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Quinoxaline derivatives have attracted considerable attention due to their vast range of applications that includes electroluminescence and biomedicine. Concerning the latter, the literature has shown that compounds with a quinoxaline motif bind quite efficiently to phosphatidylinositol-4,5-bisphosphate 3-kinases (PI3Ks), which are enzymes found to be overexpressed in some types of neoplasms. In the present study, gold nanoparticles (AuNPs) were easily functionalized with 2,3-diethanolminoquinoxaline (DEQX) and 2-(2,3-dihydro-[1,4]oxazino[2,3-b]quinoxalin-4-yl)ethanol (OAQX). We made use of glycerol in alkaline media as reducing agent and the quinoxalines served as capping ligands to stabilize the AuNPs. This is the first report on the modification of a nanostructure with quinoxalines. Functionalization confers nanoparticles the required specificity to target only cancer cells, which opens possibilities for phototherapy since the modified AuNPs would concentrate in the tumor tissue as a consequence of PI3Kalpha overexpression. Molecular dynamics simulations have shown that DEQX and OAQX are potential inhibitors of PI3Kalpha since they bind to the active site of the enzyme in a way similar to other known inhibitors.

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A variety of 3-(3-bromo phenyl)-5-phenyl-1-(thiazolo [4,5-b] quinoxaline-2-yl)-2-pyrazoline were obtained by the refluxing of 1-N-thiocarbamoyl 3,5-diphenyl-2-pyrazoline with 2,3-dichloroquinoxaline. The chemical structures of the compounds were elucidated by UV, IR, 1H NMR, and 13C NMR spectroscopy. The purity of the compounds was confirmed by their elemental analysis. The antiamoebic activity of these compounds was evaluated by microdilution method against HMI:IMSS strain of Entamoeba histolytica and the IC50 values were compared with the standard drug metronidazole. Some of the quinoxaline derivatives showed less IC50 values than metronidazole. To elucidate the toxic effect, MTT assay was performed using kidney epithelial cell line. The results showed that all the compounds are non-toxic.

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Provided are a novel [1,2,4]triazolo[4,3-a]quinoxaline derivative, a method for preparing the same, and a pharmaceutical composition for preventing or treating bromodomain extra-terminal (BET) protein-related diseases including cancer and autoimmune diseases, containing the same as an active ingredient.

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Three new metal-organic coordination polymers, namely, [Zn(mu 2-BiImQuin)(OAc)2]·H2O (1), [Zn(mu2-BiImQuin)2(H2O)2] 2·4Cl·H2O (2), and [Mn(mu2- BiImQuin)2(N3)2]·4H2O (3) were prepared by reaction of the corresponding transition metal salt with new rigid ligand 2,3-bisimidazol-1-ylquinoxaline (L) with diffusion or solution methods (BiImQuin = 2,3-bisimidazol-1-ylquinoxaline). All the complexes were characterized by elemental analysis, IR, TGA, PXRD, and single crystal X-ray diffraction determination. A one-dimensional single chain was observed in complex 1, however one-dimensional bead-like double chains were observed in complexes 2 and 3. In the three complexes, the rigid didentate ligands bridged the metal ions into similar “zigzag” chain, and two “zigzag” chains are arranged into bead-like double chain in complexes 2 and 3, where each metal ion is coordinated with four different didentate BiImQuin rather than two. On the other hand, the anions do great influence on the final supramolecular structure through coordination behavior and hydrogen-bonding interactions. The complexes 1 and 2 display strong room temperature photoluminescence in visible region, which may be assigned to ligand-to-metal charge-transfer. Copyright

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Metal complexes containing a new multi-sulfur atom containing 1,2-dithiolene ligand, [4?,5?:5,6] [1,4] dithiino[2,3-b] quinoxaline-1?,3?-dithiolate, have been synthesized and characterized by electrochemical measurements, IR, UV-NIR and ESR spectroscopies. X-ray structure analysis reveals that the anions of the Ni-complex derived from the new ligand form a zig-zag chain along the b axis, and the anions of Au complex of the ligand stack along the a axis while the cations occupy the holes. The Ni-complex exhibits remarkable absorption at 1082 nm (epsilon = 15 000 dm3 mol-1 cm-1) and good solubility that render this complex as a promising near-IR dye for Q-switching neodymium lasers. The third-order non-linear optical properties of the complexes are measured by the Z-scan technique with a 6.5 ns pulsed laser at 532 nm. The Au complexes exhibit non-linear optical absorptive abilities, while the non-linear absorption of the nickel complex is negligible. All of the complexes show effective self-defocusing performance. The third-order non-linear optical susceptibilities for the Au complexes have been determined to be of the order of 10-13 esu.

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The synthesis and structural characterization of novel, “molecular basket”-type bridged cavitands is reported. The resorcin[4]arene-based container molecules feature well-defined cavities that bind a wide variety of cycloalkanes and alicyclic heterocycles. Association constants (Ka) of the 1:1 inclusion complexes were determined by both 1H NMR and isothermal titration calorimetry (ITC). The obtained Ka values in mesitylene ranged from 1.7× 102 M-1 for cycloheptane up to 1.7× 107 M-1 for morpholine. Host-guest complexation by the molecular baskets is generally driven by dispersion interactions, C-H…pi interactions of the guests with the aromatic walls of the cavity, and optimal cavity filling. Correlations between NMR-based structural data and binding affinities support that the complexed heterocyclic guests undergo additional polar C-O…C=O, N-H…pi, and S…pi interactions. The first crystal structure of a cavitand-based molecular basket is reported, providing precise information on the geometry and volume of the inner cavity in the solid state. Molecular dynamic (MD) simulations provided information on the size and conformational preorganization of the cavity in the presence of encapsulated guests. The strongest binding of heterocyclic guests, engaging in polar interactions with the host, was observed at a cavity filling volume of 63 ± 9 %. Copyright

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Some new 1,5-dihydro<1,2,4>ditriazolo<4,3-a:3',4'-c>quinoxaline-1,6-diones (IV) have been prepared and tested for their antiallergic, antimicrobial, antiprotozoal and anthelmintic activities.Compounds IVe,d,f are found to posess promising egg albumin-induced rat passive cutaneous anaphylaxis (PCA) activity by showing more than 90percent inhibition at 50 mg/kg dose

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Complexes [Fe2(mu-S2Ar)(CO)6] (S2Ar) = benzene-1,2-dithiolate (1a) toluene-3,4-dithiolate (2a), 3,6-dichloro-1,2-benzenedithiolate (3a), quinoxaline-2,3-dithiolate (7a) have been prepared to investigate the electronic effect that different bridging arenedithiolate ligands have on the appended Fe2(CO)6 sites. Dinuclear complexes [Fe2(mu-S2Ar)(CO)4(PMe3)2] (1-3,7)b and mononuclear complexes [Fe(S2Ar)(CO)2(PMe3)2] (1-3,7)c were synthesized from their parent hexacarbonyl complexes (1-3,7)a. IR spectroscopic, crystallographic and electrochemical analyses show that an increase of the electron-withdrawing character (where quinoxaline-2,3-dithiolate > 3,6-dichloro-1,2-benzenedithiolate > 1,2-benzenedithiolate ? toluene-3,4-dithiolate) of the bridging ligand leads to a decreased electron density at the iron centers, which yield a milder reduction potential and higher eCO stretching frequencies. This effect is coherent for all of the investigated complexes. Electrocatalytic proton reduction by complex 3a (with trifluoromethanesulfonic acid) was evidenced by cyclic voltammetry. As a result of the milder reduction potential of 3a itself, proton reduction that is promoted by 3a proceeds at a potential that is milder than that for the 1a-catalyzed process.

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A novel synthesis of pyrazolo[1.5-a]pyrimidine derivatives 4,5 and 9 bearing sulfonamido moieties from the reaction of aminopyrazoles 1 with [bis(methylsulfanyl)methylidene]malononitrile 2, [arylamino(methylsulfanyl)methylidene]malononitrile 6 and ethyl [bis(methylsulfanyl)methylidene]cyano acetate 7 is reported.

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Backgroun/Methods: In attempt to develop new potent anti-tumor agents, a series of quinoxaline derivatives was designed and synthesized. The novel compounds were tested in vitro for their anti-proliferative activities against HePG-2, MCF-7 and HCT-116 cell lines. Additionally, DNA binding affinities as well as DNA-top II inhibitory activities of the synthesized compounds were investigated as potential mechanism for anticancer activity. Compounds 13, 15, 16 and 19 exhibited good cytotoxicity activities against the three cell lines (IC50 ranging from 7.6 to 32.4 muM) comparable to that of doxorubicin (IC50 = 9.8 muM). Results: Interestingly, the results of DNA binding and DNA-top II inhibition assays were in agreement with those of the cytotoxicity tests, where the most potent anticancer compounds showed good DNA binding affinities (IC50 ranging from 25.1 to 32.4 muM) and DNA-top II inhibitory activities (IC50 ranging from 6.4 to 15.3 muM) comparable to those of doxorubicin (IC50 = 28.1 and 3.8 muM, respectively). Furthermore, molecular docking studies were carried out for the new compounds in order to investigate their binding pattern with the prospective target, DNA-top II complex (PDB-code: 3qx3).

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