Copper(II) complexes of salicylaldehyde hydrazones: synthesis, structure, and DNA interaction

Chem Biodivers. 2007 Sep;4(9):2198-209. doi: 10.1002/cbdv.200790177.

Abstract

Three hydrazone ligands, H2L1-H2L3, made from salicylaldehyde and ibuprofen- or naproxen-derived hydrazides, were prepared and transformed into the corresponding copper(II) complexes [Cu(II)L1] x H2O, [Cu(II)L2], and [(Cu(II))2(L3)2] x H2O x DMF (Scheme). The X-ray crystal structure of the last-mentioned complex was solved (Fig. 1), showing a square-planar complexation geometry, and the single units were found to form a one-dimensional chain structure (Fig. 2). The interactions of these complexes with CT-DNA were studied by different techniques, indicating that they all bind to DNA by classical and/or non-classical intercalation modes.

MeSH terms

  • Aldehydes / chemistry*
  • Copper / chemistry
  • Crystallography, X-Ray
  • DNA / chemistry
  • Hydrazones / chemical synthesis
  • Hydrazones / chemistry*
  • Intercalating Agents / chemical synthesis
  • Intercalating Agents / chemistry*
  • Molecular Structure
  • Organometallic Compounds / chemical synthesis
  • Organometallic Compounds / chemistry*

Substances

  • (N'-((2-hydroxyphenyl)methylidene)-2-(6-methoxynaphthalen-2-yl)propanehydrazide)copper(II)
  • (N1-((2-hydroxyphenyl)methylidene)-2-(4-(2-methylpropyl)phenyl)propanehydrazide)copper(II)
  • Aldehydes
  • Hydrazones
  • Intercalating Agents
  • Organometallic Compounds
  • bis(N'-((2-hydroxyphenyl)methylidene)-2-(6-methoxynaphthalen-2-yl)propanehydrazide)dicopper(II)
  • salicylaldehyde
  • Copper
  • DNA