Electrochemical behavior of 1-ferrocenyl-3-phenyl-2-propen-1-one on glassy carbon electrode and evaluation of its interaction parameters with DNA

Abstract

O comportamento eletroquímico do 1-ferrocenil-3-fenil-2-propen-1-ona (ferrocenilona), e sua interação com DNA, foi estudado usando eletrodo de carbono vítreo em técnica de voltametria cíclica (VC). Os resultados da VC foram confirmados por espectrometria UV-Visível, em condições similares. O pico potencial positivo deslocado na VC e o deslocamento batocrômico no espectro UV-Vis sugerem um modo de ligação intercalativo. The electrochemical behavior of 1-ferrocenyl-3-phenyl-2-propen-1-one (ferrocenylone) and its interaction with DNA was studied by a glassy carbon electrode using cyclic voltammetry (CV) technique. The results from CV were supported by UV-Visible spectroscopy performed under the similar conditions. The positive peak potential shift in CV and the bathochromic shift in the UV-Vis absorption spectra suggested an intercalative mode of binding

Molecular Mechanism of Action of 2‐Ferrocenyl‐1,1‐diphenylbut‐1‐ene on HL‐60 Leukemia Cells

“…Thus, the ratio of the intercept to the slope in the double reciprocal plot in Figure 5 B gave the binding constant ( K DS ) 9c. The binding constant for this interaction was found to be 2×10 4 M −1 , consistent with literature data for interaction of dsDNA with other intercalators,9, 13 including ferrocenyl compounds 9a. 14…”

“…Electrochemical experiments on 1 using a dsDNA biosensor or ssDNA in solution evidenced such an interaction. The obtained binding constant of 2×10 4 M −1 , as well as the hyperchromic effect upon addition of 1 to dsDNA, is consistent with weak intercalation between base pairs 9a. 11, 12, 23 Studies to evaluate the interaction of Fc or the organic moiety 2 with dsDNA and ssDNA gave negative results, reinforcing the importance of the hybrid skeleton on the activity of 1 24…”

“…An aliquot (10 μL) was then dissolved in Tris‐HCl buffer and kept at 8 °C for 24 h, stirring at frequent intervals to ensure the homogeneity of the solution. The final concentration of the dsDNA solution was measured spectrophotometrically at 260 nm, using the molar extinction coefficient of ε 260 =6600 cm −1 M −1 per nucleotide for calf thymus DNA 9a,d. The concentration of the DNA solution was adjusted to 130 μ M .…”

Electrochemical investigations of unexplored anthraquinones and their DNA binding

“…Based upon the decrease in peak current of AQ and CM by the addition of different concentration of DNA, ranging from 20 to 120 nM, the binding constant was calculated from the intercept of the plot of log (1/[DNA]) versus log (I/(I o -I)) [29] log (1/[DNA]) = log K + log (I/(I o -I))…”

Synthesis, spectral characterization, crystal structure and in vitro DNA/protein binding studies of phosphorous ylide palladacyclic complexes containing azide group

“…pairs, giving evidence for an intercalation mode, since the groove and electrostatic binding interactions usually result in significantly higher binding site number[66][67][68][69]. From the binding constant data, the standard Gibbs free energy changes for two compounds were calculated, Tables 3 and 4.…”