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| Content Provider | Directory of Open Access Journals (DOAJ) |
|---|---|
| Author | Ritu Barthwal Zia Tariq |
| Abstract | The anticancer drug daunomycin exerts its influence by multiple strategies of action to interfere with gene functioning. Besides inhibiting DNA/RNA synthesis and topoisomerase-II, it affects the functional pathway of telomere maintenance by the telomerase enzyme. We present evidence of the binding of daunomycin to parallel-stranded tetramolecular [d-(TTGGGGT)]4 guanine (G)-quadruplex DNA comprising telomeric DNA from Tetrahymena thermophilia by surface plasmon resonance and Diffusion Ordered SpectroscopY (DOSY). Circular Dichroism (CD) spectra show the disruption of daunomycin dimers, suggesting the end-stacking and groove-binding of the daunomycin monomer. Proton and phosphorus-31 Nuclear Magnetic Resonance (NMR) spectroscopy show a sequence-specific interaction and a clear proof of absence of intercalation of the daunomycin chromophore between base quartets or stacking between G-quadruplexes. Restrained molecular dynamics simulations using observed short interproton distance contacts depict interaction at the molecular level. The interactions involving ring A and daunosamine protons, the stacking of an aromatic ring of daunomycin with a terminal G6 quartet by displacing the T7 base, and external groove-binding close to the T1–T2 bases lead to the thermal stabilization of 15 °C, which is likely to inhibit the association of telomerase with telomeres. The findings have implications in the structure-based designing of anthracycline drugs as potent telomerase inhibitors. |
| e-ISSN | 14203049 |
| DOI | 10.3390/molecules23092266 |
| Journal | Molecules |
| Issue Number | 9 |
| Volume Number | 23 |
| Language | English |
| Publisher | MDPI AG |
| Publisher Date | 2018-09-01 |
| Publisher Place | Switzerland |
| Access Restriction | Open |
| Subject Keyword | Organic Chemistry Daunomycin G-quadruplex Dna Surface Plasmon Resonance Circular Dichroism Nuclear Magnetic Resonance Intermolecular Noes Restrained Molecular Dynamics Simulations Differential Scanning Calorimetry Thermal Stabilization |
| Content Type | Text |
| Resource Type | Article |
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