title: Synthesis of 2-aryl-4-(benzimidazol-2-yl)-1,2-dihydro[1,2,4]triazino-[4,5-a]benzimidazol-1-one derivatives with preferential cytotoxicity against carcinoma cell lines.
abstract: In this paper we describe the preparation of some derivatives of 1,2,4-triazino[4,5-a]benzimidazol-1-ones (5 and 6), containing additional benzimidazole ring. These compounds were prepared using coupling reactions of diazonium salts with 1,1-bis(1-ethoxycarbonyl-benzimidazol-2-yl)methane (2) to obtain unstable hydrazones 4, which readily undergo cyclization. Interestingly, the selected compounds demonstrated preferential cytotoxic activities against human carcinoma and glioma cell lines compared with leukemic cells. They showed significant activity against multidrug-resistant P-glycoprotein expressing cell lines but had less effect on multidrug-resistance protein 1 positive and topoisomerase IIalpha negative leukemias.
authors.affiliation: Department of Organic Chemistry, Faculty of Science, Palacký University, Tr. Svobody 8, 771 46 Olomouc, Czech Republic.
authors.forename: Jakub
authors.initials: J
authors.lastname: Stýskala
authors.forename: Libuse
authors.initials: L
authors.lastname: Stýskalová
authors.forename: Jan
authors.initials: J
authors.lastname: Slouka
authors.forename: Marián
authors.initials: M
authors.lastname: Hajdúch
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology* / Q000633:toxicity; D001562:Benzimidazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology* / Q000633:toxicity; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D015195:Drug Design; D006801:Humans; D012680:Sensitivity and Specificity
chemical_list: D000970:Antineoplastic Agents; D001562:Benzimidazoles