Synthesis, characterization, cytotoxic activities, and DNA-binding studies of ternary copper(II) complexes with new coumarin derivatives

Chem Pharm Bull (Tokyo). 2010 Aug;58(8):1003-8. doi: 10.1248/cpb.58.1003.

Abstract

In this study, two novel complexes [Cu(MCVH)phen(H(2)O)].ClO(4) (1) and [Cu(MCLH)phen(H(2)O)].ClO(4) (2) (here, MCVH(2)=(7-hydroxy-4-methyl-8-coumarinyl) valine, MCLH(2)=(7-hydroxy-4-methyl-8-coumarinyl) leucine) have been synthesized and characterized by elemental analyses, molar conductance, infrared spectra (IR), (1)H-NMR and UV-Vis measurements. The interactions of them with calf thymus DNA (ct DNA) have been investigated by absorption spectroscopy, fluorescence spectroscopy, circular dichroism spectroscopy and viscosity measurements. Experimental results reveal an intercalative interaction with DNA for the complexes, furthermore the binding affinity of 2 is higher than that of 1 according to the calculated binding constant values. In addition, they were evaluated for their cytotoxic activities toward human prostate cancer cell (PC3), human liver cell (L02) and human myeloid leukemia cancer cell (HL-60) by acid phosphoatase assay. Both of them showed significant cytotoxic potency.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Antineoplastic Agents / toxicity
  • Binding Sites
  • Cattle
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Coumarins / chemical synthesis*
  • Coumarins / chemistry
  • Coumarins / pharmacology*
  • Coumarins / toxicity
  • DNA / chemistry*
  • Dose-Response Relationship, Drug
  • Drug Screening Assays, Antitumor
  • Humans
  • Leucine / analogs & derivatives*
  • Leucine / chemical synthesis
  • Leucine / chemistry
  • Leucine / pharmacology
  • Leucine / toxicity
  • Ligands
  • Molecular Structure
  • Organometallic Compounds / chemical synthesis*
  • Organometallic Compounds / chemistry
  • Organometallic Compounds / pharmacology*
  • Organometallic Compounds / toxicity
  • Stereoisomerism
  • Valine / analogs & derivatives*
  • Valine / chemical synthesis
  • Valine / chemistry
  • Valine / pharmacology
  • Valine / toxicity

Substances

  • (Cu((7-hydroxy-4-methyl-8-coumarinyl)leucine)phen(H2O))ClO4
  • (Cu((7-hydroxy-4-methyl-8-coumarinyl)valine)phen(H2O))ClO4
  • Antineoplastic Agents
  • Coumarins
  • Ligands
  • Organometallic Compounds
  • DNA
  • calf thymus DNA
  • Leucine
  • Valine