N-glicosilação de 5-(1-(3-fluorofenil)-1H-pirazol-4-il)-1H-tetrazol catalisada por células fúngicas livres e imobilizadas de Cunninghamella echinulata ATCC 9244

• Ano de defesa: 2015
• Autor(a) principal: Souza, Paula Letícia de Melo
• Orientador(a): Oliveira, Valéria de
• Banca de defesa: Oliveira, Valéria de, Oliveira, Brás Heleno de, Pazini, Francine
• 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 Farmácia - FF (RG)
• País: Brasil
• Palavras-chave em Português: Biotransformação; Cunninghamella echinulata; Tetrazóis; N-glicosilação
• Palavras-chave em Inglês: Biotransformation; Cunninghamella echinulata; Tetrazoles; N-glycosylation
• Área do conhecimento CNPq: CIENCIAS DA SAUDE::FARMACIA
• Link de acesso: http://repositorio.bc.ufg.br/tede/handle/tede/5184

Biotransformations are powerful tools for optimization of active compounds, diversification and structural modifications, in addition to handling non-functionalized compounds unfeasible by chemical conventional methods. The versatility of microbial systems, in this context, and the numerous entitlements of filamentous fungi have leveraged the use of biotransformations with microorganisms. Glycosylations ate one of the most important and commom modification processes and the use of biocatalysts have set a favorable strategy to this type of reaction. Cunninghamella species, for its enzimatic arsenal, are widely applied, especially for enabling the production of novel drug and cell immobilization hás been evidenced as a tool to express its enzimatic activity.Considering the relevance of amino sugars and their enormous potential in various therapies, the aim of this study was to produce 5-(1-(3-fluorophenyl)-1H-pyrazol-4-yl)-1H-tetrazole (LQFM 021) derivatives, which contains tetrazole and pyrazole rings, by biotransformation with free and immobilized fungi cells of Cunninghamella echinulata ATCC 9244. Therefore, CLAE methodologies were developed for the analysis of biotransformation kinectics and characterization techniques employed (Nuclear Magnetic Resonance (NMR) and Mass Spectrometry with Ion cyclotron Resonance (FTICR-MS)) of the product. 96-hour incubations were proceeded with free cell Cunninghamella echinulata ATCC 9244, in the PDSM culture medium and immobilized cells in three separate experiments: biofilm incubated in PBS buffer, biofilm incubated in PDSM medium culture and reuse of biofilms, where one derivative was obtained. The structural characterization for the purified derivative obtained in sufficient quantities is a 1-(5-(1-(3-fluorophenyl)-1H-pyrazol-4-yl)-2H-tetrazol-2-yl)pentane-1,2,3,4,5-pentaol.