Spectrophotometric analysis of flavonoid–DNA binding interactions at physiological conditions

Janjua, Naveed Kausar; Siddiqa, Asima; Yaqub, Azra; Sabahat, Sana; Qureshi, Rumana; Haque, Sayedul

doi:10.1016/j.saa.2009.09.022

Cited by 72 publications

(37 citation statements)

References 15 publications

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“…The negative values for the flavonoid-DNA complex as shown in Table 2, indicate spontaneity in binding of flavonoids with DNA and inconsistent to those given in the literature [16]. Comparatively, a more negative ∆G value may manifests enhanced interaction of DNA with quercetin than with morin and rutin, hence conforming to a more stable quercetin-DNA complex and to the above comprehensions.…”

Section: Voltammetric Studies Of Dna-flavonoid Interactionsmentioning

confidence: 60%

“…Based upon the decrease in the peak current of flavonoids by the addition of different concentration of DNA, the binding constants, K of flavonoid-DNA complexes were calculated from the following equation [14][15][16].…”

Section: Voltammetric Studies Of Dna-flavonoid Interactionsmentioning

confidence: 99%

“…Since the bases of DNA are hydrophobic in nature, the planner hydrophobic part of the flavonoid molecule will intercalate within the base pairs of the DNA. Since, the interaction of quercetin with solvent molecules is negligibly small as compared to morin where the presence of β-hydroxyls on ring-B facilitates the intermolecular hydrogen bonding [12,13,16]; the possibility of quercetin molecules to intercalate completely within the DNA double helical structure and the formation of stable Qu-DNA complex is greater than for morin. However in the case of rutin, the presence of the bulky sugar moiety may create greater hindrance for benzopyranic moiety to intercalate, hence decreasing its association with the DNA binding sites.…”

Section: Voltammetric Studies Of Dna-flavonoid Interactionsmentioning

confidence: 99%

“…Cb is the concentration of bound flavonoid while, Cf is the concentration of free flavonoid, K is the binding constant and can be calculated as [15,16],…”

Section: Voltammetric Studies Of Dna-flavonoid Interactionsmentioning

confidence: 99%

“…Binding site size are numbers of DNA base pairs covered (or made inaccessible to another molecule) by a binding molecule [9,16]. Binding site sizes of flavonoid (quercetin, morin, and rutin)-DNA complexes were calculated and given in Table 2.…”

Section: Voltammetric Studies Of Dna-flavonoid Interactionsmentioning

confidence: 99%

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Voltammetric and viscometric studies of flavonoids interactions with DNA at physiological conditions

Hussain

Siddiqa

2011

Eur. J. Chem.

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KEYWORDSCyclic voltammetric behaviour of three flavonoids: quercetin, morin and rutin was investigated for their interaction with DNA at pH = 4.7 and pH = 7.4 at body temperature (310 K), using glassy carbon electrode. The diffusion coefficients of the free and DNA bound forms of the flavonoids were evaluated using Randles-Sevcik equation. The binding parameters like binding constant, binding site size and binding free energy were also determined from voltammetric data. Moreover, the binding modes of flavonoids with DNA were evaluated from viscommetric analysis. A comparatively high value of binding constant, binding site size and diffusion coefficients for quercetin reveals its stronger binding with DNA under physiological conditions. The negative values of ∆G indicate the spontaneity of binding of flavonoids with DNA.

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Section: Voltammetric Studies Of Dna-flavonoid Interactionsmentioning

confidence: 60%

Section: Voltammetric Studies Of Dna-flavonoid Interactionsmentioning

confidence: 99%

Section: Voltammetric Studies Of Dna-flavonoid Interactionsmentioning

confidence: 99%

“…Cb is the concentration of bound flavonoid while, Cf is the concentration of free flavonoid, K is the binding constant and can be calculated as [15,16],…”

Section: Voltammetric Studies Of Dna-flavonoid Interactionsmentioning

confidence: 99%

Section: Voltammetric Studies Of Dna-flavonoid Interactionsmentioning

confidence: 99%

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Voltammetric and viscometric studies of flavonoids interactions with DNA at physiological conditions

Hussain

Siddiqa

2011

Eur. J. Chem.

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The effects of experimental conditions of fluorescence quenching on the binding parameters of apigenin to bovine serum albumin by response surface methods

2013

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A fluorescence quenching technique is often used to study interactions between small molecules and serum albumin. However, the results are quite different by using spectroscopic techniques on the same drug-protein interaction research and they may be affected by different conditions (e.g. working solution of pH and ionic strength). In this research, using apigenin as an example, the effect of experimental conditions of fluorescence quenching on the binding parameters of drug to bovine serum albumin was investigated using a response surface method (RSM). The effect of pH, the concentration of NaCl and the concentration Mg(2+) on the quenching constant (KSV), the apparent association constant (Ka) and the number of binding sites (n) was studied by single-factor experiments with pH, [NaCl] and [Mg(2+)] as independent variables and KSV, Ka and n as response values. Prediction models were fit to a quadratic polynomial regression equation and the results showed that both KSV and n displayed a second-order model, whereas Ka displayed linear relation dependence on pH, [NaCl] and [Mg(2+)]. Under these experimental conditions, [NaCl] was the most significant (p < 0.05) impact factor on KSV and Ka, whereas n was most affected by pH (p < 0.05).

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Ferulago bernardii as a New Source of α‐Pinene Binds to ctDNA: In Silico and in Vitro Studies

Shahmoradi,

Ebadi,

Dastan

2023

Chemistry & Biodiversity

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Ferulago bernardii Tomk & M. Pimen belongs to Apiaceae family. Various species of the Ferulago genus have antioxidant, anticholinesterase, cytotoxic, and antiproliferative effects. In this study, the essential oil of F. bernardii was extracted using the Clevenger apparatus. The essential oil compounds were identified using GC‐MS/FID. The interaction between the essential oil and DNA strands was evaluated through spectrophotometric titration. The molecular mechanism of the interaction between the main components of the essential oil and different DNA strands was assessed using molecular dynamics simulation. Based on the results, 92.03 ± 1.20 % of the essential oil consisted of α‐pinene. Therefore, the essential oil could serve as a suitable source of α‐pinene. α‐pinene is a monoterpene hydrocarbon that has various effects, including anti‐inflammatory, antioxidant, antimicrobial, and antitumor properties. The binding constant of the essential oil to DNA strands (Ka) was determined to be 5.40 ± 0.47 × 10‐3 M‐1. Molecular dynamics simulation demonstrated that α‐pinene could interact with AT and CG rich DNA strands and indirectly stabilize G‐Quadruplex. Given the different applications for α‐pinene and its high percentage in the essential oil, it is suggested that researchers pay more attention to F. bernardii in the pharmaceutical, cosmetic, and food industries.

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Spectrophotometric analysis of flavonoid–DNA binding interactions at physiological conditions

Cited by 72 publications

References 15 publications

Voltammetric and viscometric studies of flavonoids interactions with DNA at physiological conditions

Voltammetric and viscometric studies of flavonoids interactions with DNA at physiological conditions

The effects of experimental conditions of fluorescence quenching on the binding parameters of apigenin to bovine serum albumin by response surface methods

Ferulago bernardii as a New Source of α‐Pinene Binds to ctDNA: In Silico and in Vitro Studies

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