ArticleNucleic acids research2007
Defining the mode, energetics and specificity with which a macrocyclic hexaoxazole binds to human telomeric G-quadruplex DNA.
Article in Nucleic acids research, 2007. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 18 papers.
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Who cites it
18 citing papers in PubMed.
- New substituted quinoxalines inhibit triple-negative breast cancer by specifically downregulating the c-MYC transcription.Nucleic acids research · 2019Article
- Specific targeting of telomeric multimeric G-quadruplexes by a new triaryl-substituted imidazole.Nucleic acids research · 2017Article
- Chelerythrine down regulates expression of VEGFA, BCL2 and KRAS by arresting G-Quadruplex structures at their promoter regions.Scientific reports · 2017Article
- Thermodynamic fingerprints of ligand binding to human telomeric G-quadruplexes.Nucleic acids research · 2015Article
- A new application of click chemistry in situ: development of fluorescent probe for specific G-quadruplex topology.Scientific reports · 2015Article
- Selective G-quadruplex DNA recognition by a new class of designed cyanines.Molecules (Basel, Switzerland) · 2013Article
- Macrocyclic pyridyl polyoxazoles: structure-activity studies of the aminoalkyl side-chain on G-quadruplex stabilization and cytotoxic activity.Molecules (Basel, Switzerland) · 2013Article
- Macrocyclic biphenyl tetraoxazoles: synthesis, evaluation as G-quadruplex stabilizers and cytotoxic activity.Bioorganic & medicinal chemistry · 2013Article
- Evaluation of the interaction between long telomeric DNA and macrocyclic hexaoxazole (6OTD) dimer of a G-quadruplex ligand.Molecules (Basel, Switzerland) · 2013Article
- Structural dynamics of human telomeric G-quadruplex loops studied by molecular dynamics simulations.PloS one · 2013Article
- "One ring to bind them all"-part I: the efficiency of the macrocyclic scaffold for g-quadruplex DNA recognition.Journal of nucleic acids · 2010Article
- Macrocyclic pyridyl polyoxazoles: selective RNA and DNA G-quadruplex ligands as antitumor agents.Journal of medicinal chemistry · 2010Article
- A G-quadruplex stabilizer induces M-phase cell cycle arrest.The Journal of biological chemistry · 2009Article
- Targeting human telomeric G-quadruplex DNA with oxazole-containing macrocyclic compounds.Biochimie · 2008Article
- Ring-closing metathesis for the synthesis of a highly G-quadruplex selective macrocyclic hexaoxazole having enhanced cytotoxic potency.Bioorganic & medicinal chemistry letters · 2008Article
- Lysinyl macrocyclic hexaoxazoles: synthesis and selective G-quadruplex stabilizing properties.Bioorganic & medicinal chemistry letters · 2008Article
- End-stacking of copper cationic porphyrins on parallel-stranded guanine quadruplexes.Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry · 2007Article
- Human telomere, oncogenic promoter and 5'-UTR G-quadruplexes: diverse higher order DNA and RNA targets for cancer therapeutics.Nucleic acids research · 2007Review
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6 authors.
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Abstract
Oxazole-containing macrocycles represent a promising class of anticancer agents that target G-quadruplex DNA. We report the results of spectroscopic studies aimed at defining the mode, energetics and specificity with which a hexaoxazole-containing macrocycle (HXDV) binds to the intramolecular quadruplex formed by the human telomeric DNA model oligonucleotide d(T2AG3)4 in the presence of potassium ions. HXDV binds solely to the quadruplex nucleic acid form, but not to the duplex or triplex form. HXDV binds d(T2AG3)4 with a stoichiometry of two drug molecules per quadruplex, with these binding reactions being coupled to the destacking of adenine residues from the terminal G-tetrads. HXDV binding to d(T2AG3)4 does not alter the length of the quadruplex. These collective observations are indicative of a nonintercalative 'terminal capping' mode of interaction in which one HXDV molecule binds to each end of the quadruplex. The binding of HXDV to d(T2AG3)4 is entropy driven, with this entropic driving force reflecting contributions from favorable drug-induced alterations in the configurational entropy of the host quadruplex as well as in net hydration. The 'terminal capping' mode of binding revealed by our studies may prove to be a general feature of the interactions between oxazole-containing macrocyclic ligands (including telomestatin) and intramolecular DNA quadruplexes.
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