title: Enantiomeric in vitro DNA binding, pBR322 DNA cleavage and molecular docking studies of chiral L- and D-ternary copper(II) complexes of histidine and picolinic acid.
abstract: Novel chiral ternary Cu(II) and Ni(II) complexes of l/d-histidine and picolinic acid, 1 and 2(a and b) were synthesized and characterized by elemental analysis, molar conductance and spectroscopic data (IR, NMR, EPR, UV-vis). In vitro DNA binding profile of both Cu(II) and Ni(II) complexes have been investigated by UV-vis titrations, while fluorescence spectroscopy, circular dichroism and viscosity measurements were carried out for Cu(II) complexes 1(a and b). Both the enantiomers of 1 and 2(a and b) bind to CT DNA via electrostatic interactions and the intrinsic binding constant, Kb values for complexes 1 and 2(a and b) were found to be 5.6×10(4), 9.8×10(3), 8.2×10(3) and 6.7×10(3)M(-1), respectively suggesting greater binding propensity of l-form of Cu(II) complex 1a. The DNA cleavage activity of complexes 1(a and b), investigated by agarose gel electrophoresis suggested an oxidative pathway for DNA cleavage. Further, the molecular docking studies of complexes 1(a and b) were carried out with B-DNA revealing that the complexes bind to the adenine-thymine residues in the minor groove of the DNA. The resulting binding energies of docked metal complexes 1(a and b) were found to be -265.1 and -218.9KJmol(-1), respectively. Furthermore, enantiomeric complexes 1 and 2(a and b) were screened for in vitro antimicrobial activity.
authors: Department of Chemistry, Aligarh Muslim University, Aligarh 202002, India.
authors: Shazia
authors: S
authors: Parveen
authors: Department of Chemistry, Aligarh Muslim University, Aligarh 202002, India. Electronic address: farukh_arjmand@yahoo.co.in.
authors: Farukh
authors: F
authors: Arjmand
authors: Department of Agricultural Microbiology, Faculty of Agricultural Sciences, Aligarh Muslim University, Aligarh 202002, India.
authors: Iqbal
authors: I
authors: Ahmad
mesh_terms: D000890:Anti-Infective Agents / Q000737:chemistry / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects / Q000254:growth & development; D002176:Candida albicans / Q000187:drug effects / Q000254:growth & development; D056831:Coordination Complexes / Q000737:chemistry / Q000494:pharmacology; D003300:Copper / Q000737:chemistry / Q000494:pharmacology; D004247:DNA / Q000737:chemistry / Q000378:metabolism*; D053837:DNA Cleavage; D006639:Histidine / Q000737:chemistry / Q000494:pharmacology; D062105:Molecular Docking Simulation; D010848:Picolinic Acids / Q000737:chemistry / Q000494:pharmacology; D010957:Plasmids; D013237:Stereoisomerism
chemical_list: D000890:Anti-Infective Agents; D056831:Coordination Complexes; D010848:Picolinic Acids; D006639:Histidine; D003300:Copper; D004247:DNA; C427203:calf thymus DNA; C030614:picolinic acid
keywords: Antimicrobial activity; Enantiomeric complexes; In vitro DNA binding; Molecular docking; Oxidative cleavage