Binding of Bisphenol-F, a bisphenol analogue, to calf thymus DNA by multi-spectroscopic and molecular docking studies

Usman, Afia; Ahmad, Masood

doi:10.1016/j.chemosphere.2017.04.115

Cited by 50 publications

(8 citation statements)

References 50 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…These noncovalent interactions act as glue by holding the drug and macromolecule together and stabilize the drug‐macromolecule complex . Since the sign and magnitude of thermodynamic parameters can account for the main driving force, we can identify the nature of binding force between a drug and a macromolecule by calculating the thermodynamic parameters such as enthalpy change (Δ H ), entropy change (Δ S ), and free energy change (Δ G ) . Values of Δ H and Δ S for SIL‐ctDNA interaction were calculated at 298 K by employing the van't Hoff equation shown below:

\ln K = - \frac{∆ H}{RT} + \frac{∆ S}{R}

where K is the binding constant and R is the gas constant.…”

Section: Resultsmentioning

confidence: 99%

Intercalation of a flavonoid, silibinin into DNA base pairs: Experimental and theoretical approach

Pawar

Seetharamappa

2019

J of Molecular Recognition

View full text Add to dashboard Cite

Polyphenols are secondary plant metabolites, which have received much attention because of their potential health benefits. Silibinin (SIL) is a well-known naturally occurring flavonolignan, which is extensively used in treating a wide variety of diseases as a dietary supplement as well as a prescribed drug. The mechanism of binding of SIL to calf thymus DNA (ctDNA) was investigated by employing multispectroscopic techniques, viz., absorption, fluorescence, and circular dichroism besides viscosity measurements and docking studies. Analysis of fluorescence results indicated that SIL has interacted with ctDNA and quenched its intensity through static quenching mechanism. The binding constant at room temperature was found to be 2.48×10 4 mol −1 , suggesting moderate binding affinity between SIL and ctDNA. The hypochromicity observed in the absorption spectra of ctDNA in the presence of SIL revealed the intercalation of SIL into ctDNA base pairs. Further, the intercalative mode of binding between SIL and ctDNA was confirmed by viscosity measurements and molecular docking studies. The outcome of present study helps to decipher the interaction mechanism between SIL and DNA at physiological pH, which further assists in the design of a new analogue for better therapeutic effects.

show abstract

\ln K = - \frac{∆ H}{RT} + \frac{∆ S}{R}

where K is the binding constant and R is the gas constant.…”

Section: Resultsmentioning

confidence: 99%

Intercalation of a flavonoid, silibinin into DNA base pairs: Experimental and theoretical approach

Pawar

Seetharamappa

2019

J of Molecular Recognition

View full text Add to dashboard Cite

show abstract

“…To confirm the results suggested by the KI assay, a competition study was performed with ethidium bromide, a classical probe that binds to DNA via intercalation. In aqueous solution, this competitor presents low fluorescence while free; however, when it binds to DNA the signal increases significantly due to its location between the nitrogenous base pairs [54] . Thus, any small molecule that replaces EB in the macromolecule will interact with the same binding mode [55] .…”

Section: Resultsmentioning

confidence: 99%

Highly functionalized piperidines: Free radical scavenging, anticancer activity, DNA interaction and correlation with biological activity

Das

Silva

et al. 2018

Journal of Advanced Research

View full text Add to dashboard Cite

show abstract

“…Figure 3(b) shows the Stern-Volmer plots of F 0 /F versus [Q]. e calculated K sv value was 3.5 × 10 5 , which is higher than the classical groove binding small molecule [32][33][34].…”

Section: Fluorescence Spectramentioning

confidence: 92%

Study of the Binding Interaction between Wortmannin and Calf Thymus DNA: Multispectroscopic and Molecular Docking Studies

Mehran

Rasmi

Karamdel

et al. 2019

Evidence-Based Complementary and Alternative Medicine

View full text Add to dashboard Cite

Introduction. Wortmannin (WTN) is a steroid metabolite that inhibits phosphatidylinositol 3-kinase and other signaling pathways. Structurally, the WTN consists of a cyclopentanophenanthrene-like structure with several oxygen-rich moieties which have the potential to interact with deoxyribonucleic acid (DNA) molecules. Methods. We aim to evaluate the WTN and calf thymus DNA (ct-DNA) interaction with molecular docking using the AutoDock 4.2 software. UV and fluorescence spectroscopy and viscosity techniques were performed to confirm the in silico analysis. Results. Molecular docking showed that the WTN interacted with ct-DNA via hydrogen bonds at guanine-rich sequences. The number of hydrogen bonds between the WTN and DNA was 1-2 bonds (average 1.2) per WTN molecule. The in silico binding constant was 2 × 103 M−1. UV spectroscopy showed that the WTN induced a hyperchromic feature without wavelength shifting. The WTN and DNA interaction led to quenching of DNA-emitted fluorescence. The different concentrations of WTN had no effect on DNA viscosity. Taken together, our results demonstrated WTN interacts with DNA in the nonintercalating mode, which is considered as a new mechanism of action. Conclusion. These results suggest that the WTN may exert its biological effects, at least in part, via interaction with DNA.

show abstract

Binding of Bisphenol-F, a bisphenol analogue, to calf thymus DNA by multi-spectroscopic and molecular docking studies

Cited by 50 publications

References 50 publications

Intercalation of a flavonoid, silibinin into DNA base pairs: Experimental and theoretical approach

Intercalation of a flavonoid, silibinin into DNA base pairs: Experimental and theoretical approach

Highly functionalized piperidines: Free radical scavenging, anticancer activity, DNA interaction and correlation with biological activity

Study of the Binding Interaction between Wortmannin and Calf Thymus DNA: Multispectroscopic and Molecular Docking Studies

Contact Info

Product

Resources

About