DNA-binding study of anthraquinone derivatives using chemometrics methods

Eur J Med Chem. 2011 Jul;46(7):2630-8. doi: 10.1016/j.ejmech.2011.03.034. Epub 2011 Apr 5.

Abstract

This work presents the interaction of two anthraquinones including quinizarin (1, 4-dihydroxyanthraquinone) and danthron (1, 8-dihydroxyanthraquinone) with CT-DNA in a mixture of Brittone-Robinson buffer (pH=7) with 50% of ethanol by UV-vis absorption, circular dichroism spectroscopic methods and viscosity measurements. The PCA and INDICES methods were used for predicting the number of light-absorbing components. Partially intercalative and hydrogen binding were found to be the dominant binding modes between anthraquinones and CT-DNA. The effect of ionic strength and pH on the behavior of the above system and also the interaction of anthraquinones with ds and ss-DNA were used to confirm the mentioned binding modes. The EQUISPEC software and nonlinear least-squares analysis were applied for binding constant determination.

MeSH terms

  • Animals
  • Anthraquinones / chemistry*
  • Buffers
  • Cattle
  • Circular Dichroism
  • DNA / chemistry*
  • DNA, Single-Stranded / chemistry*
  • Hydrogen Bonding
  • Hydrogen-Ion Concentration
  • Intercalating Agents / chemistry*
  • Kinetics
  • Osmolar Concentration
  • Thymus Gland / chemistry
  • Viscosity

Substances

  • Anthraquinones
  • Buffers
  • DNA, Single-Stranded
  • Intercalating Agents
  • 1,4-dihydroxyanthraquinone
  • DNA
  • danthron