» Articles » PMID: 28004744

Mitoxantrone and Analogues Bind and Stabilize I-Motif Forming DNA Sequences

Overview
Journal Sci Rep
Specialty Science
Date 2016 Dec 23
PMID 28004744
Citations 21
Authors
Affiliations
Soon will be listed here.
Abstract

There are hundreds of ligands which can interact with G-quadruplex DNA, yet very few which target i-motif. To appreciate an understanding between the dynamics between these structures and how they can be affected by intervention with small molecule ligands, more i-motif binding compounds are required. Herein we describe how the drug mitoxantrone can bind, induce folding of and stabilise i-motif forming DNA sequences, even at physiological pH. Additionally, mitoxantrone was found to bind i-motif forming sequences preferentially over double helical DNA. We also describe the stabilisation properties of analogues of mitoxantrone. This offers a new family of ligands with potential for use in experiments into the structure and function of i-motif forming DNA sequences.

Citing Articles

Three- and four-stranded nucleic acid structures and their ligands.

Hashimoto Y, Shil S, Tsuruta M, Kawauchi K, Miyoshi D RSC Chem Biol. 2025; .

PMID: 40007865 PMC: 11848209. DOI: 10.1039/d4cb00287c.


Insights into the Molecular Structure, Stability, and Biological Significance of Non-Canonical DNA Forms, with a Focus on G-Quadruplexes and i-Motifs.

Obara P, Wolski P, Panczyk T Molecules. 2024; 29(19).

PMID: 39407611 PMC: 11477922. DOI: 10.3390/molecules29194683.


Decoding complexity in biomolecular recognition of DNA i-motifs with microarrays.

Yazdani K, Seshadri S, Tillo D, Yang M, Sibley C, Vinson C Nucleic Acids Res. 2023; 51(22):12020-12030.

PMID: 37962331 PMC: 10711443. DOI: 10.1093/nar/gkad981.


Uncovering the Contrasting Binding Behavior of Plant Flavonoids Fisetin and Morin Having Subsidiary Hydroxyl Groups (-OH) with HRAS1 and HRAS2 i-Motif DNA Structures: Decoding the Structural Alterations and Positional Influences.

Bag S, Ghosal S, Karmakar S, Pramanik G, Bhowmik S ACS Omega. 2023; 8(33):30315-30329.

PMID: 37636929 PMC: 10448647. DOI: 10.1021/acsomega.3c03105.


Emerging roles of i-motif in gene expression and disease treatment.

Luo X, Zhang J, Gao Y, Pan W, Yang Y, Li X Front Pharmacol. 2023; 14:1136251.

PMID: 37021044 PMC: 10067743. DOI: 10.3389/fphar.2023.1136251.


References
1.
Brooks T, Kendrick S, Hurley L . Making sense of G-quadruplex and i-motif functions in oncogene promoters. FEBS J. 2010; 277(17):3459-69. PMC: 2971675. DOI: 10.1111/j.1742-4658.2010.07759.x. View

2.
Pors K, Paniwnyk Z, Ruparelia K, Teesdale-Spittle P, Hartley J, Kelland L . Synthesis and biological evaluation of novel chloroethylaminoanthraquinones with potent cytotoxic activity against cisplatin-resistant tumor cells. J Med Chem. 2004; 47(7):1856-9. DOI: 10.1021/jm031070u. View

3.
Balasubramanian S, Hurley L, Neidle S . Targeting G-quadruplexes in gene promoters: a novel anticancer strategy?. Nat Rev Drug Discov. 2011; 10(4):261-75. PMC: 3119469. DOI: 10.1038/nrd3428. View

4.
Guedin A, Lacroix L, Mergny J . Thermal melting studies of ligand DNA interactions. Methods Mol Biol. 2009; 613:25-35. DOI: 10.1007/978-1-60327-418-0_2. View

5.
Fedoroff O, Rangan A, Chemeris V, Hurley L . Cationic porphyrins promote the formation of i-motif DNA and bind peripherally by a nonintercalative mechanism. Biochemistry. 2000; 39(49):15083-90. DOI: 10.1021/bi001528j. View