The interaction of 2-phenylbenzimidazole compounds with DNA: the influence of terminal substituents.
We have studied the influence of terminal substituents, amidinium group and N-methylpiperazine ring, of 2-phenylbenzimidazole compounds (1-6; Figure 1) on their DNA-binding modes. Experimental results reveal that 1-3 are accepted in intercalation pockets owing to structural flexibility of the N-methylpiperazine ring, while 4-6 bind to the groove of DNA because of steric hindrance between the amidinium group and the DNA phosphate-sugar backbone.
Kubota
Yukio
Y
Department of Chemistry, Faculty of Science, Yamaguchi University, Yamaguchi 753-8512, Japan.
Tani
Seiji
S
Nakamura
Junichi
J
D001562:Benzimidazoles / Q000737:chemistry*; D002942:Circular Dichroism; D004247:DNA / Q000737:chemistry*; D013056:Spectrophotometry, Ultraviolet
D001562:Benzimidazoles; D004247:DNA; C117755:2-phenylbenzimidazole