title: Synthesis, Characterization, Molecular Modeling, and DNA Interaction Studies of Copper Complex Containing Food Additive Carmoisine Dye.
abstract: A copper complex of carmoisine dye; [Cu(carmoisine)2(H2O)2]; was synthesized and characterized by using physico-chemical and spectroscopic methods. The binding of this complex with calf thymus (ct) DNA was investigated by circular dichroism, absorption studies, emission spectroscopy, and viscosity measurements. UV-vis results confirmed that the Cu complex interacted with DNA to form a ground-state complex and the observed binding constant (2× 10(4) M(-1)) is more in keeping with the groove bindings with DNA. Furthermore, the viscosity measurement result showed that the addition of complex causes no significant change on DNA viscosity and it indicated that the intercalation mode is ruled out. The thermodynamic parameters are calculated by van't Hoff equation, which demonstrated that hydrogen bonds and van der Waals interactions played major roles in the reaction. The results of circular dichroism (CD) suggested that the complex can change the conformation of DNA from B-like form toward A-like conformation. The cytotoxicity studies of the carmoisine dye and its copper complex indicated that both of them had anticancer effects on HT-29 (colon cancer) cell line and they may be new candidates for treatment of the colon cancer.
authors.affiliation: a Inorganic Chemistry Department , Faculty of Chemistry, Razi University , Kermanshah , Iran.|b Medical Biology Research Center (MBRC), Kermanshah University of Medical Sciences , Kermanshah , Iran.
authors.forename: Nahid
authors.initials: N
authors.lastname: Shahabadi
authors.affiliation: c Chemistry Department , Payame Noor University , Tehran , Iran.
authors.forename: Alireza
authors.initials: A
authors.lastname: Akbari
authors.affiliation: c Chemistry Department , Payame Noor University , Tehran , Iran.
authors.forename: Mina
authors.initials: M
authors.lastname: Jamshidbeigi
authors.affiliation: b Medical Biology Research Center (MBRC), Kermanshah University of Medical Sciences , Kermanshah , Iran.
authors.forename: Reza
authors.initials: R
authors.lastname: Khodarahmi
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D002470:Cell Survival / Q000187:drug effects; D056831:Coordination Complexes / Q000138:chemical synthesis* / Q000494:pharmacology; D003300:Copper / Q000737:chemistry*; D004247:DNA / Q000737:chemistry; D004354:Drug Screening Assays, Antitumor; D005503:Food Additives / Q000737:chemistry*; D019073:HT29 Cells; D006801:Humans; D006860:Hydrogen Bonding; D020128:Inhibitory Concentration 50; D008958:Models, Molecular; D062105:Molecular Docking Simulation; D009282:Naphthalenesulfonates / Q000737:chemistry*; D009690:Nucleic Acid Conformation; D017550:Spectroscopy, Fourier Transform Infrared; D013816:Thermodynamics; D014783:Viscosity
chemical_list: D000970:Antineoplastic Agents; D056831:Coordination Complexes; D005503:Food Additives; D009282:Naphthalenesulfonates; D003300:Copper; D004247:DNA; C427203:calf thymus DNA; C006671:azo rubin S
keywords: Carmoisine food additive Azo dye; DNA-groove binding; copper complex; cytotoxicity; hydrogen bond; multispectroscopic methods; van der waals interactions