Organometallic ruthenium(II) complexes: synthesis, structure and influence of substitution at azomethine carbon towards DNA/BSA binding, radical scavenging and cytotoxicity

Eur J Med Chem. 2012 Sep:55:420-31. doi: 10.1016/j.ejmech.2012.08.001. Epub 2012 Aug 10.

Abstract

Bivalent, ruthenium organometallics containing hydrazone ligands with the composition [RuH(CO)(PPh(3))(2)(L(1-3))] (4-6) have been synthesised from the reactions of [RuH(2)(CO)(PPh(3))(3)] and benzoic acid pyridine-2-ylmethylene-hydrazide (HL(1)) (1) /benzoic acid (1-pyridin-2-yl-ethylidene)-hydrazide (HL(2)) (2)/benzoic acid (phenyl-pyridin-2-yl-methylene)-hydrazide (HL(3)) (3) and characterised by various physico-chemical techniques. The X-ray crystal structure of one of the above complexes, [RuH(CO)(PPh(3))(2)(L(3))] (6) demonstrated a distorted octahedral coordination geometry around the metal centre. Results of our investigation on the effect of substitution (H or CH(3) or C(6)H(5)) at the azomethine carbon of coordinated hydrazone in these ruthenium chelates on the potential binding with DNA/BSA, free radical scavenging and cytotoxicity is presented.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / metabolism
  • Antineoplastic Agents / pharmacology
  • Azo Compounds / chemistry*
  • Binding, Competitive
  • Carbon / chemistry*
  • Cattle
  • Chemistry Techniques, Synthetic
  • Crystallography, X-Ray
  • DNA / metabolism*
  • Free Radical Scavengers / chemical synthesis
  • Free Radical Scavengers / chemistry
  • Free Radical Scavengers / metabolism
  • Free Radical Scavengers / pharmacology
  • Humans
  • L-Lactate Dehydrogenase / metabolism
  • Mice
  • Models, Molecular
  • Molecular Conformation
  • NIH 3T3 Cells
  • Nitric Oxide / metabolism
  • Organometallic Compounds / chemical synthesis*
  • Organometallic Compounds / chemistry
  • Organometallic Compounds / metabolism
  • Organometallic Compounds / pharmacology*
  • Reactive Oxygen Species / metabolism
  • Ruthenium / chemistry*
  • Serum Albumin, Bovine / metabolism*
  • Thiosemicarbazones / chemistry*

Substances

  • Antineoplastic Agents
  • Azo Compounds
  • Free Radical Scavengers
  • Organometallic Compounds
  • Reactive Oxygen Species
  • Thiosemicarbazones
  • azomethine
  • Serum Albumin, Bovine
  • Nitric Oxide
  • Carbon
  • Ruthenium
  • DNA
  • L-Lactate Dehydrogenase