dos Santos Elizabeth V M, Carneiro José W de M, Ferreira Vitor F
Pós-Graduação em Qui;mica Orgânica, Universidade Federal Fluminense, Outeiro de S. João Batista, s/n, 24020-150, Niterói, RJ, Brazil.
Bioorg Med Chem. 2004 Jan 2;12(1):87-93. doi: 10.1016/j.bmc.2003.10.022.
Several molecular parameters for 2,3,5-substituted 1,4-naphthoquinones including 2-aziridinyl and 2,3-aziridinyl-1,4-naphthoquinones with antimalarial activities were obtained with the semi-empirical PM3 method. The descriptor related to the Gibbs free energy of an isodesmic equation defining the reduction of the naphthoquinones was found to have high correlation with activity. The quantitative models reported clearly show a dependence of activity on the redox potential for reduction of the naphthoquinones. Compounds with lower values of DeltaG for reduction are more active than those with higher values of DeltaG.
采用半经验PM3方法获得了包括具有抗疟活性的2-氮丙啶基和2,3-氮丙啶基-1,4-萘醌在内的2,3,5-取代1,4-萘醌的几个分子参数。发现与定义萘醌还原的等键反应的吉布斯自由能相关的描述符与活性具有高度相关性。所报道的定量模型清楚地表明了活性对萘醌还原氧化还原电位的依赖性。还原时ΔG值较低的化合物比ΔG值较高的化合物活性更强。
