Synthesis, antitumor activity, molecular modeling, and DNA binding properties of a new series of imidazonaphthalimides

  • J Med Chem. 2002 Dec 19;45(26):5813-6. doi: 10.1021/jm020950q.
Miguel F Braña  1 ,  Mónica Cacho ,  Mario A García ,  Beatriz de Pascual-Teresa ,  Ana Ramos ,  Nuria Acero ,  Francisco Llinares ,  Dolores Muñoz-Mingarro ,  Cristina Abradelo ,  María Fernanda Rey-Stolle ,  Mercedes Yuste
Affiliations
  • 1. Departamentos de Química Orgánica y Farmacéutica, Facultad de Ciencias Experimentales y de la Salud, Universidad San Pablo CEU, Urbanización Montepríncipe, 28668-Boadilla del Monte, Madrid, Spain. [email protected]
PMID: 12477366 DOI: 10.1021/jm020950q
Abstract

A series of mono and bisintercalators based on the 5,8-dihydrobenz[de]imidazo[4,5-g]isoquinoline-4,6-dione system were synthesized and evaluated for growth inhibitory properties in several human cell lines. All target compounds showed activity in the micromolar range. Representative compounds were evaluated using UV--vis spectroscopy and viscosimetric determinations, showing that they behave as DNA intercalators. Molecular modeling techniques were used in order to rationalize the moderate activity observed for bisnaphthalimides.