Síntese de novos derivados aminoquinolínicos com potencial atividade antimalárica

Detalhes bibliográficos
Ano de defesa: 2014
Autor(a) principal: Almeida, Marta Maria Farias de Sousa
Orientador(a): Não Informado pela instituição
Banca de defesa: Não Informado pela instituição
Tipo de documento: Dissertação
Tipo de acesso: Acesso aberto
Idioma: por
Instituição de defesa: Universidade Federal de Alagoas
Brasil
Programa de Pós-Graduação em Química e Biotecnologia
UFAL
Programa de Pós-Graduação: Não Informado pela instituição
Departamento: Não Informado pela instituição
País: Não Informado pela instituição
Palavras-chave em Português:
Link de acesso: http://www.repositorio.ufal.br/handle/riufal/2928
Resumo: Malaria is responsible for a high morbidity and mortality of people worldwide, especially in tropical countries, with 3,4 billion individuals at risk of disease. Due to the resistance that some species have acquired in relation to drugs, particularly chloroquine, mainly for Plasmodium falciparum, it is necessary the development of new antimalarial agents active against these resistant strains. This work aims at obtaining new 4-aminoquinoline derivatives with potential antimalarial action. Four of this compounds derivatives were synthesized, having as source of inclusion of these pharmacophoric moiety(important for activity against malaria), the reagent 4,7-dichloroquinoline (DC) modified by Nucleophilic Aromatic Substitution reactions (SNAr). All compounds were isolated with moderate to good yields, namely: 7-chloro-N-(prop-2-ynyl)quinolin-4-amine (PCQ) with a yield of 92%, 7-chloro-N-(4-(diethylamino)but-2-ynyl)quinolin-4-amine (DAQ) having achieved a yield of 40%, N-(2-aminoethyl)-7-chloroquinolin-4-amine (CEQ) with 73% yield and 2-(7-chloroquinolin-4-ylamino)acetic acid (GIQ) with a 42% yield; PCQ was obtained from the reaction of CD with propargylamine. DAQ was obtained reacting formaldehyde, diethylamine, and PCQ. The reaction between DC and ethylenediamine under reflux gave CEQ. Finally, GIQ was obtained from a mixture of DC, glycine and phenol. All synthesized compounds were characterized by Nuclear Magnetic Resonance Spectroscopy 1H and 13C, and Infrared Spectroscopy and Melting Point. Effective quantification of antimalarial activity of these compounds is being evaluated.