title: One pot synthesis of Cu(II) 2,2'-bipyridyl complexes of 5-hydroxy-hydurilic acid and alloxanic acid: synthesis, crystal structure, chemical nuclease activity and cytotoxicity.
abstract: A barbiturate derivative [1,5-dihydro-5-[5-pyrimidine-2,4(1H,3H)-dionyl]-2H-chromeno[2,3-d] pyrimidine-2,4(3H)-dione] (LH(4)) was allowed to react with 2,2'-bipyridyl-dinitrato-Copper(II)-dihydrate which provides two complexes, characterized as [Cu(bpy)(L1)]·3H(2)O (1) and [Cu(bpy)(L2)]·H(2)O (2), where bpy = 2,2'-bipyridine, L1 = 5-hydroxy-hydurilic acid and L2 = alloxanic acid. In a separate reaction of LH(4) with Cu(NO(3))(2)·H(2)O another type of complex [Cu(LH(3))(2)·(H(2)O)(2)]·4H(2)O (3) is formed. The complexes were characterized by single crystal X-ray crystallography, physicochemical and electrochemical studies. The interaction of complexes 1 and 3 with DNA was monitored using absorption and emission titrations as well as circular dichroism spectroscopy. The complexes were found to cleave supercoiled plasmid DNA to nicked circular and linear DNA. Complexes 1 and 3 were also tested against T-cell lymphoma (Dalton lymphoma DL) and showed significant cytotoxic activity with IC(50) values of ~9.0 nM and 0.6 nM.
authors.affiliation: Department of Chemistry, Faculty of Science, Banaras Hindu University, Varanasi-221 005, India.
authors.forename: Namrata
authors.initials: N
authors.lastname: Dixit
authors.forename: R K
authors.initials: RK
authors.lastname: Koiri
authors.forename: B K
authors.initials: BK
authors.lastname: Maurya
authors.forename: S K
authors.initials: SK
authors.lastname: Trigun
authors.forename: Claudia
authors.initials: C
authors.lastname: Höbartner
authors.forename: Lallan
authors.initials: L
authors.lastname: Mishra
mesh_terms: D015082:2,2'-Dipyridyl / Q000737:chemistry*; D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D002942:Circular Dichroism; D056831:Coordination Complexes / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology; D003300:Copper; D018360:Crystallography, X-Ray; D053837:DNA Cleavage / Q000187:drug effects; D004270:DNA, Circular / Q000737:chemistry; D003851:Deoxyribonucleases / Q000737:chemistry*; D004354:Drug Screening Assays, Antitumor; D004578:Electron Spin Resonance Spectroscopy; D007093:Imidazoles / Q000737:chemistry*; D020128:Inhibitory Concentration 50; D051379:Mice; D008968:Molecular Conformation; D013056:Spectrophotometry, Ultraviolet; D013329:Structure-Activity Relationship
chemical_list: D000970:Antineoplastic Agents; D056831:Coordination Complexes; D004270:DNA, Circular; D007093:Imidazoles; C021286:alloxanic acid; D015082:2,2'-Dipyridyl; D003300:Copper; D003851:Deoxyribonucleases