Síntese de derivados de chalconas e de 2-quinolinonas visando a busca por inibidores das enzimas cruzaína e da família BET bromodomain

• Ano de defesa: 2014
• Autor(a) principal: Vieira, Lucas Campos Curcino
• Orientador(a): Corrêa, Arlene Gonçalves
• Tipo de documento: Tese
• Tipo de acesso: Acesso aberto
• Idioma: por
• Instituição de defesa: Universidade Federal de São Carlos
• Programa de Pós-Graduação: Programa de Pós-Graduação em Química - PPGQ
• País: BR
• Palavras-chave em Português: Síntese orgânica; Chalconas; 2-quinolinonas; Suzuki, Acoplamento de; Organocatálise; Cruzaína
• Área do conhecimento CNPq: CIENCIAS EXATAS E DA TERRA::QUIMICA
• Link de acesso: https://repositorio.ufscar.br/handle/20.500.14289/6314

The first part of this work involved the synthesis of chalcone derivatives towards the development of inhibitors of the enzyme cruzain from Trypanosoma cruzi. Different green chemistry approaches were employed to functionalize chalcones as the use of alternative solvents as well as source of energy. A new Suzuki cross-coupling methodology for synthesis of functionalized chalcones was developed, employing PEG-400 as solvent under microwave irradiation. The use of organocatalysis in the 1,4-addition of α,α-dicyanoolefins to α,β- unsaturated carbonyl system provided products with good yields and excellent enantiomeric excess. It was also developed a new synthetic route for the synthesis of γ-butenolides from chalcones. The key step was accomplished using montmorillonite K10 clay as catalyst and ethanol as solvent... (CONTINUE)