Síntese e avaliação do potencial leishmanicida e tripanocida de 1,6-naftiridinas substituídas
AUTOR(ES)
Melissa Geórgia Schwartz
DATA DE PUBLICAÇÃO
2006
RESUMO
The trypanosomiasis and the leishmaniasis are serious problems of public health affecting millions of people in the country and worldwide. The majority of the drugs used in the treatment of these diseases was developed many decades ago, and present little efficacy and intense collateral effects. The biologycal importance of the naphthyridines and the interest in discovering new leishmanicides and trypanocides agents has stimulated the synthesis of 1,6-naphthyridine-4-substituted and the evaluation of its leishmanicidal and trypanocidal potential. The methodology used for the preparation of 4-(4-diethylamino-1-methylbutylamino)-1,6-naphthyridine involves the methoxymethylene derivative of Meldrums acid that has been widely used as precursor of a variety of the heterocyclic cores. The adduct of Meldrums acid is easily obtained by the reaction of Meldrums acid and trimethyl orthoformate with the 4-amino-pyridine. The thermal cyclization of this adduct in diphenyl ether supplies 1,6-naphthyridine-4-(1H)-one, that after chlorination with POCl3 results in 4-chloro-1,6-naphthyridine. The conversion of this compound in the aminonaphthyridine happens through a reaction of nucleophilic substitution with the 2-amino-5-diethylamino-pentane. This reaction was repeated many times, presenting difficulties in the purification of the product and low yields, thus it needs better reaction conditions. The obtained compounds were characterized by spectroscopic techniques of IR, 1H NMR and 13C NMR. The evaluation of the leishmanicidal and trypanocidal properties was made for the compound 4-chloro-1,6-naphthyridine, however it presented no activity
ASSUNTO(S)
synthesis substituted 1,6-naphthyridines quimica síntese 1,6-naftiridinas substituídas avaliação leishmanicida e tripanocida leishmanicidal and trypanocidal evaluation síntese orgânica; Ácidos orgânicos; leishmaniose
ACESSO AO ARTIGO
http://proxy.furb.br/tede/tde_busca/arquivo.php?codArquivo=451Documentos Relacionados
- Estudo químico e atividades antiproliferativa, tripanocida e leishmanicida de Maxillaria picta
- Síntese de 1,3,5-triazinas substituídas e avaliação da toxicidade frente a Artemia Salina leach
- Ácido oleanônico isolado de Lippia lupulina (Verbenaceae) apresenta potentes atividades leishmanicida e tripanocida
- Limonóide de guarea kunthiana com potencial leishmanicida
- Síntese e caracterização de látices acrílicos reticulados com (1,6-diacrilato propoxilato hexanodiol) via polimerização em emulsão