeyer. After 96 hours of incubation, extraction and subsequent purification were performed on a silica-filled chromatographic column and preparative chromatography. The obtained derivative was characterized by Nuclear Magnetic Resonance of Hydrogen and Carbon (NMR1H13C) and Mass Spectrometry (MS). In addition, antioxidant, antifungal and cytotoxicity activities were evaluated. The results showed that ten strains were able to catalyze the biosynthesis of up to four morin derivatives. Beauveria bassiana ATCC 7159 was selected to conduct the reaction staggering, where it was possible to obtain three ineded derivatives of the starting compound, leading to the isolation and purification of a methylglycosylated major product, termed morin 4’-O-β-D-(4’’-O-methyl) glucopyranoside. The results obtained through the evaluation of antioxidant and antifungal activities showed a good performance of the evaluated compounds. In addition, the obtained compost showed a low red blood cell cytotoxicity (0.6-1.2%). In silico studies have evaluated potential biological activities for morin and its derivatives. The derivative obtained by biosynthesis catalysed by B. bassiana ATCC 7159 is unprecedented and has good antioxidant, antifungal and low cytotoxicity profiles in red blood cells.A biossíntese de compostos catalisada por micro-organismos é uma estratégia inovadora na funcionalização de produtos naturais e sintéticos. Esta estratégia é apresentada como uma ferramenta promissora e grande aliada da química verde na produção de novos compostos bioativos. A morina é um flavonóide que possui reconhecidas atividades antioxidante e antifúngica. Assim, o objetivo deste estudo é a produção de derivados da morina através de biossíntese, e a avaliação de suas atividades antioxidante, antifúngica e citotóxica em hemácias. Para realizar a triagem e a identificação da cepa mais promissora, 18 fungos filamentosos foram empregados; alíquotas de uma suspensão de esporos foram transferidas para Erlenmeyers de 250 mL contendo 100 mL de diferentes meios de cultura líquido (Glicose, PDSM e Czapek). Os micro-organismos foram incubados a 200 rpm e 28 °C durante 65 horas. Após o crescimento, 25 mg/mL de morina foram solubilizados em etanol e adicionados a cada Erlenmeyer. Ao final do período de 96 horas de incubação foi realizada a extração e posterior purificação em coluna cromatográfica preenchida com silica e cromatografia preparativa. Os produtos foram monitorados por Espectrometria de Massas (EM) e o produto majoritário obtido foi caracterizado por Ressonância Magnética Nuclear de Hidrogênio e de Carbono (RMN1H13C) e Espectrometria de Massas (EM). Além disso, a atividade antioxidante, antifúngica e a citotoxicidade em hemácias da morina e do produto majoritário obtido foram avaliadas. Os resultados mostraram que dez cepas foram capazes de catalisar a biossíntese de até três derivados da morina. A Beauveria bassiana ATCC 7159 foi selecionada para conduzir o escalonamento da reação em biorreator de tanque agitado, uma vez que essa cepa foi capaz de biocatalizar o maior número de derivados. Foi possível a obtenção de três derivados inéditos do composto de partida, conduzindo ao isolamento e purificação de um produto majoritário metilglicosilado, denominado morina 4’-O-β-D-(4’’-O-metil) glucopiranosídeo. A atividade antioxidante avaliada por voltametria cíclica de pulso diferencial apresentou 5 picos de oxidação para o derivado metilglicosilado e 2 picos de oxidação para a morina. Na avaliação da atividade antifúngica, o derivado obtido, quando comparado com a morina, apresentou menor concentração inibitória minima para cepa L18 de Cryptococcus sp. Além disso, o composto obtido apresentou uma baixa citotoxicidade em hemácias (0.6-1.2%). Estudos in silico avaliaram as potenciais atividades biológicas para a morina e seus derivados. O derivado obtido através de biossíntese catalisada por B. bassiana ATCC 7159 é inédito e possui bons perfis antioxidante, antifúngico e baixa citotoxicidade em hemácias.Coordenação de Aperfeiçoamento de Pessoal de Nível Superior - CAPESapplication/pdfporUniversidade Federal de GoiásPrograma de Pós-graduação em Ciências Farmacêuticas (FF)UFGBrasilFaculdade Farmácia - FF (RG)http://creativecommons.org/licenses/by-nc-nd/4.0/info:eu-repo/semantics/openAccessBiossínteseFungos filamentososMorinaAtividade antioxidanteAtividade antifúngicaBiosynthesisFilamentous fungiMorinAntioxidant activityAntifungal activityCIENCIAS DA SAUDE::FARMACIABiossíntese catalisada por Beauveria bassiana ATCC 7159 de um novo flavonóide metilglicosilado potencialmente antioxidante e antifúngicoBiosynthesis of a novel antioxydant and antifungal methylglycosylated flavonoid catalyzed by Beauveria bassiana ATCC 7159info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesis824936988196152412600600600600601028116152420937569976364134497549962075167498588264571reponame:Repositório Institucional da UFGinstname:Universidade Federal de Goiás (UFG)instacron:UFGORIGINALDissertação - Kamila Bohne Japiassu - 2018.pdfDissertação - Kamila Bohne Japiassu - 2018.pdfapplication/pdf2922971http://repositorio.bc.ufg.br/tede/bitstreams/54c772d3-218c-4cfb-98c2-65b60e9c0fa9/downloadc56427b5a37af326aa313f8f9fb70e53MD55LICENSElicense.txtlicense.txttext/plain; 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| spellingShingle | Biossíntese catalisada por Beauveria bassiana ATCC 7159 de um novo flavonóide metilglicosilado potencialmente antioxidante e antifúngico Japiassu, Kamila Bohne Biossíntese Fungos filamentosos Morina Atividade antioxidante Atividade antifúngica Biosynthesis Filamentous fungi Morin Antioxidant activity Antifungal activity CIENCIAS DA SAUDE::FARMACIA |
| status_str | publishedVersion |
| title | Biossíntese catalisada por Beauveria bassiana ATCC 7159 de um novo flavonóide metilglicosilado potencialmente antioxidante e antifúngico |
| title_full | Biossíntese catalisada por Beauveria bassiana ATCC 7159 de um novo flavonóide metilglicosilado potencialmente antioxidante e antifúngico |
| title_fullStr | Biossíntese catalisada por Beauveria bassiana ATCC 7159 de um novo flavonóide metilglicosilado potencialmente antioxidante e antifúngico |
| title_full_unstemmed | Biossíntese catalisada por Beauveria bassiana ATCC 7159 de um novo flavonóide metilglicosilado potencialmente antioxidante e antifúngico |
| title_short | Biossíntese catalisada por Beauveria bassiana ATCC 7159 de um novo flavonóide metilglicosilado potencialmente antioxidante e antifúngico |
| title_sort | Biossíntese catalisada por Beauveria bassiana ATCC 7159 de um novo flavonóide metilglicosilado potencialmente antioxidante e antifúngico |
| topic | Biossíntese Fungos filamentosos Morina Atividade antioxidante Atividade antifúngica Biosynthesis Filamentous fungi Morin Antioxidant activity Antifungal activity CIENCIAS DA SAUDE::FARMACIA |
| url | http://repositorio.bc.ufg.br/tede/handle/tede/8514 |
