Estudo das reações de condensação de aldeídos aromáticos com aroilacetonitrilas.
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Tipo
TCC
Data de publicação
2021-12
Periódico
Citações (Scopus)
Autores
Santos, Alicia Cardoso dos
Araújo, Tamires Puridade Silva de
Araújo, Tamires Puridade Silva de
Orientador
Saavedra, Manuel Salustiano Almeida
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Resumo
Com o aumento exponencial da RAM em função do uso indiscriminado de medicamentos antibióticos, a OMS priorizou as pesquisas relacionadas ao desenvolvimento de novos agentes antimicrobianos que atuem de forma mais abrangente ao serem utilizados para combater infecções bacterianas multirresistentes. Em correspondência com o anterior, no presente trabalho, serão sintetizadas novas acrilonitrilas contendo a maior quantidade possível de grupos farmacóforos.
Sintetizamos as aroilacetonitrilas a partir da reação entre ésteres aromáticos e acetonitrila em condições anidras de reação. A seguir serão estudadas as reações de condensação das aroilacetonitrilas com os aldeídos para obter as acrilonitrilas de alta conjugação e com a presença nas moléculas de vários grupos farmacóforos o que incrementa as potencialidades bioativas dos novos compostos planejados para sintetizar neste trabalho.
Para tanto é de interesse trabalhar com os ácidos: vanílico e verátrico (grupos hidroxila e metoxila), benzoico (anel aromático) e furoico (anel heteroaromático), os aldeídos a serem empregados serão o furfural (anel heteroaromático) a vanilina e a orto-vanilina (anéis com grupos hidroxila e metoxila o que garanta a presença destes grupos farmacóforos nas estruturas das moléculas a sintetizar. Por último, os compostos sintetizados serão caraterizados estruturalmente e fornecidos para testagem biológica
With the exponential increase in AMR due to the indiscriminate use of antibiotic drugs, the OMS prioritized research related to the development of new antimicrobial agents that act more comprehensively when used to combat multiresistant bacterial infections. In correspondence with the above, in the present work, new acrylonitriles containing the greatest possible amount of pharmacophore groups will be synthesized. We synthesized aroylacetonitrile from the reaction between aromatic esters and acetonitrile under anhydrous reaction conditions. Next, the condensation reactions of aroylacetonitriles with aldehydes to obtain high-conjugated acrylonitriles and the presence in molecules of various pharmacophore groups will be studied, which increases the bioactive potential of the new compounds planned to synthesize in this work. Therefore, it is of interest to work with the acids: vanillic and veriatric (hydroxyl and methoxyl groups), benzoic (aromatic ring) and furoic (heteroaromatic ring), the aldehydes to be used will be furfural (heteroaromatic ring), vanillin and ortho- vanillin (rings with hydroxyl and methoxyl groups which guarantee the presence of these pharmacophore groups in the structures of the molecules to be synthesized. Finally, the synthesized compounds will be structurally characterized and provided for biological testing.
With the exponential increase in AMR due to the indiscriminate use of antibiotic drugs, the OMS prioritized research related to the development of new antimicrobial agents that act more comprehensively when used to combat multiresistant bacterial infections. In correspondence with the above, in the present work, new acrylonitriles containing the greatest possible amount of pharmacophore groups will be synthesized. We synthesized aroylacetonitrile from the reaction between aromatic esters and acetonitrile under anhydrous reaction conditions. Next, the condensation reactions of aroylacetonitriles with aldehydes to obtain high-conjugated acrylonitriles and the presence in molecules of various pharmacophore groups will be studied, which increases the bioactive potential of the new compounds planned to synthesize in this work. Therefore, it is of interest to work with the acids: vanillic and veriatric (hydroxyl and methoxyl groups), benzoic (aromatic ring) and furoic (heteroaromatic ring), the aldehydes to be used will be furfural (heteroaromatic ring), vanillin and ortho- vanillin (rings with hydroxyl and methoxyl groups which guarantee the presence of these pharmacophore groups in the structures of the molecules to be synthesized. Finally, the synthesized compounds will be structurally characterized and provided for biological testing.
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Palavras-chave
síntese química , acrilonitrilas , aroilacetonitrilas , condensação , chemical synthesis , acrylonitriles , aroylacetonitrils , condensation