DNA binding of benzophenanthridine compounds sanguinarine versus ethidium: Comparative binding and thermodynamic profile of intercalation

Hossain, Maidul; Kumar, Gopinatha Suresh

doi:10.1016/j.jct.2008.12.008

Cited by 58 publications

(35 citation statements)

References 50 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The stirred samples, however, exhibit well-resolved negative bands between 300 and 400 nm, the amplitudes of which increase proportionally with the concentration of the ligands. Analogous phenomena were observed by using other DNA intercalating agents including sanguinarine [18], norharmane [19], and isocryptolepine [20] (data not shown).…”

Section: Resultssupporting

confidence: 77%

Apparent circular dichroism signature of stirring-oriented DNA and drug–DNA complexes

Zsila

2015

International Journal of Biological Macromolecules

View full text Add to dashboard Cite

It is shown that in water with no added salts calf-thymus DNA and its drug-loaded forms exhibit peculiar, completely reversible circular dichroism (CD) spectroscopic changes upon mechanical rotatory stirring. Due to the stirring-induced spatial alignment of the helices, the CD spectra are overwhelmed by the much more intense linear dichroism contribution. This apparent chiroptical response can be generated and detected by an ordinary CD spectropolarimeter without using any sophisticated attachment. It is a technically simple complement to existing methods suitable to obtain additional structural information which can not be derived from isotropic spectra. Drug-DNA interactions generating no or very weak CD spectroscopic changes under isotropic conditions become easily detectable upon stirring the sample solution. Stirring-induced changes of the ellipticity profile also enable to clarify the DNA binding mode of various compounds (e.g., imatinib, thioflavin T) which would remain ambiguous considering isotropic spectral data only.

show abstract

Section: Resultssupporting

confidence: 77%

Apparent circular dichroism signature of stirring-oriented DNA and drug–DNA complexes

Zsila

2015

International Journal of Biological Macromolecules

View full text Add to dashboard Cite

show abstract

“…The corresponding pK R+ values calculated using a numerical interpretation of the A-pH curves by the SQUAD-G program (see Table 2) changed from 7.21 to 8.16 in the same manner (in agreement with published data [15][16][17][18][19][20][21][22] Due to the low stability of solutions, the A-pH curves for DHSA were measured at a constant concentration of dihydrosanguinarine c = 12 μmol L -1 in the presence of HCl in 60% (v/v) methanol and pK R+ value of 2.32 was estimated in agreement with the value 2.3-2.6 acc. [21]). [8,9,11,15,16] changed.…”

Section: Absorbance-ph Curvessupporting

confidence: 84%

“…The reported pK R+ values of SA (7.32 -8.16) [8,9,11,[15][16][17][18][19][20][21][22] and our previous experience with electrophoretic behaviour of SA [20,23] imply that at least some of the published pK R+ values are distorted by the abovementioned experimental conditions. Thus, in some cases an organic solvent was added to the solutions to improve the alkaloid solubility.…”

Section: Discussionmentioning

confidence: 99%

Acid-base behaviour of sanguinarine and dihydrosanguinarine

et al. 2009

View full text Add to dashboard Cite

Acid-base and optical properties of sanguinarine and dihydrosanguinarine were studied in the presence of HCl, HNO 3 , H 2 SO 4 , H 3 PO 4 , CAPSO and acetic acid (HAc) of different concentrations and their mixtures. The equilibrium constants pK R+ of the transition reaction between an iminium cation Q + of sanguinarine and its uncharged QOH (pseudo-base, 6-hydroxy-dihydroderivative) form were calculated. A numerical interpretation of the A-pH curves by a SQUAD-G computer program was used. Remarkable shifts of formation parts of absorbance-pH (A-pH) curves to alkaline medium were observed. The shifts depend on the type and concentration of inert electrolyte (the most remarkable for HNO 3 and HCl ). The corresponding pK R+ values ranged from 7.21 to 8.16 in the same manner (ΔpK R+ = 0.81 and 0.73 for HNO 3 and HCl, respectively). The priority effect of ionic species and ionic strength was confirmed in the presence of NaCl and KCl. The strength of interaction of SA with bioactive compounds (i.e. receptors, transport proteins, nucleic acids etc.) may be affected because of the observed influence of both cations and anions of the inert electrolytes. Warsaw and Springer-Verlag Berlin Heidelberg. © Versita

show abstract

“…With the HT and CP DNA the binding was favored by enthalpy and entropy contributions, the entropy contribution being large in CP DNA. The large negative enthalpy of the binding and positive entropy contributions observed here particularly are generally typical for intercalative interaction of small molecules to nucleic acids [21,42].…”

Section: Calorimetric Determination Of the Thermodynamic Parametersmentioning

confidence: 64%

Biophysical studies on the base specificity and energetics of the DNA interaction of photoactive dye thionine: Spectroscopic and calorimetric approach

Paul

Hossain

Yadav

et al. 2010

Biophysical Chemistry

Self Cite

View full text Add to dashboard Cite

DNA binding of benzophenanthridine compounds sanguinarine versus ethidium: Comparative binding and thermodynamic profile of intercalation

Cited by 58 publications

References 50 publications

Apparent circular dichroism signature of stirring-oriented DNA and drug–DNA complexes

Apparent circular dichroism signature of stirring-oriented DNA and drug–DNA complexes

Acid-base behaviour of sanguinarine and dihydrosanguinarine

Biophysical studies on the base specificity and energetics of the DNA interaction of photoactive dye thionine: Spectroscopic and calorimetric approach

Contact Info

Product

Resources

About