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T1 - Synthesis of 3,4-estrogen-O-quinone

The "stable" porphyrin--quinone 6 with two -butyl groups undergoes a decomposition under light and oxygen. The decomposition products 10 and 11 were obtained in high purity (Scheme 3).

T1 - New aryloxy-quinone derivatives as potential anti-Chagasic agents

As we have shown, porphyrin--quinones can be synthesized as stable model systems for photoinduced electron transfer and characterized with analytical methods. They are better electron acceptors than their analoguos -isomers. The dimethyl compound has the same stability as "normal" porphyrin--quinones. The EPR/ENDOR investigations show the difference in electronic properties with or without additional cations. First investigations of the ET properties show a strong electronic coupling of donor and acceptor, connected with a high rate of electron transfer. The ET is the main process of relaxation in these systems. Additional processes like ISC, IC and fluorescence play a minor role.

Quinone Diazides for Olefin Functionalization, Angew.

The so-called quinhydrone electrode, containing equimolar solution of quinone and hydroquinone, is used to determine hydrogen ion concentrations depends on the oxidation-reduction reactions.

With all model compounds static EPR/ENDOR measurements were performed. Different counter ions allowed detailed informations about spin density of various semi--quinone anions.

Practical C–H Functionalization of Quinones with Boronic Acids, J.

Hydroquinone and its derivatives used principally in photographic dye chemicals, in medicine, as an antioxidant, and in paints, varnishes, and motor fuels and oils. Hydroquinone and certain derivatives are also used as polymerization inhibitors by direct reacting with peroxy-free radical to tie up free radicals.

In accordance with the strong electronic coupling, the porphyrin--quinones show a broadening of the Q-bands. In the case of the unsubstituted compound 1, we get an additional broad charge transfer band (see below). The lineshape of the Q-bands depends on the dihedral angle between porphyrin donor and quinone acceptor. The protected porphyrin--quinones have similar absorption spectra with a habitus like the spectra of TPP.

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Rapid Access to Molecular Complexity via o-Azaquinones, Angew.

In contrast to other groups, we obtained the proton spectra of the unsubstituted porphyrin--quinones 1 and 2. The coupling constants and the different multiplicity are the result of the connecting position between porphyrin moiety and the -quinone.

Quinoline synthesis - Organic chemistry

AB - Activated manganese dioxide was found to be an effective reagent for synthesis of estrogen-o-quinones from the corresponding catechols. The isolation and characterization of 1,5(10)-estradiene-3,4,17-trione is described.

Synthesis and NAD(P)H: quinone oxidoreductase 1 …

N2 - A set of new aryloxy-quinones were synthesized and evaluated in vitro against the epimastigote form of Trypanosoma cruzi and their unspecific cytotoxicity was tested on murine macrophages J-774 cells. Most of these novel compounds were found to be much more potent and selective than the standard drug nifurtimox. Interestingly, 2-phenoxy-naphthoquinone 3b displayed a remarkable nanomolar inhibitory activity, IC50 = 20 nM, and a high selectivity index, SI = 625. The Epc1 was determined for the most interesting compounds and no correlation with the trypanosomicidal effect was found. Therefore, an in silico study was carried out to obtain a pharmacophoric model and quantitative structure-trypanosomicidal activity relationship. The designed pharmacophore recognized the more potent and selective molecules, exhibiting five pharmacophoric features. A correlation coefficient R2 of 0.99 of pIC50 plotted against the predicted values indicated that the 3D-QSAR equation could be applied to further predictions of newly designed trypanosomicidal compounds.

Synthesis of 3,4-estrogen-O-quinone — …

N2 - Activated manganese dioxide was found to be an effective reagent for synthesis of estrogen-o-quinones from the corresponding catechols. The isolation and characterization of 1,5(10)-estradiene-3,4,17-trione is described.

"I. Synthesis of Diverse Structures from Quinone …

Activated manganese dioxide was found to be an effective reagent for synthesis of estrogen-o-quinones from the corresponding catechols. The isolation and characterization of 1,5(10)-estradiene-3,4,17-trione is described.

Quinone-Catalyzed Selective Oxidation of Organic Molecules

AB - A set of new aryloxy-quinones were synthesized and evaluated in vitro against the epimastigote form of Trypanosoma cruzi and their unspecific cytotoxicity was tested on murine macrophages J-774 cells. Most of these novel compounds were found to be much more potent and selective than the standard drug nifurtimox. Interestingly, 2-phenoxy-naphthoquinone 3b displayed a remarkable nanomolar inhibitory activity, IC50 = 20 nM, and a high selectivity index, SI = 625. The Epc1 was determined for the most interesting compounds and no correlation with the trypanosomicidal effect was found. Therefore, an in silico study was carried out to obtain a pharmacophoric model and quantitative structure-trypanosomicidal activity relationship. The designed pharmacophore recognized the more potent and selective molecules, exhibiting five pharmacophoric features. A correlation coefficient R2 of 0.99 of pIC50 plotted against the predicted values indicated that the 3D-QSAR equation could be applied to further predictions of newly designed trypanosomicidal compounds.

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