Synthesis of 5,12-dioxocyclam nickel (II) complexes having quinoxaline substituents at the 6 and 13 positions as potential DNA bis-intercalating and cleaving agents.
Several dioxocyclams containing quinoxaline moieties, as well as their nickel(II) complexes were synthesized and studied for their ability to bind and oxidatively cleave DNA. Although no evidence for binding by intercalation was found, the ability of the Ni(II) complexes to cleave DNA in the presence of Oxone was strongly dependent on both the nature and the spatial orientation of the quinoxaline moieties, suggesting at least transient association of these complexes with DNA.
Hegedus
Louis S
LS
Department of Chemistry, Colorado State University, Fort Collins 80523, USA. hegedus@lamar.colostate.edu
Greenberg
Marc M
MM
Wendling
Jory J
JJ
Bullock
Joseph P
JP
D002384:Catalysis; D018360:Crystallography, X-Ray; D004247:DNA / Q000737:chemistry* / Q000187:drug effects; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000494:pharmacology; D007364:Intercalating Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry*; D009942:Organometallic Compounds / Q000138:chemical synthesis* / Q000494:pharmacology; D010084:Oxidation-Reduction; D010957:Plasmids / Q000737:chemistry; D011810:Quinoxalines / Q000138:chemical synthesis* / Q000494:pharmacology; D013237:Stereoisomerism; D013464:Sulfuric Acids / Q000737:chemistry
D006571:Heterocyclic Compounds; D007364:Intercalating Agents; D009942:Organometallic Compounds; D011810:Quinoxalines; D013464:Sulfuric Acids; C024560:cyclam; D009532:Nickel; D004247:DNA; C048813:potassium peroxymonosulfuric acid