Induction of self-structure in polyriboadenylic acid by the benzophenanthridine plant alkaloid chelerythrine: a spectroscopic approach

Pradhan, Ankur Bikash; Haque, Lucy; Bhuiya, Sutanwi; Das, Suman

doi:10.1039/c4ra07075e

Cited by 22 publications

(20 citation statements)

References 65 publications

(87 reference statements)

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“…Such fluorescence energy transfer has been reported in the case of CHL-DNA binding 25 and CHL-poly(A) binding. 28 Thus from the present study it can be concluded that both DNA as well as RNA base doublet and triplet can transfer energy to CHL when the alkaloid is intercalated in the DNA/RNA structure.…”

Section: Energy Transfer and Quantum Yieldsupporting

confidence: 54%

“…The concentration of CHL was checked spectrophotometrically by using a known extinction value of 37 060 M À1 cm À1 at 316 nm. 28 To avoid light induced photochemical change CHL solutions were kept in the dark all time. A molar extinction value of poly(U) and A.U was 9350 and 7140 M À1 cm À1 at 260 nm respectively.…”

Section: Methodsmentioning

confidence: 99%

“…26,27 A detailed study on the interaction of this compound with DNA has been reported by Basu et al 25 Our laboratory has published the interaction of CHL with single stranded polyriboadenylic acid very recently. 28 However, the studies have been so far limited to double helical DNA and single stranded polyriboadenylic acid and no work has been reported so far on the interaction of CHL with double and triple helical forms of RNA. Keeping in view the diverse biological effects of CHL and the importance of the structure of RNA triple helices, our aim was to investigate the interaction of CHL with U.A*U RNA triple helix using various spectroscopic and calorimetric techniques.…”

Section: Introductionmentioning

confidence: 99%

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Exploring the comparative binding aspects of benzophenanthridine plant alkaloid chelerythrine with RNA triple and double helices: a spectroscopic and calorimetric approach

Haque

Pradhan

Bhuiya

et al. 2015

Phys. Chem. Chem. Phys.

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A comparative study on the interaction of a benzophenanthridine alkaloid chelerythrine (CHL) with RNA triplex poly(U).poly(A)*poly(U) (hereafter U.A*U, .(dot) and *(asterisk) represent Watson-Crick and Hoogsteen base pairing respectively) and its parent duplex poly(A).poly(U) (A.U) was carried out by using a combination of various spectroscopic, viscometric and calorimetric techniques. The interaction was characterized by hypochromic and bathochromic effects in the absorption spectrum, the increase of thermal melting temperature, enhancement in solution viscosity, and perturbation in the circular dichroic spectrum. The binding constant calculated by using spectrophotometric data was in the order of 10(5) for both forms of RNA, but it was greater for triplex RNA (30.2 × 10(5) M(-1)) than duplex RNA (3.6 × 10(5) M(-1)). Isothermal titration calorimetric data are in good agreement with the spectrophotometric data. The data indicated stronger binding of CHL to the triplex structure of RNA compared to the native duplex structure. Thermal melting studies indicated greater stabilization of the Hoogsteen base paired third strand of the RNA triplex compared to its Watson-Crick strands. The mode of binding of CHL to both U.A*U and A.U was intercalation as revealed from fluorescence quenching, viscosity measurements and sensitization of the fluorescence experiment. Thermodynamic data obtained from isothermal calorimetric measurements revealed that association was favoured by both a negative enthalpy change and a positive entropy change. Taken together, our results suggest that chelerythrine binds and stabilizes the RNA triplex more strongly than its respective parent duplex. The results presented here may be useful for formulating effective antigene strategies involving benzophenanthridine alkaloids and the RNA triplex.

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Section: Energy Transfer and Quantum Yieldsupporting

confidence: 54%

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Exploring the comparative binding aspects of benzophenanthridine plant alkaloid chelerythrine with RNA triple and double helices: a spectroscopic and calorimetric approach

Haque

Pradhan

Bhuiya

et al. 2015

Phys. Chem. Chem. Phys.

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“…Recent reports on poly(rA) binding activity of the plant alkaloid chelerythrine (Figure 3) indicated that this natural compound was also able to induce poly(rA) self-structures with the formation of a poly(rA) helix that showed a cooperative melting transition in circular dichroism experiments [31].…”

Section: Poly(ra) As a Target In Anticancer Approachesmentioning

confidence: 95%

Natural and artificial binders of polyriboadenylic acid and their effect on RNA structure

Roviello¹,

Musumeci²,

Roviello³

et al. 2016

Nano Online

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The employment of molecular tools with nucleic acid binding ability to specifically control crucial cellular functions represents an important scientific area at the border between biochemistry and pharmaceutical chemistry. In this review we describe several molecular systems of natural or artificial origin, which are able to bind polyriboadenylic acid (poly(rA)) both in its single-stranded or structured forms. Due to the fundamental role played by the poly(rA) tail in the maturation and stability of mRNA, as well as in the initiation of the translation process, compounds able to bind this RNA tract, influencing the mRNA fate, are of special interest for developing innovative biomedical strategies mainly in the field of anticancer therapy. 1338 Review Polyadenylation in RNA processing Polyadenylation is part of the RNA processing pathway that leads to the production of mature mRNA molecules (Figure 1) [1]. The poly(rA) tail is a long chain of adenine nucleotides that is added to the 3'-end of the primary RNA transcript (pre-mRNA) during the transcription of a specific gene in eukary-otic cells. The pre-mRNA molecule undergoes three main processes (5'-capping, 3'-polyadenylation and RNA splicing) occurring in the cell nucleus before the RNA is exported to the cytoplasm for translation (Figure 1). The pre-mRNA undergoes capping co-transcriptionally as it is released from the RNA

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“…Recent reports on poly(rA) binding activity of the plant alkaloid chelerythrine ( Fig. 3 ) indicated that this natural compound was also able to induce poly(rA) self-structures with the formation of a poly(rA) helix that showed a cooperative melting transition in circular dichroism experiments [ 31 ].…”

Section: Reviewmentioning

confidence: 99%

Natural and artificial binders of polyriboadenylic acid and their effect on RNA structure

Roviello

Musumeci

Roviello

et al. 2015

Beilstein J. Nanotechnol.

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SummaryThe employment of molecular tools with nucleic acid binding ability to specifically control crucial cellular functions represents an important scientific area at the border between biochemistry and pharmaceutical chemistry. In this review we describe several molecular systems of natural or artificial origin, which are able to bind polyriboadenylic acid (poly(rA)) both in its single-stranded or structured forms. Due to the fundamental role played by the poly(rA) tail in the maturation and stability of mRNA, as well as in the initiation of the translation process, compounds able to bind this RNA tract, influencing the mRNA fate, are of special interest for developing innovative biomedical strategies mainly in the field of anticancer therapy.

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Induction of self-structure in polyriboadenylic acid by the benzophenanthridine plant alkaloid chelerythrine: a spectroscopic approach

Abstract: Induction of self-structure in polyriboadenylic acid by chelerythrine.

Cited by 22 publications

References 65 publications

Exploring the comparative binding aspects of benzophenanthridine plant alkaloid chelerythrine with RNA triple and double helices: a spectroscopic and calorimetric approach

Exploring the comparative binding aspects of benzophenanthridine plant alkaloid chelerythrine with RNA triple and double helices: a spectroscopic and calorimetric approach

Natural and artificial binders of polyriboadenylic acid and their effect on RNA structure

Natural and artificial binders of polyriboadenylic acid and their effect on RNA structure

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