Interaction study of ciprofloxacin with human telomeric DNA by spectroscopy and molecular docking

Spectrochim Acta A Mol Biomol Spectrosc. 2013 Apr 15:107:227-34. doi: 10.1016/j.saa.2013.01.069. Epub 2013 Feb 4.

Abstract

The interaction of ciprofloxacin (CIP) with human telomeric DNA was studied in vitro using multi-spectroscopy and molecular modeling methods. The hypochromic effect with a red shift in ultraviolet (UV) absorption indicated the occurrence of the interaction between CIP and DNA. The fluorescence quenching of CIP was observed with the addition of DNA and was proved to be the static quenching. The binding constant was found to be 9.62×10(4) L mol(-1). Electrospray ionization mass spectrometry (ESI-MS) result further confirmed the formation of 1:1 non-covalent complex between DNA and CIP. Combined with the UV melting results, circular dichroism (CD) results confirmed the existence of groove binding mode, as well as conformational changes of DNA. Molecular docking studies illustrated the visual display of the CIP binding to the GC region in the minor groove of DNA. Specific hydrogen bonds and van der Waals forces were demonstrated as main acting forces between CIP and guanine bases of DNA.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Infective Agents / metabolism*
  • Ciprofloxacin / metabolism*
  • Circular Dichroism
  • DNA / metabolism*
  • Humans
  • Intercalating Agents / metabolism
  • Molecular Docking Simulation
  • Nucleic Acid Conformation / drug effects
  • Nucleic Acid Synthesis Inhibitors / metabolism*
  • Spectrometry, Fluorescence
  • Spectrometry, Mass, Electrospray Ionization
  • Telomere / drug effects*

Substances

  • Anti-Infective Agents
  • Intercalating Agents
  • Nucleic Acid Synthesis Inhibitors
  • Ciprofloxacin
  • DNA