title: Synthesis, crystal structure, spectral characterization and biological exploration of water soluble Cu(II) complexes of vitamin B6 derivative.
abstract: The synthesis and characterization of Copper(II) complexes of a Schiff base derived from vitamin B6 component (pyridoxal) and ethanol amine [CuL2] (1), and its mixed ligand complexes [Cu(L)(N,N')]NO3, where N,N' is bipyridine (2) and 1,10-phenanthroline (3) are reported, including the X-ray crystal structures of [CuL2] (1). The crystal structure of 1 has square planar geometry with ligand to the metal ratio 2:1. The molecules are assembled in 3D supramolecular structure through hydrogen bonding interactions. DNA is considered as the major pharmacological target of metal based drugs, the objective of the present work includes the understanding of DNA binding mode of the synthesized compounds. The complexes bind with DNA through non intercalative interaction has been evidenced from the results of UV-Visible and fluorescence spectral titrations. It is further validated by molecular docking studies. Bovine serum albumin (BSA) binding studies revealed that the complexes can strongly quench the intrinsic fluorescence of BSA through a static quenching mechanism. The complexes promote the DNA cleavage even in the absence of additives which follows the order 2 > 1 > 3. Further, the complexes show potential cytotoxicity towards human breast cancer cell MCF-7 and induce the cell death.
authors.affiliation: Chemistry Research Center, National Engineering College, K.R. Nagar, Kovilpatti 628 503, Tamil Nadu, India.
authors.forename: B
authors.initials: B
authors.lastname: Annaraj
authors.affiliation: Chemistry Research Center, National Engineering College, K.R. Nagar, Kovilpatti 628 503, Tamil Nadu, India. Electronic address: drmaneelakantan@gmail.com.
authors.forename: M A
authors.initials: MA
authors.lastname: Neelakantan
mesh_terms: D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D001665:Binding Sites; D002417:Cattle; D016923:Cell Death / Q000187:drug effects; D049109:Cell Proliferation / Q000187:drug effects; D003300:Copper / Q000737:chemistry*; D018360:Crystallography, X-Ray; D004247:DNA / Q000737:chemistry; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D005453:Fluorescence; D006801:Humans; D061986:MCF-7 Cells; D008958:Models, Molecular; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D012710:Serum Albumin, Bovine / Q000737:chemistry; D012995:Solubility; D013329:Structure-Activity Relationship; D025101:Vitamin B 6 / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology*; D014867:Water / Q000737:chemistry*
chemical_list: D000970:Antineoplastic Agents; D009942:Organometallic Compounds; D014867:Water; D012710:Serum Albumin, Bovine; D003300:Copper; D025101:Vitamin B 6; D004247:DNA; C427203:calf thymus DNA
keywords: Anticancer activity; Copper(II) complexes; DNA binding and cleaving; Molecular docking; Pyridoxal based Schiff base