Phenanthroline-2,9-bistriazoles as selective G-quadruplex ligands

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Standard

Phenanthroline-2,9-bistriazoles as selective G-quadruplex ligands. / Nielsen, Mads Corvinius; Larsen, Anders Foller; Abdikadir, Faisal Hussein; Ulven, Trond.

In: European Journal of Medicinal Chemistry, Vol. 72, 2014, p. 119-126.

Research output: Contribution to journal › Journal article › Research › peer-review

Harvard

Nielsen, MC, Larsen, AF, Abdikadir, FH & Ulven, T 2014, 'Phenanthroline-2,9-bistriazoles as selective G-quadruplex ligands', European Journal of Medicinal Chemistry, vol. 72, pp. 119-126. https://doi.org/10.1016/j.ejmech.2013.11.027

APA

Nielsen, M. C., Larsen, A. F., Abdikadir, F. H., & Ulven, T. (2014). Phenanthroline-2,9-bistriazoles as selective G-quadruplex ligands. European Journal of Medicinal Chemistry, 72, 119-126. https://doi.org/10.1016/j.ejmech.2013.11.027

Vancouver

Nielsen MC, Larsen AF, Abdikadir FH, Ulven T. Phenanthroline-2,9-bistriazoles as selective G-quadruplex ligands. European Journal of Medicinal Chemistry. 2014;72:119-126. https://doi.org/10.1016/j.ejmech.2013.11.027

Author

Nielsen, Mads Corvinius ; Larsen, Anders Foller ; Abdikadir, Faisal Hussein ; Ulven, Trond. / Phenanthroline-2,9-bistriazoles as selective G-quadruplex ligands. In: European Journal of Medicinal Chemistry. 2014 ; Vol. 72. pp. 119-126.

Bibtex

@article{5b370681c95247bc9c30ac308744c728,
title = "Phenanthroline-2,9-bistriazoles as selective G-quadruplex ligands",
abstract = "G-quadruplex (G4) ligands are currently receiving considerable attention as potential anticancer therapeutics. A series of phenanthroline-2,9-bistriazoles carrying tethered positive end groups has been synthesized and evaluated as G4 stabilizers. The compounds were efficiently assembled by copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) in CH2Cl2 and water in the presence of a complexing agent. Characterization of the target compounds on telomeric and c-KIT G4 sequences led to the identification of guanidinium-substituted compounds as potent G4 DNA ligands with high selectivity over duplex DNA. The diisopropylguanidium ligands exhibited high selectivity for the proto-oncogenic sequence c-KIT over the human telomeric sequence in the surface plasmon resonance (SPR) assay, whereas the compounds appeared potent on both G4 structures in the FRET melting temperature assay. The phenanthroline-2,9-bistriazole ligands were thus identified as potent G4 ligands with high selectivity over duplex DNA, and preliminary results indicate that the scaffold may form basis for the development of subtype-specific G4 ligands.",
author = "Nielsen, {Mads Corvinius} and Larsen, {Anders Foller} and Abdikadir, {Faisal Hussein} and Trond Ulven",
note = "Copyright {\textcopyright} 2013 Elsevier Masson SAS. All rights reserved.",
year = "2014",
doi = "10.1016/j.ejmech.2013.11.027",
language = "English",
volume = "72",
pages = "119--126",
journal = "European Journal of Medicinal Chemistry",
issn = "0223-5234",
publisher = "Elsevier Masson",

}

RIS

TY - JOUR

T1 - Phenanthroline-2,9-bistriazoles as selective G-quadruplex ligands

AU - Nielsen, Mads Corvinius

AU - Larsen, Anders Foller

AU - Abdikadir, Faisal Hussein

AU - Ulven, Trond

N1 - Copyright © 2013 Elsevier Masson SAS. All rights reserved.

PY - 2014

Y1 - 2014

N2 - G-quadruplex (G4) ligands are currently receiving considerable attention as potential anticancer therapeutics. A series of phenanthroline-2,9-bistriazoles carrying tethered positive end groups has been synthesized and evaluated as G4 stabilizers. The compounds were efficiently assembled by copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) in CH2Cl2 and water in the presence of a complexing agent. Characterization of the target compounds on telomeric and c-KIT G4 sequences led to the identification of guanidinium-substituted compounds as potent G4 DNA ligands with high selectivity over duplex DNA. The diisopropylguanidium ligands exhibited high selectivity for the proto-oncogenic sequence c-KIT over the human telomeric sequence in the surface plasmon resonance (SPR) assay, whereas the compounds appeared potent on both G4 structures in the FRET melting temperature assay. The phenanthroline-2,9-bistriazole ligands were thus identified as potent G4 ligands with high selectivity over duplex DNA, and preliminary results indicate that the scaffold may form basis for the development of subtype-specific G4 ligands.

AB - G-quadruplex (G4) ligands are currently receiving considerable attention as potential anticancer therapeutics. A series of phenanthroline-2,9-bistriazoles carrying tethered positive end groups has been synthesized and evaluated as G4 stabilizers. The compounds were efficiently assembled by copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) in CH2Cl2 and water in the presence of a complexing agent. Characterization of the target compounds on telomeric and c-KIT G4 sequences led to the identification of guanidinium-substituted compounds as potent G4 DNA ligands with high selectivity over duplex DNA. The diisopropylguanidium ligands exhibited high selectivity for the proto-oncogenic sequence c-KIT over the human telomeric sequence in the surface plasmon resonance (SPR) assay, whereas the compounds appeared potent on both G4 structures in the FRET melting temperature assay. The phenanthroline-2,9-bistriazole ligands were thus identified as potent G4 ligands with high selectivity over duplex DNA, and preliminary results indicate that the scaffold may form basis for the development of subtype-specific G4 ligands.

U2 - 10.1016/j.ejmech.2013.11.027

DO - 10.1016/j.ejmech.2013.11.027

M3 - Journal article

VL - 72

SP - 119

EP - 126

JO - European Journal of Medicinal Chemistry

JF - European Journal of Medicinal Chemistry

SN - 0223-5234

ER -

ID: 189160666