Variation in the biomolecular interactions of nickel(II) hydrazone complexes upon tuning the hydrazide fragment

Dalton Trans. 2012 Jun 14;41(22):6842-54. doi: 10.1039/c2dt30121k. Epub 2012 Apr 16.

Abstract

Three new bivalent nickel hydrazone complexes have been synthesised from the reactions of [NiCl(2)(PPh(3))(2)] with H(2)L {L = dianion of the hydrazones derived from the condensation of o-hydroxynaphthaldehyde with furoic acid hydrazide (H(2)L(1)) (1)/thiophene-2-acid hydrazide (H(2)L(2)) (2)/isonicotinic acid hydrazide (H(2)L(3)) (3)} and formulated as [Ni(L(1))(PPh(3))] (4), [Ni(L(2))(PPh(3))] (5) and [Ni(L(3))(PPh(3))] (6). Structural characterization of these compounds 4-6 were accomplished by using various physico-chemical techniques. Single crystal X-ray diffraction data of complexes 4 and 5 proved their distorted square planar geometry. In order to ascertain the potential of the above synthesised compounds towards biomolecular interactions, additional experiments involving interaction with calf thymus DNA (CT DNA) and bovine serum albumin (BSA) were carried out. All the ligands and corresponding nickel(ii) chelates have been screened for their scavenging effect towards O(2)(-), OH and NO radicals. The efficiency of complexes 4-6 to arrest the growth of HeLa, HepG-2 and A431 tumour cell lines has been studied along with the cell viability test against the non-cancerous NIH 3T3 cells under in vitro conditions.

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
  • Binding Sites
  • Cattle
  • Cell Line, Tumor
  • DNA / metabolism
  • Ethidium / chemistry
  • Free Radical Scavengers / chemical synthesis
  • Free Radical Scavengers / chemistry
  • Free Radical Scavengers / metabolism
  • Free Radical Scavengers / pharmacology
  • Heterocyclic Compounds / chemistry*
  • Humans
  • Hydrazones / chemistry*
  • Inhibitory Concentration 50
  • Models, Molecular
  • Molecular Conformation
  • Nickel / chemistry*
  • Organometallic Compounds / chemical synthesis
  • Organometallic Compounds / chemistry*
  • Organometallic Compounds / metabolism*
  • Organometallic Compounds / pharmacology
  • Serum Albumin, Bovine / metabolism
  • Spectrum Analysis
  • Structure-Activity Relationship

Substances

  • Antineoplastic Agents
  • Free Radical Scavengers
  • Heterocyclic Compounds
  • Hydrazones
  • Organometallic Compounds
  • Serum Albumin, Bovine
  • Nickel
  • DNA
  • Ethidium