Voltammetric and Docking Investigation of the Binding Interaction between (E)-1-[(2-Phenoxyphenylimino)methyl]naphthalen-2-ol and Calf Thymus DNA

Ender Bicer E. B., Billy T. A., Macit M.

RUSSIAN JOURNAL OF ELECTROCHEMISTRY, vol.56, no.12, pp.1023-1030, 2020 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 56 Issue: 12
  • Publication Date: 2020
  • Doi Number: 10.1134/s1023193520120046
  • Journal Name: RUSSIAN JOURNAL OF ELECTROCHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Aqualine, Chemical Abstracts Core, Chimica, Compendex, Environment Index, INSPEC
  • Page Numbers: pp.1023-1030
  • Keywords: Schiff base, calf thymus DNA, binding constant, voltammetry, molecular docking, SCHIFF-BASE COMPOUNDS, MOLECULAR DOCKING, IN-VITRO, DRUG, BEHAVIOR, METAL, SUBSTITUENT, PARAMETERS, ACCURACY, LIGANDS
  • Ondokuz Mayıs University Affiliated: Yes

Abstract

In vitro interaction between (E)-1-[(2-phenoxyphenylimino)methyl]naphthalen-2-ol (2-PPMN) and calf thymus DNA (ct-DNA) at physiological pH was investigated by means of square-wave (SW) voltammetry and computational docking techniques. SW voltammetry study for 2-PPMN at pH 7.40 showed a cathodic peak at -1.520 V. By adding of ct-DNA, the cathodic current of 2-PPMN decreased due to intermolecular interaction. The effect of temperature on this interaction was also studied using voltammetric studies. The binding constants were determined from voltammetric data. According to van't Hoff equation, Delta H and Delta S values were calculated as 124.68 kJ mol(-1) and 526.16 J mol(-1) K-1, respectively. Thermodynamic binding studies of 2-PPMN with ct-DNA suggested that hydrophobic forces played a main role and entropy favoured. The computational docking results revealed that 2-PPMN bound to the minor groove of ct-DNA and this interaction had a binding energy of -7.4 kcal mol(-1).