Synthesis, characterization, molecular modeling, and DNA interaction studies of a Cu(II) complex containing drug of chronic hepatitis B: adefovir dipivoxil

Abstract

A new copper(II) complex [Cu(adefovir) 2 Cl 2 ], where adefovir = adefovir dipivoxil drug, was synthesized and characterized by using different physicochemical methods. Binding interaction of this complex with calf thymus DNA (ct-DNA) has been investigated by multi-spectroscopic techniques and molecular modeling study. The complex displays significant binding properties of ct-DNA. The results of fluorescence and UV-vis absorption spectroscopy indicated that, this complex interacted with ct-DNA in a groove-binding mode, and the binding constant was 4.3(±0.2) × 10 4 M −1 . The fluorimeteric studies showed that the reaction between the complex and ct-DNA is exothermic (ΔH = 73.91 kJ M −1 ; ΔS = 357.83 J M −1 K −1 ). Furthermore, the complex induces detectable changes in the CD spectrum of ct-DNA and slightly increases its viscosity which verified the groove-binding mode. The molecular modeling results illustrated that the complex strongly binds to the groove of DNA by relative binding energy of the docked structure −5.74 kcal M −1 . All experimental and molecular modeling results showed that the Cu(II) complex binds to DNA by a groove-binding mode.

Template synthesis, DNA binding, antimicrobial activity, Hirshfeld surface analysis, and 1D helical supramolecular structure of a novel binuclear copper(ii) Schiff base complex

“…71 This phenomenon of the quenching of luminescence of 1 by DNA may be ascribed to the photoelectron transfer from the guanine base of DNA to the excited levels of the complex. 82,83 3.6.4.1. Fluorescence studies.…”