Synthesis, DNA binding, cytotoxic properties, and structure-activity relationship of a series of head to tail, and tail to tail linked imidazole- and pyrrole-containing analogs of distamycin with N-terminal benzoic acid mustard groups was written by Lee, Moses;Garbiras, Bonnie J.;Young, Chad;Blair, Brian;Wyatt, Michael D.;Hartley, John A.. And the article was included in Medicinal Chemistry Research in 1994.Safety of 1-Methyl-4-nitroimidazole This article mentions the following:
The synthesis and biol. evaluation of the titled compounds are described. Results from an ethidium displacement assay showed that all of these compounds bound strongly to the DNAs studied, and they generally interacted equally well or slightly more strongly to poly(dA-dT) than to poly(dG-dC). Introduction of an aliphatic linker in the head to tail (N to C) compounds significantly decreased their cytotoxicities compared to the oligoimidazole analogs. In the tail to tail (C to C) series of compounds the 1:1 dimeric compounds showed significant improvement in cytotoxicities over their monomeric counterparts, presumably due to their increased ability to produce interstrand crosslinks in the minor groove. The 2:2 dimeric compounds were only slightly more cytotoxic than their monomeric congeners even though their crosslinking abilities were enhanced. This may be due to their poor solubilities in water. There were no significant differences in the cytotoxicities between the tail to tail linked pyrrole- and imidazole-containing compounds In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Safety of 1-Methyl-4-nitroimidazole).
1-Methyl-4-nitroimidazole (cas: 3034-41-1) belongs to imidazole derivatives. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Safety of 1-Methyl-4-nitroimidazole
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem