Two new neutral copper(II) complexes with dipicolinic acid and 3-amino-1H-1,2,4-triazole formed under different reaction conditions: synthesis, characterization, molecular structures and DNA-binding studies

Eur J Med Chem. 2013:70:364-71. doi: 10.1016/j.ejmech.2013.10.009. Epub 2013 Oct 15.

Abstract

Two Cu(II) complexes, [Cu₂(μ-atr)(pydc)₂(H₂O)₄]·5H₂O (1) and [Cu(atr)(pydc) (H₂O)]·H₂O (2), with pyridine-2,6-dicarboxylic acid (H₂pydc) and 3-amino-1H-1,2,4-triazole (atr), have been synthesized and characterized. The interaction ability of the both complexes with native calf thymus DNA (CT-DNA) has been monitored as a function of the metal complex-DNA molar ratio. UV-vis spectrophotometry, circular dichroism (CD), thermal denaturation studies, cyclic voltammetry (CV) and viscosity measurements. The intrinsic binding constants K(b) of complexes 1 and 2, with CT-DNA obtained from UV-vis absorption studies were 4.7 (±0. 1) × 10(4) and 9.5 (±0. 1) × 10(4) M(-1), respectively. Further investigation of interaction mode was performed using viscosity, cyclic voltammetry and T(m) of CT-DNA studies as well as CD study, indicating complexes bind to DNA via an intercalation mode.

Keywords: 3-Amino-1H-1,2,4-triazole; CT-DNA; Copper complex; DNA-binding; Dipicolinic acid.

MeSH terms

  • Animals
  • Binding Sites / drug effects
  • Cattle
  • Copper / chemistry*
  • DNA / chemistry
  • DNA / drug effects*
  • Dose-Response Relationship, Drug
  • Hydrogen Bonding
  • Models, Molecular
  • Molecular Structure
  • Organometallic Compounds / chemical synthesis
  • Organometallic Compounds / chemistry
  • Organometallic Compounds / pharmacology*
  • Picolinic Acids / chemistry*
  • Structure-Activity Relationship
  • Triazoles / chemistry*
  • Viscosity

Substances

  • 3-amino-1H-1,2,4-triazole
  • Organometallic Compounds
  • Picolinic Acids
  • Triazoles
  • Copper
  • DNA
  • calf thymus DNA
  • dipicolinic acid