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D A Judd J H Nettles N Nevins J P Snyder D C Liotta J Tang J Ermolieff R F Schinazi C L Hill 《Journal of the American Chemical Society》2001,123(5):886-897
Nb-containing polyoxometalates (POMs) of the Wells-Dawson class inhibit HIV-1 protease (HIV-1P) by a new mode based on kinetics, binding, and molecular modeling studies. Reaction of alpha(1)-K(9)Li[P(2)W(17)O(61)] or alpha(2)-K(10)[P(2)W(17)O(61)] with aqueous H(2)O(2) solutions of K(7)H[Nb(6)O(19)] followed by treatment with HCl and KCl and then crystallization affords the complexes alpha(1)-K(7)[P(2)W(17)(NbO(2))O(61)] (alpha(1)()1) and alpha(2)-K(7)[P(2)W(17)(NbO(2))O(61)] (alpha(2)()1) in 63 and 86% isolated yields, respectively. Thermolysis of the crude peroxoniobium compounds (72-96 h in refluxing H(2)O) prior to treatment with KCl converts the peroxoniobium compounds to the corresponding polyoxometalates (POMs), alpha(1)-K(7)[P(2)W(17)NbO(62)] (alpha(1)()2) and alpha(2)-K(7)[P(2)W(17)NbO(62)] (alpha(2)()2), in moderate yields (66 and 52%, respectively). The identity and high purity of all four compounds were confirmed by (31)P NMR and (183)W NMR. The acid-induced dimerization of the oxo complexes differentiates sterically between the cap (alpha(2)) site and the belt (alpha(1)) site in the Wells-Dawson structure (alpha(2)()2 dimerizes in high yield; alpha(1)()2 does not). All four POMs exhibit high activity in cell culture against HIV-1 (EC(50) values of 0.17-0.83 microM), are minimally toxic (IC(50) values of 50 to >100 microM), and selectively inhibit purified HIV-1 protease (HIV-1P) (IC(50) values for alpha(1)()1, alpha(2)()1, alpha(1)()2, and alpha(2)()2 of 2.0, 1.2, 1.5, and 1.8 microM, respectively). Thus, theoretical, binding, and kinetics studies of the POM/HIV-1P interaction(s) were conducted. Parameters for [P(2)W(17)NbO(62)](7)(-) were determined for the Kollman all-atom (KAA) force field in Sybyl 6.2. Charges for the POM were obtained from natural population analysis (NPA) at the HF/LANL2DZ level of theory. AutoDock 2.2 was used to explore possible binding locations for the POM with HIV-1P. These computational studies strongly suggest that the POMs function not by binding to the active site of HIV-1P, the mode of inhibition of all other HIV-1P protease inhibitors, but by binding to a cationic pocket on the "hinge" region of the flaps covering the active site (2 POMs and cationic pockets per active homodimer of HIV-1P). The kinetics and binding studies, conducted after the molecular modeling, are both in remarkable agreement with the modeling results: 2 POMs bind per HIV-1P homodimer with high affinities (K(i) = 1.1 +/- 0.5 and 4.1 +/- 1.8 nM in 0.1 and 1.0 M NaCl, respectively) and inhibition is noncompetitive (k(cat) but not K(m) is affected by the POM concentration). 相似文献
84.
2-Phenylselenenylenones are versatile species which can be selectively converted into a number of different ketones and enones in high overall yields. 相似文献
85.
Reaction of potassium dihydrogenphosphide with aromatic esters produces potassium benzoylphosphide (1). Protonation of 1 produces benzoylphosphine 2. The physical and chemical properties of 1 and 2 are discussed. 相似文献
86.
Vinci D Donaldson M Hallett JP John EA Pollet P Thomas CA Grilly JD Jessop PG Liotta CL Eckert CA 《Chemical communications (Cambridge, England)》2007,(14):1427-1429
The properties and uses of piperylene sulfone as a new, recyclable dipolar, aprotic solvent for conducting organic reactions are presented. 相似文献
87.
G. Munteanu P. Petrova I. Ivanov L. F. Liotta Z. Kaszkur T. Tabakova L. Ilieva 《Journal of Thermal Analysis and Calorimetry》2018,131(1):145-154
The reducibility of Au catalysts on CeO2 supports doped with 1 and 2.5 mass% Y2O3 by two types of preparation methods (impregnation and co-precipitation) has been studied by temperature-programmed reduction and compared with that of pure Au/CeO2. The kinetic parameters of reduction were determined simulating each reduction process. The capacities of these catalysts to retain oxygen have been evaluated by temperature-programmed desorption. The catalytic activities in water gas shift reaction were determined measuring CO conversion between 413 and 623 K. The catalytic performances of all these catalysts were explained in terms of mobility of the oxygen ions of the CeO2 lattice. 相似文献
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