Chikhale, Rupesh V;
Guneri, Dilek;
Yuan, Robert;
Morris, Christopher J;
Waller, Zoë AE;
(2022)
Identification of sugar-containing natural products that interact with i-motif DNA.
Bioorganic & Medicinal Chemistry Letters
, 73
, Article 128886. 10.1016/j.bmcl.2022.128886.
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Abstract
There are thousands of compounds shown to interact with G-quadruplex DNA, yet very few which target i-motif (iM) DNA. Previous work showed that tobramycin can interact with iM- DNA, indicating the potential for sugar-molecules to target these structures. Computational approaches indicated that the sugar-containing natural products baicalin and geniposidic acid had potential to target iM-DNA. We assessed the DNA interacting properties of these compounds using FRET-based DNA melting and a fluorescence-based displacement assay using iM-DNA structures from the human telomere and the insulin linked polymorphic region (ILPR), as well as complementary G-quadruplex and double stranded DNA. Both baicalin and geniposidic acid show promise as iM-interacting compounds with potential for use in experiments into the structure and function of i-motif forming DNA sequences and present starting points for further synthetic development of these as probes for iM-DNA.
| Type: | Article |
|---|---|
| Title: | Identification of sugar-containing natural products that interact with i-motif DNA |
| Location: | England |
| Open access status: | An open access version is available from UCL Discovery |
| DOI: | 10.1016/j.bmcl.2022.128886 |
| Publisher version: | https://doi.org/10.1016/j.bmcl.2022.128886 |
| Language: | English |
| Additional information: | © 2022 The Authors. Published by Elsevier Ltd. This is an open access article under the CC BY license (http://creativecommons.org/licenses/by/4.0/). |
| Keywords: | Carbohydrates, DNA, Fluorescence intercalator displacement assay, Forster resonance energy transfer melting, G-quadruplex, High throughput virtual screening, MM-GBSA, Molecular dynamics, Natural products, Sugars, i-Motif |
| UCL classification: | UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences > UCL School of Pharmacy UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences UCL UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences > UCL School of Pharmacy > Pharma and Bio Chemistry |
| URI: | https://discovery.ucl.ac.uk/id/eprint/10152424 |
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