“One Ring to Bind Them All”—Part I: The Efficiency of the Macrocyclic Scaffold for G-Quadruplex DNA Recognition
Macrocyclic scaffolds are particularly attractive for designing selective G-quadruplex ligands essentially because, on one hand, they show a poor affinity for the “standard” B-DNA conformation and, on the other hand, they fit nicely with the external G-quartets of quadruplexes. Stimulated by the pio...
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| Format: | Article |
| Language: | English |
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Wiley
2010-01-01
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| Series: | Journal of Nucleic Acids |
| Online Access: | http://dx.doi.org/10.4061/2010/525862 |
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| author | David Monchaud Anton Granzhan Nicolas Saettel Aurore Guédin Jean-Louis Mergny Marie-Paule Teulade-Fichou |
| author_facet | David Monchaud Anton Granzhan Nicolas Saettel Aurore Guédin Jean-Louis Mergny Marie-Paule Teulade-Fichou |
| author_sort | David Monchaud |
| collection | DOAJ |
| description | Macrocyclic scaffolds are particularly attractive for designing selective G-quadruplex ligands essentially because, on one hand, they show a poor affinity for the “standard” B-DNA conformation and, on the other hand, they fit nicely with the external G-quartets of quadruplexes. Stimulated by the pioneering studies on the cationic porphyrin TMPyP4 and the natural product telomestatin, follow-up studies have developed, rapidly leading to a large diversity of macrocyclic structures with remarkable-quadruplex binding properties and biological activities. In this review we summarize the current state of the art in detailing the three main categories of quadruplex-binding macrocycles described so far (telomestatin-like polyheteroarenes, porphyrins and derivatives, polyammonium cyclophanes), and in addressing both synthetic issues and biological aspects. |
| format | Article |
| id | doaj-art-03970a16d6c449f68f7d2b74a248968f |
| institution | Kabale University |
| issn | 2090-021X |
| language | English |
| publishDate | 2010-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | Journal of Nucleic Acids |
| spelling | doaj-art-03970a16d6c449f68f7d2b74a248968f2025-02-03T06:11:40ZengWileyJournal of Nucleic Acids2090-021X2010-01-01201010.4061/2010/525862525862“One Ring to Bind Them All”—Part I: The Efficiency of the Macrocyclic Scaffold for G-Quadruplex DNA RecognitionDavid Monchaud0Anton Granzhan1Nicolas Saettel2Aurore Guédin3Jean-Louis Mergny4Marie-Paule Teulade-Fichou5Section Recherche, Institut Curie, CNRS UMR176, Centre Universitaire Paris XI, Batiment 110, 91405 Orsay, FranceSection Recherche, Institut Curie, CNRS UMR176, Centre Universitaire Paris XI, Batiment 110, 91405 Orsay, FranceSection Recherche, Institut Curie, CNRS UMR176, Centre Universitaire Paris XI, Batiment 110, 91405 Orsay, FranceAcides Nucléiques : Dynamique, Ciblage et Fonctions Biologiques, Laboratoire des Régulations et Dynamique du Génome, CNRS, UMR5153, INSERM U565, Muséum National d'Histoire Naturelle USM 503, 43 Rue Cuvier, 75005 Paris, FranceInstitut Européen de Chimie et Biologie, INSERM U869, Université de Bordeaux, 33607 Pessac Cedex, FranceSection Recherche, Institut Curie, CNRS UMR176, Centre Universitaire Paris XI, Batiment 110, 91405 Orsay, FranceMacrocyclic scaffolds are particularly attractive for designing selective G-quadruplex ligands essentially because, on one hand, they show a poor affinity for the “standard” B-DNA conformation and, on the other hand, they fit nicely with the external G-quartets of quadruplexes. Stimulated by the pioneering studies on the cationic porphyrin TMPyP4 and the natural product telomestatin, follow-up studies have developed, rapidly leading to a large diversity of macrocyclic structures with remarkable-quadruplex binding properties and biological activities. In this review we summarize the current state of the art in detailing the three main categories of quadruplex-binding macrocycles described so far (telomestatin-like polyheteroarenes, porphyrins and derivatives, polyammonium cyclophanes), and in addressing both synthetic issues and biological aspects.http://dx.doi.org/10.4061/2010/525862 |
| spellingShingle | David Monchaud Anton Granzhan Nicolas Saettel Aurore Guédin Jean-Louis Mergny Marie-Paule Teulade-Fichou “One Ring to Bind Them All”—Part I: The Efficiency of the Macrocyclic Scaffold for G-Quadruplex DNA Recognition Journal of Nucleic Acids |
| title | “One Ring to Bind Them All”—Part I: The Efficiency of the Macrocyclic Scaffold for G-Quadruplex DNA Recognition |
| title_full | “One Ring to Bind Them All”—Part I: The Efficiency of the Macrocyclic Scaffold for G-Quadruplex DNA Recognition |
| title_fullStr | “One Ring to Bind Them All”—Part I: The Efficiency of the Macrocyclic Scaffold for G-Quadruplex DNA Recognition |
| title_full_unstemmed | “One Ring to Bind Them All”—Part I: The Efficiency of the Macrocyclic Scaffold for G-Quadruplex DNA Recognition |
| title_short | “One Ring to Bind Them All”—Part I: The Efficiency of the Macrocyclic Scaffold for G-Quadruplex DNA Recognition |
| title_sort | one ring to bind them all part i the efficiency of the macrocyclic scaffold for g quadruplex dna recognition |
| url | http://dx.doi.org/10.4061/2010/525862 |
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