Spectroscopic and Molecular Docking Studies on DNA Binding Interaction of Podophyllotoxin

Authors

  • A. Asadipour 5 Department of Medicinal Chemistry, Faculty of Pharmacy and Neuroscience Research Center, Institute of Neuropharmacology, Kerman University of Medical Sciences, Kerman, Islamic Republic of Iran
  • A. Foroumadi 6 Department of Medicinal Chemistry, Faculty of Pharmacy and Pharmaceutical Sciences Research Center, Tehran University of Medical Sciences, Tehran, Islamic Republic of Iran
  • B. Heidary Alizadeh Iranian Research Institute of Plant Protection (IRIPP), Tehran, Islamic Republic of Iran
  • Gh. Dehghan 2 Department of Biology, Faculty of Natural Science, University of Tabriz, Tabriz, Islamic Republic of Iran
  • S. Moghimi 4 Drug Design and Development Research Center, Tehran University of Medical Sciences, Tehran, Islamic Republic of Iran
  • V. Derakhsh Ahmadi 3 Department of Pesticides, Iranian Research Institute of Plant Protection, Arak, Islamic Republic of Iran
Abstract:

The binding interaction of novel podophyllotoxin derivative, (3R,4R)-4-((benzo[d][1,3]dioxol-5-yl)methyl)-dihydro-3-(hydroxy(3,4-dimethoxyphenyl) methyl) furan-2(3H)-one (PPT), with calf thymus DNA (ctDNA) has been examined using UV-Visible absorption spectrophotometry, fluorescence spectroscopy, viscosity measurement and molecular docking studies. UV-Vis absorption results showed hyperchromic effect and low binding constant value (1.01×104 M-1), indicating non-intercalative interaction as a binding mode. The competitive fluorescence study also confirmed the obtained results from UV-Vis absorption spectra. Small changes in the viscosity of DNA exhibited that the interaction of PPT with DNA is based on groove binding mode. Molecular docking study showed minor groove interaction and -7.08 kcal/mol as a calculated energy.  

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volume 29  issue 2

pages  121- 127

publication date 2018-04-01

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