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Identification of sugar-containing natural products that interact with i-motif DNA

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. Green open access

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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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