DNA binding, photocleavage, antimicrobial and cytotoxic properties of Ru(II) polypyridyl complexes containing BOPIP ligand, (BOPIP = {2-(4-(benzyloxy) phenyl)-1H-imidazo [4,5-f] [1,2]phenanthroline})

Nucleosides Nucleotides Nucleic Acids. 2019;38(5):349-373. doi: 10.1080/15257770.2018.1549329. Epub 2019 Mar 19.

Abstract

A novel ligand BOPIP (BOPIP = {2-(4-(benzyloxy)phenyl)-1H-imidazo[4,5-f][1,10]phenanthroline}) and its mononuclear Ru(II) polypyridyl complexes [Ru(phen)2 BOPIP]2+(1) (phen = 1,10-Phenanthrolene), [Ru(bpy)2 BOPIP]2+(2) (bpy = 2,2' bipyridyl), [Ru(dmb)2 BOPIP]2+(3) (dmb = 4, 4' -dimethyl 2, 2' -bipyridine), [Ru(Hdpa)2 BOPIP]2+(4) (Hdpa = 2,2'dipyridylamine) have been synthesized successfully and characterized by elemental analysis, UV-vis, IR, 1H, 13 C-NMR, and ESI-MS Spectroscopy. The interaction of these complexes with CT-DNA was studied using absorption, emission techniques, viscosity measurements and molecular docking studies. The docking study also supports the binding ability of complexes obtained through the absorption and emission techniques. These studies reveal that the Four Ru(II) polypyridyl complexes bind to DNA predominantly by intercalation. The Antimicrobial activity and cytotoxicity of these complexes are also reported.

Keywords: Antimicrobial activity; DNA binding; MTT Assay; Molecular Docking; Photocleavage; Viscosity.

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / pharmacology
  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / pharmacology
  • Binding Sites
  • Cell Survival / drug effects
  • Coordination Complexes / chemical synthesis*
  • Coordination Complexes / pharmacology
  • DNA / chemistry
  • DNA Cleavage / drug effects*
  • HeLa Cells
  • Humans
  • Imidazoles / chemistry*
  • Imidazoles / pharmacology
  • Intercalating Agents / chemical synthesis
  • Intercalating Agents / pharmacology
  • Ligands
  • Molecular Docking Simulation
  • Nucleic Acid Conformation
  • Phenanthrolines / chemistry*
  • Phenanthrolines / pharmacology
  • Photochemical Processes
  • Ruthenium / chemistry*
  • Structure-Activity Relationship

Substances

  • Anti-Bacterial Agents
  • Antineoplastic Agents
  • Coordination Complexes
  • Imidazoles
  • Intercalating Agents
  • Ligands
  • Phenanthrolines
  • Ruthenium
  • DNA