195317-10-3Relevant articles and documents
Cationic pentaheteroaryls as selective G-quadruplex ligands by solvent-free microwave-assisted synthesis
Petenzi, Michele,Verga, Daniela,Largy, Eric,Hamon, Florian,Doria, Filippo,Teulade-Fichou, Marie-Paule,Guédin, Aurore,Mergny, Jean-Louis,Mella, Mariella,Freccero, Mauro
, p. 14487 - 14496 (2012)
We report herein a solvent-free and microwaved-assisted synthesis of several water soluble acyclic pentaheteroaryls containing 1,2,4-oxadiazole moieties (1-7). Their binding interactions with DNA quadruplex structures were thoroughly investigated by FRET melting, fluorescent intercalator displacement assay (G4-FID) and CD spectroscopy. Among the G-quadruplexes considered, attention was focused on telomeric repeats together with the proto-oncogenic c-kit sequences and the c-myc oncogene promoter. Compound 1, and to a lesser extent 2 and 5, preferentially stabilise an antiparallel structure of the telomeric DNA motif, and exhibit an opposite binding behaviour to structurally related polyoxazole (TOxaPy), and do not bind duplex DNA. The efficiency and selectivity of the binding process was remarkably controlled by the structure of the solubilising moieties. Copyright
Synthesis of bis(amidoxime)s and evaluation of their properties as uranyl-complexing agents
Stemper, Jérémy,Tuo, Wei,Mazarío, Eva,Helal, Ahmed S.,Djurovic, Alexandre,Lion, Claude,El Hage Chahine, Jean-Michel,Maurel, Fran?ois,Hémadi, Miryana,Le Gall, Thierry
, p. 2641 - 2649 (2018/04/20)
Uranium pollution involves high toxicity and radioactivity and, therefore, constitutes a grave threat to human health and the environment. Chelation is an effective method for sequestering uranium. It is well known that chelators based on oxime groups are able to complex uranyl cations efficiently. To this end, various bis(amidoxime)s were synthesized by reaction of hydroxylamine with the corresponding dinitriles. In these compounds the amidoximes are separated by chains of various lengths, some including a heterocycle (pyridine or 1,3,5-triazine). The abilities of these bis(amidoxime)s to complex uranyl cation in water were evaluated by determining their affinity constants and thermodynamic parameters by means of Isothermal Titration Calorimetry (ITC). DFT calculations were also performed, to determine the optimum structures of the complexes formed between uranyl cations and the oximate groups. A tetrakis(amidoxime), also synthesized in this work, shows good affinity for uranium, and a single molecule is able chelate several uranyl cations. These results are of importance for the remediation of uranium-polluted wastewaters, and open up several perspectives for the design and synthesis of new amidoxime compounds.
1-aziridino-1-hydroxyiminomethyl-derivates, method for the production thereof and medicaments containing said compounds
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Page/Page column 5-6, (2008/06/13)
Described are new 1-aziridino-1-hydroxyiminomethyl derivatives with the general formula (I), wherein R is able to is a single bond or a linker moiety capable of covalently bonding two aziridine oxime groups, R1 and R2 independently of one another are selected from the group consisting of —H, —CH3, —C2H5, —CN, —COOH, —COOCH3, —COOC2H5, —CONH2, or —C6H5 group, and n is the whole number 2, provided that R1 and R2 are not both —H and provided that R1 is not —H if R2 is —CH3 and R1 is not —CH3 if R2 is —H The compounds of general formula (I) show antitumor activity.
The synthesis and crystal structures of pyridine-2,6-dicarboxamide oxime, C7H9N5O2, and its nickel(II) and copper(II) co-ordination compounds
Bovenzi, Brad A.,Pearse Jr., George A.
, p. 2793 - 2797 (2007/10/03)
The crystals of pyridine-2,6-dicarboxamide oxime, C7H9N5O2, are monoclinic, space group P21 with a = 7.569(1), b = 4.695(1), c = 12.534(2) A, β = 106.50(2)° and Z = 2. The reaction of the ligand with nickel(II) sulfate hexahydrate yielded purple crystals of formula [Ni(C7H9N5O2)2][SO 4]·5H2O which crystallized in the triclinic space group P1 with a = 7.502(1), b = 11.493(2), c = 15.526(1) A, α = 104.60(1)°, β = 101.91(6)°, γ = 97.35(1)° and Z = 2. The reaction of the ligand with copper(II) sulfate pentahydrate resulted in a green crystalline complex of formula [{Cu(C7H9N5O2)(SO 4)}·2H2O]n which crystallized in the monoclinic space group P21/n with a = 10.427(3), b = 8.876(2), c = 13.777(4) A, β = 93.254(1)° and Z = 4. The nickel complex consists of discrete [Ni(C7H9N5O2)2] 2+ cations and sulfate anions, the cation existing in a slightly distorted octahedral complex with bonding through the heterocyclic and oxime nitrogen atoms. The copper complex consists of a two-dimensional polymeric chain of Cu(C7H9N5O2) units connected by bridging sulfate groups.