Biotransformação do inseticida Flubendiamida por fungos de solo e Lacase: análise dos metabólitos por espectrometria de massas (LC-MS/MS)
The high consumption of pesticides in Brazil has led to public concern about their disposal, contamination and accumulation in the environment. Flubendiamide, N2 - [1,1- dimethyl-2- (methylsulfonyl) ethyl] - 3- iodo-N1-[2 methyl-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl]-1,2-benzenedica...
Autor principal: | Yada Junior, George Mitsuo |
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Universidade Tecnológica Federal do Paraná
2016
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riut-1-19032016-12-19T05:01:11Z Biotransformação do inseticida Flubendiamida por fungos de solo e Lacase: análise dos metabólitos por espectrometria de massas (LC-MS/MS) Biotransformation of Flubendiamida inseticide by soil fungi and Laccase: metabolites analysis by mass spectrometry (LC-MS/MS) Yada Junior, George Mitsuo Daniel, Juliana Feijó de Souza http://lattes.cnpq.br/5816358738260783 Dekker, Aneli de Melo Barbosa http://lattes.cnpq.br/4840067353836807 Daniel, Juliana Feijó de Souza Rezende, Maria Inês Faria, Teresinha de Jesus Pesticidas - Aspectos ambientais Espectrometria de massa Fungos Biodegradação Pesticides - Environmental aspects Mass spectrometry Fungi Biodegradation CNPQ::ENGENHARIAS::ENGENHARIA SANITARIA The high consumption of pesticides in Brazil has led to public concern about their disposal, contamination and accumulation in the environment. Flubendiamide, N2 - [1,1- dimethyl-2- (methylsulfonyl) ethyl] - 3- iodo-N1-[2 methyl-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl]-1,2-benzenedicarboxamide is toxicologically classified as persistent to the environment (class III) and also toxic to microcrustaceans. This study mainly aimed to: selecting fungi isolated from soil by growth inhibition test using Belt and Actara insecticides; analyze the flubendiamide biotransformation product by soil fungi isolated, by Botryosphaeria rhodina MAMB-05 and by the laccase enzyme fungi; and evaluete if Belt®, Actara® and flubendiamide Bayer standard ® insecticides act as laccase inducers. The growth inhibition test was on solid medium PDA with the fungi isolated from soil and with B. rhodina. This fungus and those which showed the best growth results were conducted to the flubendiamide biotransformation experiment, together with the laccase extract of the fungus B. rhodina.The metabolites were assessed by LC-MS / MS. Determination of laccase activity was measured using ABTS as substrate. The result of the inhibition test emphasizes the growth of JUSOLCL039 and JUANT070 fungi. In addition to B. rhodina MAMB-05, biotransformation experiment detected 47 metabolites. The metabolic route from ion m / z 587 by the fungus MAMB-05 was proposed, through loss of iodine and hydroxylation reaction. The metabolite m / z 663 was found in the extract of JUANT070 fungi and in the laccase extract. The metabolic route suggested a dehalogenation reaction of fluoride, following by its confirmation through Tandem mass spectrometry. The metabolite m / z 697 formed by the hydroxylation reaction was identified in the laccase enzyme extract. The results showed metabolites which were formed by the laccase enzyme, or by JUANT070, JUSOLCL039 and B.rhodina other enzymes. These fungi were shown to be constitutive producers of laccase in the presence of the insecticide Actara, Belt and the analytical standard flubendiamide. However, these insecticides demonstrated not act as laccase inducers for the three fungi. Capes; CNPq; International Foundation for Science (IFS) O alto consumo de pesticidas no Brasil tem levado à preocupação pública sobre sua disposição, contaminação e acúmulo no ambiente. A flubendiamida, N2 - [1,1- dimethyl-2- (methylsulfonyl) ethyl] - 3- iodo-N1-[2-methyl- 4- [1,2,2,2-tetrafluoro-1-(trifluoromethyl) ethyl]phenyl]-1,2- benzenedicarboxamide, é um inseticida persistente ao meio ambiente (classe III) e também tóxico para os microcrustáceos. Diante disto, este trabalho teve como principais objetivos: selecionar fungos isolados de solo pelo teste de inibição de crescimento com inseticidas Actara e Belt; analisar os produtos da biotransformação do inseticida flubendiamida por fungos isolados do solo, pelo Botryosphaeria rhodina MAMB-05 e pela enzima lacase; e avaliar se os inseticidas Belt®, Actara® e o padrão flubendiamida da Bayer® atuam como indutores de lacase. O teste de inibição de crescimento foi realizado em meio sólido BDA com os fungos isolados de solo e com o B. rhodina. Este fungo e os que demonstraram melhores resultados de crescimento foram conduzidos ao experimento de biotransformação da flubendiamida, junto com o extrato de lacase do fungo B.rhodina. Os metabólitos foram avaliados por LC-MS/MS. A atividade lacase foi quantificada utilizando o ABTS como substrato. O resultado do teste de inibição destacou o crescimento dos fungos JUSOLCL039 e JUANT070, além do fungo B. rhodina MAMB-05. No experimento de biotransformação, foram detectados 47 metabólitos. Entre eles, a rota metabólica do íon m/z 587 obtida pelo fungo MAMB-05 foi proposta, através da perda do iodo e uma reação de hidroxilação. O metabólito m/z 663 foi encontrado no extrato do fungo JUANT070 e no extrato da enzima lacase. Sua rota metabólica foi proposta, indicando uma reação de desalogenação do flúor, confirmada pela espectrometria de massas em Tandem. O metabólito de íon m/z 697 foi formado pela reação de hidroxilação e identificado no extrato da enzima lacase. Os resultados do experimento de biotransformação apresentaram metabólitos formados pela enzima lacase e por outras enzimas presentes nos fungos JUANT070, JUSOLCL039 e B.rhodina. Estes fungos mostraram-se produtores constitutivos de lacase, na presença dos inseticidas Actara, Belt e no padrão analítico de flubendiamida. Entretanto, não demonstraram atuarem como indutores de lacase para os três fungos. 2016-12-18T21:52:05Z 2016-12-18T21:52:05Z 2016-02-26 masterThesis YADA JUNIOR, George Mitsuo. Biotransformação do inseticida Flubendiamida por fungos de solo e Lacase: análise dos metabólitos por espectrometria de massas (LC-MS/MS). 2016. 124 f. Dissertação (Mestrado em Engenharia Ambiental) - Universidade Tecnológica Federal do Paraná, Londrina, 2016. http://repositorio.utfpr.edu.br/jspui/handle/1/1903 por openAccess application/pdf Universidade Tecnológica Federal do Paraná Londrina Brasil Programa de Pós-Graduação em Engenharia Ambiental UTFPR |
institution |
Universidade Tecnológica Federal do Paraná |
collection |
RIUT |
language |
Português |
topic |
Pesticidas - Aspectos ambientais Espectrometria de massa Fungos Biodegradação Pesticides - Environmental aspects Mass spectrometry Fungi Biodegradation CNPQ::ENGENHARIAS::ENGENHARIA SANITARIA |
spellingShingle |
Pesticidas - Aspectos ambientais Espectrometria de massa Fungos Biodegradação Pesticides - Environmental aspects Mass spectrometry Fungi Biodegradation CNPQ::ENGENHARIAS::ENGENHARIA SANITARIA Yada Junior, George Mitsuo Biotransformação do inseticida Flubendiamida por fungos de solo e Lacase: análise dos metabólitos por espectrometria de massas (LC-MS/MS) |
description |
The high consumption of pesticides in Brazil has led to public concern about their disposal, contamination and accumulation in the environment. Flubendiamide, N2 - [1,1- dimethyl-2- (methylsulfonyl) ethyl] - 3- iodo-N1-[2 methyl-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl]-1,2-benzenedicarboxamide is toxicologically classified as persistent to the environment (class III) and also toxic to microcrustaceans. This study mainly aimed to: selecting fungi isolated from soil by growth inhibition test using Belt and Actara insecticides; analyze the flubendiamide biotransformation product by soil fungi isolated, by Botryosphaeria rhodina MAMB-05 and by the laccase enzyme fungi; and evaluete if Belt®, Actara® and flubendiamide Bayer standard ® insecticides act as laccase inducers. The growth inhibition test was on solid medium PDA with the fungi isolated from soil and with B. rhodina. This fungus and those which showed the best growth results were conducted to the flubendiamide biotransformation experiment, together with the laccase extract of the fungus B. rhodina.The metabolites were assessed by LC-MS / MS. Determination of laccase activity was measured using ABTS as substrate. The result of the inhibition test emphasizes the growth of JUSOLCL039 and JUANT070 fungi. In addition to B. rhodina MAMB-05, biotransformation experiment detected 47 metabolites. The metabolic route from ion m / z 587 by the fungus MAMB-05 was proposed, through loss of iodine and hydroxylation reaction. The metabolite m / z 663 was found in the extract of JUANT070 fungi and in the laccase extract. The metabolic route suggested a dehalogenation reaction of fluoride, following by its confirmation through Tandem mass spectrometry. The metabolite m / z 697 formed by the hydroxylation reaction was identified in the laccase enzyme extract. The results showed metabolites which were formed by the laccase enzyme, or by JUANT070, JUSOLCL039 and B.rhodina other enzymes. These fungi were shown to be constitutive producers of laccase in the presence of the insecticide Actara, Belt and the analytical standard flubendiamide. However, these insecticides demonstrated not act as laccase inducers for the three fungi. |
format |
Dissertação |
author |
Yada Junior, George Mitsuo |
author_sort |
Yada Junior, George Mitsuo |
title |
Biotransformação do inseticida Flubendiamida por fungos de solo e Lacase: análise dos metabólitos por espectrometria de massas (LC-MS/MS) |
title_short |
Biotransformação do inseticida Flubendiamida por fungos de solo e Lacase: análise dos metabólitos por espectrometria de massas (LC-MS/MS) |
title_full |
Biotransformação do inseticida Flubendiamida por fungos de solo e Lacase: análise dos metabólitos por espectrometria de massas (LC-MS/MS) |
title_fullStr |
Biotransformação do inseticida Flubendiamida por fungos de solo e Lacase: análise dos metabólitos por espectrometria de massas (LC-MS/MS) |
title_full_unstemmed |
Biotransformação do inseticida Flubendiamida por fungos de solo e Lacase: análise dos metabólitos por espectrometria de massas (LC-MS/MS) |
title_sort |
biotransformação do inseticida flubendiamida por fungos de solo e lacase: análise dos metabólitos por espectrometria de massas (lc-ms/ms) |
publisher |
Universidade Tecnológica Federal do Paraná |
publishDate |
2016 |
citation |
YADA JUNIOR, George Mitsuo. Biotransformação do inseticida Flubendiamida por fungos de solo e Lacase: análise dos metabólitos por espectrometria de massas (LC-MS/MS). 2016. 124 f. Dissertação (Mestrado em Engenharia Ambiental) - Universidade Tecnológica Federal do Paraná, Londrina, 2016. |
url |
http://repositorio.utfpr.edu.br/jspui/handle/1/1903 |
_version_ |
1805316906987552768 |
score |
10,814766 |