title: Synthesis and structure elucidation of new μ-oxamido-bridged dicopper(II) complex with in vitro anticancer activity: A combined study from experiment verification and docking calculation on DNA/protein-binding property.
abstract: A new oxamido-bridged dicopper(II) complex with formula of [Cu2(deap)(pic)2], where H2deap and pic represent N,N'-bis[3-(diethylamino)propyl]oxamide and picrate, respectively, was synthesized and characterized by elemental analyses, molar conductance measurements, IR and electronic spectral study, and single-crystal X-ray diffraction. The crystal structure analyses revealed that the two copper(II) atoms in the dicopper(II) complex are bridged by the trans-deap(2-) ligand with the distances of 5.2116(17)Å, and the coordination environment around the copper(II) atoms can be described as a square-planar geometry. Hydrogen bonding and π-π stacking interactions link the dicopper(II) complex into a three-dimensional infinite network. The DNA/protein-binding properties of the complex are investigated by molecular docking and experimental assays. The results indicate that the dicopper(II) complex can interact with HS-DNA in the mode of intercalation and effectively quench the intrinsic fluorescence of protein BSA by 1:1 binding with the most possible binding site in the proximity of Trp134. The in vitro anticancer activities suggest that the complex is active against the selected tumor cell lines, and IC50 values for SMMC-7721 and HepG2 are lower than cisplatin. The effects of the electron density distribution of the terminal ligand and the chelate ring arrangement around copper(II) ions bridged by symmetric N,N'-bis(substituted)oxamides on DNA/BSA-binding ability and in vitro anticancer activity are preliminarily discussed.
authors.affiliation: School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, PR China.
authors.forename: Ling
authors.initials: L
authors.lastname: Zhu
authors.affiliation: School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, PR China.
authors.forename: Kang
authors.initials: K
authors.lastname: Zheng
authors.affiliation: School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, PR China. Electronic address: yantuanli@ouc.edu.cn.
authors.forename: Yan-Tuan
authors.initials: YT
authors.lastname: Li
authors.affiliation: School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, PR China.
authors.forename: Zhi-Yong
authors.initials: ZY
authors.lastname: Wu
authors.affiliation: College of Marine Life Science, Ocean University of China, Qingdao 266003, PR China. Electronic address: cuiweiyan@ouc.edu.cn.
authors.forename: Cui-Wei
authors.initials: CW
authors.lastname: Yan
mesh_terms: D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology; D001665:Binding Sites; D002417:Cattle; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D056831:Coordination Complexes / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology; D003300:Copper / Q000737:chemistry*; D018360:Crystallography, X-Ray; D004247:DNA / Q000737:chemistry / Q000378:metabolism*; D056945:Hep G2 Cells; D006801:Humans; D006860:Hydrogen Bonding; D008968:Molecular Conformation; D062105:Molecular Docking Simulation; D009690:Nucleic Acid Conformation; D010072:Oxamic Acid / Q000031:analogs & derivatives / Q000737:chemistry; D017434:Protein Structure, Tertiary; D012710:Serum Albumin, Bovine / Q000737:chemistry / Q000378:metabolism*; D013050:Spectrometry, Fluorescence
chemical_list: D000970:Antineoplastic Agents; D056831:Coordination Complexes; D012710:Serum Albumin, Bovine; D003300:Copper; D004247:DNA; D010072:Oxamic Acid; C008728:oxamide
keywords: Anticancer activity; Crystal structure; DNA/BSA binding; Dicopper(II) complex; Molecular docking; N,N′-bis(substituted)oxamide