Lima P C, Lima L M, da Silva K C, Léda P H, de Miranda A L, Fraga C A, Barreiro E J
Instituto de Química, Universidade Federal do Rio de Janeiro, Rio de Janeiro, Brazil.
Eur J Med Chem. 2000 Feb;35(2):187-203. doi: 10.1016/s0223-5234(00)00120-3.
Anew series of antinociceptive compounds belonging to the N-acylarylhydrazone (NAH) class were synthesized from natural safrole (7). The most analgesic derivative represented by 10f, [(4'-N,N-dimethylaminobenzylidene-3-(3', 4'-methylenedioxyphenyl)propionylhydrazine], was more potent than dipyrone and indomethacin, used as standards. The NAH compounds described herein were structurally planned by molecular hybridization and classical bioisosterism strategies on previously reported analgesic NAH in order to identify the pharmacophoric contribution of the N-acylarylhydrazone moiety and investigate the structure-activity relationship (SAR) in these series.
从天然黄樟素（7）合成了一系列属于N-酰基芳基腙（NAH）类的新型抗伤害感受化合物。以10f，即[(4'-N,N-二甲基氨基亚苄基)-3-(3',4'-亚甲二氧基苯基)丙酰肼]为代表的最具镇痛作用的衍生物比用作标准的安乃近和吲哚美辛更有效。本文所述的NAH化合物是通过分子杂交和经典生物电子等排体策略对先前报道的镇痛性NAH进行结构设计的，目的是确定N-酰基芳基腙部分的药效团贡献，并研究这些系列中的构效关系（SAR）。
