Specific binding and self-structure induction to poly(A) by the cytotoxic plant alkaloid sanguinarine

Giri, Prabal; Kumar, Gopinatha Suresh

doi:10.1016/j.bbagen.2007.05.005

Cited by 74 publications

(67 citation statements)

References 37 publications

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“…They exhibit very characteristic spectral features that can be used for their direct determination, for studies of their interactions with biomacromolecules using UV-VIS spectrophotometry, fluorimetry, mass spectrometry etc. [12][13][14][15] The exact knowledge of physico-chemical characteristics is very important for correct interpretation of experiments concerning studies of interactions and behavior of the alkaloids at nearly physiological conditions. It is evident that the study of interactions [3][4][5][6] with biologically important macromolecules (i.e., receptors, transport proteins, nucleic acids etc.…”

Section: Introductionmentioning

confidence: 99%

Spectrophotometric study of time stability and acid-base characteristics of chelerythrine and dihydrochelerythrine

et al. 2010

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Time stability, acid-base and UV-VIS spectral properties of dihydrochelerythrine (DHCHE) were studied spectrophotometrically in water:methanol and water:ethanol media. DHCHE is stable in strongly acid milieu (pH < 3) and at the higher amounts (60% v/v) alcohol. Acid-base characteristics and UV-VIS spectral properties of chelerythrine (CHE) were studied in aqueous solutions in the presence of different concentrations of HCl, HNO 3 , H 2 SO 4 , H 3 PO 4 and their mixtures. Remarkable shifts of formation parts of absorbance-pH (A-pH) curves to the alkaline medium were observed depending on the type and concentration of inert electrolyte (most remarkable for HNO 3 and HCl). The corresponding equilibrium constants pK R+ of the transition reaction between charged iminium Q + and uncharged QOH (pseudo-base, 6-hydroxy-dihydro derivative) forms of chelerythine were calculated using a numerical interpretation of A-pH curves by a SQUAD-G computer program which ranged from 8.51-9.31. The highest changes of ∆pK R+ (0.75 and 0.53) were observed for H 3 PO 4 and H 2 SO 4 , respectively. The priority effect of ionic species and ionic strength was confirmed in the presence of additions of NaCl and KCl. The strength of interaction of CHE with biomacromolecular compounds (i.e., peptides, proteins, nucleic acids etc.) may be affected because of the observed influence of both cation and anion of the inert electrolyte on acid-base behavior.

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Section: Introductionmentioning

confidence: 99%

Spectrophotometric study of time stability and acid-base characteristics of chelerythrine and dihydrochelerythrine

et al. 2010

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“…The occurrence of induced CD bands was reported also for achiral alkaloids with planar and rigid structures bound to chiral environments of polyadenylate (Bhadra and Kumar 2011). These studies have shown that coralyne and sanguinarine induced the formation of polyadenylate self-structure (Xing et al 2005;Giri and Kumar 2007;Bhadra and Kumar 2011). As a conclusion, in complexes with flexible polyanions with random structure the dominant reason for formation of optical activity is chirality of environment and not only the ligand itself.…”

mentioning

confidence: 65%

Polyanion-induced circular dichroism of Thioflavin T

Fedunova¹,

Huba²,

Bágeľová³

et al. 2013

gpb

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Abstract. Thioflavin T (ThT) is amyloid specific fluorescence dye possessing the properties of molecular rotor. We have shown that Thioflavin T forms complexes with non-peptide polyanions heparin, polyadenylate and polystyrene sulphonate by means of absorption spectroscopy. In the presence of chiral polyanions -heparin and polyadenylate -induced optical activity of ThT occurs whereas interaction with achiral polystyrene sulphonate (PSS) does not lead to production of induced circular dichroism signal. The positively charged ThT forms centre for ordered binding of chiral polyanion. Similarly, complexation of structurally different chromophore 9-aminoacridine with polyanions has led to induction of optical activity only in the presence of chiral ones. We suggest that, primarily, the optical activity of environment plays important role in inducing optical activity of achiral compounds.

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“…Self-structure formation is an important recently revealed aspect of many small molecule-poly(A) interactions [8,9,25,36,37,48]. One of our aims in this study was to investigate the capability of ADG and DAU in inducing self-structure in ss poly(A).…”

Section: Temperature Dependent Itc Studies: Heat Capacity Changesmentioning

confidence: 98%

“…At constant temperature, the fluorescence signal was monitored for solutions where the concentrations of both poly(A) and the drug were varied while the sum of their concentrations was kept constant at 50 μM. The difference in fluorescence intensity (ΔF) of the drugs in the absence and presence of poly(A) was plotted as a function of the input mole fraction of each drug as reported previously [48,49]. The break point in the resulting plot corresponds to the mole fraction of the bound drug in the complex.…”

Section: Continuous Variation Analysis (Job's Plot)mentioning

confidence: 99%

“…Job's continuous variation method was employed to determine the binding stoichiometry by fluorescence spectroscopy [46][47][48]. At constant temperature, the fluorescence signal was monitored for solutions where the concentrations of both poly(A) and the drug were varied while the sum of their concentrations was kept constant at 50 μM.…”

Section: Continuous Variation Analysis (Job's Plot)mentioning

confidence: 99%

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Interaction of aristololactam-β-D-glucoside and daunomycin with poly(A): Spectroscopic and calorimetric studies

Das

Bhadra

Achari

et al. 2011

Biophysical Chemistry

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Specific binding and self-structure induction to poly(A) by the cytotoxic plant alkaloid sanguinarine

Cited by 74 publications

References 37 publications

Spectrophotometric study of time stability and acid-base characteristics of chelerythrine and dihydrochelerythrine

Spectrophotometric study of time stability and acid-base characteristics of chelerythrine and dihydrochelerythrine

Polyanion-induced circular dichroism of Thioflavin T

Interaction of aristololactam-β-D-glucoside and daunomycin with poly(A): Spectroscopic and calorimetric studies

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