title: Synthesis, antitumor activity, molecular modeling, and DNA binding properties of a new series of imidazonaphthalimides.
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.
authors.affiliation: 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. mfbrana@ceu.es
authors.forename: Miguel F
authors.initials: MF
authors.lastname: Braña
authors.forename: Mónica
authors.initials: M
authors.lastname: Cacho
authors.forename: Mario A
authors.initials: MA
authors.lastname: García
authors.forename: Beatriz
authors.initials: B
authors.lastname: de Pascual-Teresa
authors.forename: Ana
authors.initials: A
authors.lastname: Ramos
authors.forename: Nuria
authors.initials: N
authors.lastname: Acero
authors.forename: Francisco
authors.initials: F
authors.lastname: Llinares
authors.forename: Dolores
authors.initials: D
authors.lastname: Muñoz-Mingarro
authors.forename: Cristina
authors.initials: C
authors.lastname: Abradelo
authors.forename: María Fernanda
authors.initials: MF
authors.lastname: Rey-Stolle
authors.forename: Mercedes
authors.initials: M
authors.lastname: Yuste
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D006801:Humans; D007364:Intercalating Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D008958:Models, Molecular; D009281:Naphthalenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013056:Spectrophotometry, Ultraviolet; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured
chemical_list: D000970:Antineoplastic Agents; D006576:Heterocyclic Compounds, 4 or More Rings; D007364:Intercalating Agents; D009281:Naphthalenes