Molecular spectroscopic and thermodynamic studies on the interaction of anti-platelet drug ticlopidine with calf thymus DNA

Afrin, Shumaila; Rahman, Yusra; Sarwar, Tarique; Husain, Mohammed Amir; Ali, Abad; Shamsuzzaman, _; Tabish, Mohammad

doi:10.1016/j.saa.2017.05.073

Cited by 80 publications

(24 citation statements)

References 39 publications

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“…The assessing the DNA viscosity is an efficient approach for judging the binding mode. Generally, the ligand intercalating into the deoxynucleotides will result in the increase in the DNA viscosity, while inserting into the groove of DNA can cause the litter or no alteration in the DNA viscosity . However, as depicted in Figure , the relative specific viscosity ( η / η 0 ) 1/3 did almost not change with gradually adding ELTN, suggesting that the binding mode of ELTN was not intercalation.…”

Section: Resultsmentioning

confidence: 94%

Characterizing the Binding Interaction between Erlotinib and Calf Thymus DNA In Vitro Using Multi‐Spectroscopic Methodologies and Viscosity Measurement Combined with Molecular Docking and DFT Calculation

et al. 2019

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The binding interaction between erlotinib (ELTN) and calf thymus DNA (ct-DNA) was characterized with the help of multispectroscopic approaches, viscosity measurement and molecular docking as well as density functional theory (DFT) calculation to get critical information regarding ELTN binding to DNA. The findings confirmed that ELTN acted with ct-DNA and formed the ELTN-DNA complex with the binding constant of 2.37 × 10 3 M À 1 (298 K) and the binding rate of ELTN was larger than 99% when C(ELTN) = 8 μM and C(DNA) > 50.6 μM at 298 K, ELTN bound to the rich AÀ T minor groove of ct-DNA, and the helical configuration of ct-DNA slightly changes after binding ELTN but still kept B-form while the conformation, atomic charge distribution, dipole moment, and frontier molecular orbitals of ELTN in the DNA complex obviously altered to satisfy with a larger global Hardness and the conformational adaptation. During the binding process, the ELTN interacting with ct-DNA is endothermic, spontaneous, and entropy-driven because of ΔH 0 > 0, ΔG 0 < 0, and j ΔH 0 j < j TΔS 0 j , and the dominated driving force was hydrophobic interaction.

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Section: Resultsmentioning

confidence: 94%

Characterizing the Binding Interaction between Erlotinib and Calf Thymus DNA In Vitro Using Multi‐Spectroscopic Methodologies and Viscosity Measurement Combined with Molecular Docking and DFT Calculation

et al. 2019

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“…The value of K sv only confirms quenching process . The type of quenching process was validated by calculating biomolecular quenching rate constant (K q ) using equation:

K_{q} = \frac{K_{italicsv}}{{normalτ}_{0}},

where τ 0 is the average lifetime of a molecule that is approximately 10 −8 seconds . The values of K q calculated using above equation is mentioned in Table and was found to be in the order of 10 11 L·mol −1 ·s −1 (Table ).…”

Section: Resultsmentioning

confidence: 98%

“…Interacting small molecules/drugs may also generate reactive oxygen species in the vicinity of DNA and hence cause DNA damage . There are several studies focusing on the interaction of small molecules/drugs with DNA . These drug molecules may follow covalent or noncovalent interactions.…”

Section: Introductionmentioning

confidence: 99%

Study on the interaction of antidiabetic drug Pioglitazone with calf thymus DNA using spectroscopic techniques

Qumaizi

Anwer

Ahmad

et al. 2018

J of Molecular Recognition

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Pioglitazone is an antidiabetic drug used to treat type 2 diabetes mellitus. Interaction of Pioglitazone with calf thymus DNA was investigated using multispectroscopic techniques and molecular docking study. Quenching and binding constant was calculated at 3 different temperatures. The binding constant of Pioglitazone with calf thymus DNA was calculated to be 6.49 × 10 M at 293 K. The quenching mechanism was found to be a static process, and thermodynamic parameters revealed van der Waals interactions and hydrogen bonds to be the major force working in Pioglitazone-DNA interaction. Pioglitazone follows the nonintercalative mode of binding and was involved in complex formation with DNA through minor groove binding and electrostatic interactions. Experiments like KI quenching studies, dye displacement assays, Circular Dichroism (CD) spectroscopy, DNA melting study, and viscosity measurements studies supported the nonintercalative mode of binding. This was further corroborated by molecular docking studies.

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“…To further analyse and determine the intrinsic binding or association constant ( K b ) between DNA and DBP‐g, the Benesi–Hildebrand equation (eqn ) was used:

\frac{A_{0}}{(A - A_{0})} = \frac{ε_{G}}{(ε_{H - G} - ε_{G})} + ([], \frac{ε_{G}}{(ε_{H - G} - ε_{G})} . \frac{1}{K_{b} ([], italicct - italicDNA)})

where A 0 , A , K b , ε G and ε H–G correspond to the absorbance of the DBP‐g, the absorbance of DBP‐g‐DNA complex, the binding constant, the absorption coefficients of the DNA and DBP‐g‐DNA complex, respectively. According to the plot of

\frac{A_{0}}{A - A_{0}}

versus 1/[ct‐DNA] (Figure c) the K b value was calculated to be 1.17 × 10 4 M −1 .…”

Section: Resultsmentioning

confidence: 99%

DNA‐binding activity and cytotoxic and cell‐cycle arrest properties of some new coumarin derivatives: a multispectral and computational investigation

et al. 2019

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Coumarins are the most important class of natural compounds found widely in various plants. Many coumarin derivatives with different biological and pharmacological activities have been synthesized. In this study, the antiapoptotic and cytotoxic effects and DNA-binding properties of some synthetic coumarin derivatives (4b, 4d, 4f, 4 g (DBP-g), 4 h and 4j) against K562 cell lines were investigated using different techniques. MTT assay indicated that the DBP-g compound was more active than other derivatives, with a IC 50 value of 55 μM, and therefore this compound was chosen for further investigation. Apoptosis induction was assessed using acridine orange/ethidium bromide double-staining and cell-cycle analysis. In addition, in vitro DNA-binding studies were carried out using ultraviolet-visible light absorption and fluorescence spectroscopy, as well as viscosity measurement and molecular modelling studies. In vitro results indicated that DBP-g interacted with DNA through a groovebinding mode with a binding constant (K b ) of 1.17 × 10 4 M −1 . In agreement with other experimental data, molecular docking studies showed that DBP-g is a minor groove binder. Overall, it can be concluded that DBP-g could be used as an effective and novel chemotherapeutic agent.

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Molecular spectroscopic and thermodynamic studies on the interaction of anti-platelet drug ticlopidine with calf thymus DNA

Cited by 80 publications

References 39 publications

Characterizing the Binding Interaction between Erlotinib and Calf Thymus DNA In Vitro Using Multi‐Spectroscopic Methodologies and Viscosity Measurement Combined with Molecular Docking and DFT Calculation

Characterizing the Binding Interaction between Erlotinib and Calf Thymus DNA In Vitro Using Multi‐Spectroscopic Methodologies and Viscosity Measurement Combined with Molecular Docking and DFT Calculation

Study on the interaction of antidiabetic drug Pioglitazone with calf thymus DNA using spectroscopic techniques

DNA‐binding activity and cytotoxic and cell‐cycle arrest properties of some new coumarin derivatives: a multispectral and computational investigation

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