da Silva Ari Miranda, Araújo-Silva Leonardo, Bombaça Ana Cristina S, Menna-Barreto Rubem F S, Rodrigues-Santos Claudio Eduardo, Buarque Ferreira Aurélio B, de Castro Solange L
Programa de Pós-Graduação em Química , UFRRJ , 23890-000 , Seropédica , RJ , Brazil.
Instituto de Pesquisas em Produtos Naturais , UFRJ , 21944-970 , Rio de Janeiro , RJ , Brazil.
Medchemcomm. 2017 Feb 27;8(5):952-959. doi: 10.1039/c7md00069c. eCollection 2017 May 1.
The QSAR study of 34 2-aryl-naphthoimidazoles screened so far revealed that is the most important factor for their lytic activity on the bloodstream trypomastigote forms of , the etiologic agent of Chagas disease. Based on this result, 16 new -alkyl-naphthoimidazoles derived from 6,6-dimethyl-3,4,5,6-tetrahydrobenzo[7,8]chromene[5,6-]imidazole (the product of the reaction of β-lapachone with paraformaldehyde) by its reaction with halo-alkanes were prepared and evaluated against the parasite and peritoneal macrophages. The 1--hexyl and 3--hexyl naphthoimidazoles were 2.2 and 3.2 times more active than the standard drug benznidazole with selectivity indices of 2.7 and 13.4, respectively.
到目前为止，对34种2-芳基萘并咪唑进行的定量构效关系（QSAR）研究表明，对于它们对恰加斯病病原体克氏锥虫血流型锥鞭毛体形式的裂解活性而言，[此处缺失关键信息]是最重要的因素。基于这一结果，制备了16种新的[此处缺失关键信息]烷基萘并咪唑，它们由6,6-二甲基-3,4,5,6-四氢苯并[7,8]色烯[5,6-]咪唑（β-拉帕醌与多聚甲醛反应的产物）与卤代烷反应得到，并针对该寄生虫和腹膜巨噬细胞进行了评估。1-[此处缺失关键信息]己基和3-[此处缺失关键信息]己基萘并咪唑的活性分别比标准药物苯硝唑高2.2倍和3.2倍，选择性指数分别为2.7和13.4。
