Braña Miguel F, Cacho Mónica, García Mario A, de Pascual-Teresa Beatriz, Ramos Ana, Domínguez M Teresa, Pozuelo José M, Abradelo Cristina, Rey-Stolle María Fernanda, Yuste Mercedes, Báñez-Coronel Mónica, Lacal Juan Carlos
Departamentos de Ciencias Químicas, Facultad de Ciencias Experimentales y de la Salud, Universidad San Pablo CEU, Urbanización Montepríncipe, 28668-Boadilla del Monte, Madrid, Spain.
J Med Chem. 2004 Mar 11;47(6):1391-9. doi: 10.1021/jm0308850.
Amonafide- and elinafide-related mono and bisintercalators, modified by the introduction of a pi-excedent furan or thiophene ring fused to the naphthalimide moiety, have been synthesized. These compounds have shown an interesting antitumor profile. The best compound, 9, was 2.5-fold more potent than elinafide against human colon carcinoma cells (HT-29). Molecular dynamic simulations and physicochemical experiments have demonstrated that these compounds are capable of forming stable DNA complexes. These results, together with those previously reported by us for imidazo- and pyrazinonaphthalimide analogues, have prompted us to propose that the DNA binding process does not depend on the electronic nature of the fused heterocycle.
已经合成了通过引入与萘二甲酰亚胺部分稠合的π-过量呋喃或噻吩环而修饰的氨萘非特和依利萘非特相关的单插入剂和双插入剂。这些化合物显示出有趣的抗肿瘤谱。最佳化合物9对人结肠癌细胞（HT-29）的活性比依利萘非特高2.5倍。分子动力学模拟和物理化学实验表明，这些化合物能够形成稳定的DNA复合物。这些结果，连同我们之前报道的咪唑并萘二甲酰亚胺和吡嗪并萘二甲酰亚胺类似物的结果，促使我们提出DNA结合过程不依赖于稠合杂环的电子性质。
