1H-Benzimidazole derivatives as mammalian DNA topoisomerase I inhibitors
Alpan, A.Selcen.; Gunes, H.Semih.; Topcu, Z.
Acta Biochimica Polonica 54(3): 561-565
2007
ISSN/ISBN: 0001-527X PMID: 17823665 Document Number: 611506
Benzimidazole is one of the most important heterocyclic groups manifesting various biological properties, such as antibacterial, antifungal, antimicrobial, antiprotozoal and antihelmintic activities. Several benzimidazole derivatives are also active as inhibitors of type I DNA topoisomerases. In this study, three 1H-benzimidazole derivatives with different electronic characteristics at position 5-, namely 5-chloro-4-(1H-benzimidazole-2-yl)phenoI (Cpd I), 5-methyl-4-(1H-benzimidazole-2-yl)phenol (Cpd II) and 4-(1H-benzimidazole-2-yl)phenol (Cpd III), were synthesized and evaluated for their effects on mammalian type I DNA topoisomerase activity using quantitative in vitro plasmid supercoil relaxation assays. For the structure elucidation of the compounds, melting points, UV, IR, H-1 NMR, C-13 NMR, mass spectral data and elemental analyses were interpreted. Among the compounds, 5-methyl-4-(1H-benzimidazole-2-yl)phenoI (Cpd II) manifested relatively potent topoisomerase I inhibition.