Biotransformação dos ácidos gálico e elágico por microorganismos do cerrado brasileiro

Detalhes bibliográficos
Ano de defesa: 2015
Autor(a) principal: Silva, Liliane de Sousa lattes
Orientador(a): Oliveira, Valéria de
Banca de defesa: Oliveira, Valéria de, Paula, José Realino de, Cunha, Carla Rosane Mendanha da
Tipo de documento: Dissertação
Tipo de acesso: Acesso aberto
Idioma: por
Instituição de defesa: Universidade Federal de Goiás
Programa de Pós-Graduação: Programa de Pós-graduação em Ciências Farmacêuticas (FF)
Departamento: Faculdade de Enfermagem - FEN (RG)
País: Brasil
Palavras-chave em Português:
Palavras-chave em Inglês:
Área do conhecimento CNPq:
Link de acesso: http://repositorio.bc.ufg.br/tede/handle/tede/5626
Resumo: The gallic acid (GA) and its derived ellagic acid (EA) are widely distributed in nature tannins, present in tea, red wine, fruit, drinks and various medicinal plants. AG and AE are known to have anti inflammatory properties, antimutagenic, anticancerígenica and antioxidant activity. To produce functionalized derivatives of such compounds by biotransformation with filamentous fungi is an efficient and sustainable alternative, due to their ability to catalyze further reactions regio and stereo-selective. The aim of this study was to apply strains of Cerrado in the biotransformation of AG and AE. For this Thin Layer Chromatography (TLC) and High Performance Liquid Chromatography (HPLC) to monitor the production of derivatives developed analytical methodologies. Five strains of the Brazilian Cerrado were selected, these are Beauveria sp. IP06, IP08, IP94, IP98 and IP153. Incubation was performed in two different culture media: Glucose and "corn steep" for 96 hours at 27 C and 200 rpm. At the end of incubation the extraction and purification of the derivatives was performed. All strains were effective for biotranformação compounds. The culture medium influenced quali-quantitatively the production of derivatives, "corn steep" provided greater variety of substrates for both derivatives. The obtained derivatives were characterized by MS, ¹H NMR, HSQC, HMBC, UV and CCD. Derivatives of fatty acids are: benzoic acid, 3-O-methyl-β-glucopyranosyl galatoester (Labiocon 465); benzoic acid, 4 - [[6-O- (3,4-dihydroxy-5-methoxybenzoic acid)-α-D-glucopyranoside]oxy]-3-hydroxy-5metoxi (Labiocon 484); gallic acid 3-O-β-glucopiranoside (510 Labiocon) and 3,4-dihydroxy-5-methoxy-benzoic acid 2-hydroxy-5-methoxycarbonyl-phenyl ester (Labiocon 530). The AE is derived from 3,8-Dimethoxy-dibenzo [b, d] pyran-6-one ellagic acid (511 Labiocon) and 4-O, 3'-O-methyl -β-D-glucose (Labiocon 534) .
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spelling Oliveira, Valéria deOliveira, Valéria dePaula, José Realino deCunha, Carla Rosane Mendanha dahttp://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4401773P7Silva, Liliane de Sousa2016-06-02T15:32:33Z2015-09-30SILVA, L. S. Biotransformação dos ácidos gálico e elágico por microorganismos do cerrado brasileiro. 2015. 157 f. Dissertação (Mestrado em Ciências Farmacêuticas) - Universidade Federal de Goiás, Goiânia, 2015.http://repositorio.bc.ufg.br/tede/handle/tede/5626The gallic acid (GA) and its derived ellagic acid (EA) are widely distributed in nature tannins, present in tea, red wine, fruit, drinks and various medicinal plants. AG and AE are known to have anti inflammatory properties, antimutagenic, anticancerígenica and antioxidant activity. To produce functionalized derivatives of such compounds by biotransformation with filamentous fungi is an efficient and sustainable alternative, due to their ability to catalyze further reactions regio and stereo-selective. The aim of this study was to apply strains of Cerrado in the biotransformation of AG and AE. For this Thin Layer Chromatography (TLC) and High Performance Liquid Chromatography (HPLC) to monitor the production of derivatives developed analytical methodologies. Five strains of the Brazilian Cerrado were selected, these are Beauveria sp. IP06, IP08, IP94, IP98 and IP153. Incubation was performed in two different culture media: Glucose and "corn steep" for 96 hours at 27 C and 200 rpm. At the end of incubation the extraction and purification of the derivatives was performed. All strains were effective for biotranformação compounds. The culture medium influenced quali-quantitatively the production of derivatives, "corn steep" provided greater variety of substrates for both derivatives. The obtained derivatives were characterized by MS, ¹H NMR, HSQC, HMBC, UV and CCD. Derivatives of fatty acids are: benzoic acid, 3-O-methyl-β-glucopyranosyl galatoester (Labiocon 465); benzoic acid, 4 - [[6-O- (3,4-dihydroxy-5-methoxybenzoic acid)-α-D-glucopyranoside]oxy]-3-hydroxy-5metoxi (Labiocon 484); gallic acid 3-O-β-glucopiranoside (510 Labiocon) and 3,4-dihydroxy-5-methoxy-benzoic acid 2-hydroxy-5-methoxycarbonyl-phenyl ester (Labiocon 530). The AE is derived from 3,8-Dimethoxy-dibenzo [b, d] pyran-6-one ellagic acid (511 Labiocon) and 4-O, 3'-O-methyl -β-D-glucose (Labiocon 534) .O ácido gálico (AG) e o seu derivado o ácido elágico (AE), são taninos amplamente distribuído na natureza, presente no chá, vinho tinto, frutas, bebidas e várias plantas medicinais. AG e AE são conhecidos por apresentarem propriedades antiinflamatórias, antimutagênica, anticancerígenica e atividade antioxidante. Produzir derivados funcionalizados desses compostos por meio da biotransformação com fungos filamentosos é uma alternativa eficiente e sustentável, devido à sua capacidade para catalisar novas reações regio e estereo-seletivas. O objetivo deste trabalho foi aplicar cepas do Cerrado na biotransformação do AG e AE. Para isso foram desenvolvidas metodologias analíticas por Cromatografia em Camada Delgada (CCD) e Cromatografia Líquida de Alta Eficiência (CLAE), a fim de monitorar a produção dos derivados. Foram selecionadas cinco cepas isoladas do Cerrado brasileiro, sendo estas Beauveria sp. IP06, IP08, IP94, IP98 e IP153. A incubação foi realizada em dois meios de cultura diferentes: glicose e “Corn Steep” durante 96 horas a 27º C e 200 rpm. Ao término da incubação foi realizada a extração e purificação dos derivados. Todas as cepas mostraram-se eficazes para a biotranformação dos compostos. O meio de cultura influenciou quali-quantitativamente na produção dos derivados, o “Corn Steep” proporcionou maior variedade de derivados para ambos substratos. Os derivados obtidos foram caracterizados por EM, RMN ¹H, HSQC, HMBC, UV e CCD. Os derivados do AG são: ácido benzoico, 3-O-metil β-glucopiranosil-galatoester (Labiocon 465); ácido benzóico,4-[[6-O-(3,4-diidroxi-5-metoxibenzoico)-α-D-glucopiranosideo]oxi]-3-hidroxi-5metoxi (Labiocon 484); ácido gálico 3-O-β-glucopiranoside (Labiocon 510) e ácido 3,4-Diidroxi-5-metoxi-benzoico 2-hidroxi-5-metoxicarbonil-fenil ester (Labiocon 530). O derivado do AE é 3,8-Dimetoxi-dibenzo[b,d]piran-6-one (Labiocon 511) e o ácido elágico 4-O,3’-O-metil -β-D-glicose (Labiocon 534).Submitted by Marlene Santos (marlene.bc.ufg@gmail.com) on 2016-06-01T20:07:51Z No. of bitstreams: 2 Dissertação - Liliane de Sousa Silva - 2015.pdf: 4894695 bytes, checksum: ef4469d862b59150ebb61ed28e1293ff (MD5) license_rdf: 19874 bytes, checksum: 38cb62ef53e6f513db2fb7e337df6485 (MD5)Approved for entry into archive by Luciana Ferreira (lucgeral@gmail.com) on 2016-06-02T15:32:33Z (GMT) No. of bitstreams: 2 Dissertação - Liliane de Sousa Silva - 2015.pdf: 4894695 bytes, checksum: ef4469d862b59150ebb61ed28e1293ff (MD5) license_rdf: 19874 bytes, checksum: 38cb62ef53e6f513db2fb7e337df6485 (MD5)Made available in DSpace on 2016-06-02T15:32:33Z (GMT). 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dc.title.por.fl_str_mv Biotransformação dos ácidos gálico e elágico por microorganismos do cerrado brasileiro
dc.title.alternative.eng.fl_str_mv Biotransformation acid gallic and ellagic by microorganisms of the brasilian cerrado
title Biotransformação dos ácidos gálico e elágico por microorganismos do cerrado brasileiro
spellingShingle Biotransformação dos ácidos gálico e elágico por microorganismos do cerrado brasileiro
Silva, Liliane de Sousa
Biotransformação
Beauveria sp
Cerrado brasileiro
Ácido gálico
Ácido elágico
Biotransformation
Brazilian cerrado
Gallic Acid; Ellagic acid
Ellagic acid
CIENCIAS DA SAUDE::FARMACIA
title_short Biotransformação dos ácidos gálico e elágico por microorganismos do cerrado brasileiro
title_full Biotransformação dos ácidos gálico e elágico por microorganismos do cerrado brasileiro
title_fullStr Biotransformação dos ácidos gálico e elágico por microorganismos do cerrado brasileiro
title_full_unstemmed Biotransformação dos ácidos gálico e elágico por microorganismos do cerrado brasileiro
title_sort Biotransformação dos ácidos gálico e elágico por microorganismos do cerrado brasileiro
author Silva, Liliane de Sousa
author_facet Silva, Liliane de Sousa
author_role author
dc.contributor.advisor1.fl_str_mv Oliveira, Valéria de
dc.contributor.referee1.fl_str_mv Oliveira, Valéria de
dc.contributor.referee2.fl_str_mv Paula, José Realino de
dc.contributor.referee3.fl_str_mv Cunha, Carla Rosane Mendanha da
dc.contributor.authorLattes.fl_str_mv http://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4401773P7
dc.contributor.author.fl_str_mv Silva, Liliane de Sousa
contributor_str_mv Oliveira, Valéria de
Oliveira, Valéria de
Paula, José Realino de
Cunha, Carla Rosane Mendanha da
dc.subject.por.fl_str_mv Biotransformação
Beauveria sp
Cerrado brasileiro
Ácido gálico
Ácido elágico
topic Biotransformação
Beauveria sp
Cerrado brasileiro
Ácido gálico
Ácido elágico
Biotransformation
Brazilian cerrado
Gallic Acid; Ellagic acid
Ellagic acid
CIENCIAS DA SAUDE::FARMACIA
dc.subject.eng.fl_str_mv Biotransformation
Brazilian cerrado
Gallic Acid; Ellagic acid
Ellagic acid
dc.subject.cnpq.fl_str_mv CIENCIAS DA SAUDE::FARMACIA
description The gallic acid (GA) and its derived ellagic acid (EA) are widely distributed in nature tannins, present in tea, red wine, fruit, drinks and various medicinal plants. AG and AE are known to have anti inflammatory properties, antimutagenic, anticancerígenica and antioxidant activity. To produce functionalized derivatives of such compounds by biotransformation with filamentous fungi is an efficient and sustainable alternative, due to their ability to catalyze further reactions regio and stereo-selective. The aim of this study was to apply strains of Cerrado in the biotransformation of AG and AE. For this Thin Layer Chromatography (TLC) and High Performance Liquid Chromatography (HPLC) to monitor the production of derivatives developed analytical methodologies. Five strains of the Brazilian Cerrado were selected, these are Beauveria sp. IP06, IP08, IP94, IP98 and IP153. Incubation was performed in two different culture media: Glucose and "corn steep" for 96 hours at 27 C and 200 rpm. At the end of incubation the extraction and purification of the derivatives was performed. All strains were effective for biotranformação compounds. The culture medium influenced quali-quantitatively the production of derivatives, "corn steep" provided greater variety of substrates for both derivatives. The obtained derivatives were characterized by MS, ¹H NMR, HSQC, HMBC, UV and CCD. Derivatives of fatty acids are: benzoic acid, 3-O-methyl-β-glucopyranosyl galatoester (Labiocon 465); benzoic acid, 4 - [[6-O- (3,4-dihydroxy-5-methoxybenzoic acid)-α-D-glucopyranoside]oxy]-3-hydroxy-5metoxi (Labiocon 484); gallic acid 3-O-β-glucopiranoside (510 Labiocon) and 3,4-dihydroxy-5-methoxy-benzoic acid 2-hydroxy-5-methoxycarbonyl-phenyl ester (Labiocon 530). The AE is derived from 3,8-Dimethoxy-dibenzo [b, d] pyran-6-one ellagic acid (511 Labiocon) and 4-O, 3'-O-methyl -β-D-glucose (Labiocon 534) .
publishDate 2015
dc.date.issued.fl_str_mv 2015-09-30
dc.date.accessioned.fl_str_mv 2016-06-02T15:32:33Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/masterThesis
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dc.identifier.citation.fl_str_mv SILVA, L. S. Biotransformação dos ácidos gálico e elágico por microorganismos do cerrado brasileiro. 2015. 157 f. Dissertação (Mestrado em Ciências Farmacêuticas) - Universidade Federal de Goiás, Goiânia, 2015.
dc.identifier.uri.fl_str_mv http://repositorio.bc.ufg.br/tede/handle/tede/5626
identifier_str_mv SILVA, L. S. Biotransformação dos ácidos gálico e elágico por microorganismos do cerrado brasileiro. 2015. 157 f. Dissertação (Mestrado em Ciências Farmacêuticas) - Universidade Federal de Goiás, Goiânia, 2015.
url http://repositorio.bc.ufg.br/tede/handle/tede/5626
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language por
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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.publisher.initials.fl_str_mv UFG
dc.publisher.country.fl_str_mv Brasil
dc.publisher.department.fl_str_mv Faculdade de Enfermagem - FEN (RG)
publisher.none.fl_str_mv Universidade Federal de Goiás
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repository.name.fl_str_mv Biblioteca Digital de Teses e Dissertações da UFG - Universidade Federal de Goiás (UFG)
repository.mail.fl_str_mv tesesdissertacoes.bc@ufg.br ||tesesdissertacoes.bc@ufg.br
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