1709-63-3Relevant articles and documents
A simple and efficient synthesis of optically active (+)-4-demethoxydaunomycinone
Kimura,Suzuki,Matsumoto,et al.
, p. 415 - 421 (1986)
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Electrochemical and spectral study of the redox behavior and cardiotoxicity of anticancer drugs with antraquinone structure: Quinizarin
Latus, Alina,Volanschi, Elena
scheme or table, p. 1131 - 1140 (2012/07/27)
1,4-dihydroxyanthraquinone (quinizarin) is the simplest molecule, which represents the structure of the specific chromophore for some biological and pharmaceutical compounds, being the main part in the chemical structure of daunorubicin, doxorubicin, and mitoxantrone. The present paper investigates the behavior in reduction and oxidation processes of quinizarin in aprotic neutral and basic media by coupled electrochemical and spectral techniques (in-situ techniques), including absorption spectroscopy, in order to identify the intermediate species and to propose a reaction mechanism. The influence of electrogenerated bases (EGB) was investigated by comparison with the spectroelectrochemistry in presence of added tetrabutylammonium hydroxide (TBOH). The proposed reaction sequences are supported by Digisim 3.03 simulations. Semiempirical MO-calculations were performed to determine the electronic structural features implied in reduction and oxidation processes and to analyze the energetics of the electron transfer (ET) from different reduction intermediates to molecular oxygen.
1H and 13C NMR studies of some anthraquinones and anthracenetetrones
Danielsen,Francis,Aksnes
, p. 1043 - 1045 (2007/10/03)
1H and 13C NMR chemical shifts are reported and assigned for 1,4,9,10- and 2,3,9,10-anthracenetetrone. In addition, NMR data are given for 2,3-dihydroxy-9, 10-anthraquinone, 2,3-dimethoxy-9,10-anthraquinone and 1-hydroxy-2-acetoxy-9,10-anthraquinone, encountered during the preparation of the anthracenetetrones.
Enthalpies of combustion of 1,4-naphthoquinone, 9,10-anthraquinone, 9,10-phenanthraquinone, 1,4,9,10-anthradiquinone, 5,8-dihydroxy-1,4-naphthoquinone, and 1,4-dihydroxy-9,10-anthraquinone
Silva, M. A. V. Ribeiro da,Silva, Maria D. M. C. Ribeiro da,Teixeira, J. A. S.,Bruce, J. M.,Guyan, Patricia M.,Pilcher, G.
, p. 265 - 274 (2007/10/02)
The standard (p0 = 0.1 MPa) molar enthalpies of combustion in oxygen at 298.15 K were measured by static-bomb calorimetry for some quinones and dihydroxyquinones.The standard molar enthalpies of sublimation at 298.15 K were measured by microcalorimetry for 1,4-naphthoquinone and 9,10-phenanthraquinone; values were selected from the literature for the remaining compounds in order to derive the standard molar enthalpies of formation in the gaseous state. The energies of the intramolecular hydrogen bonds in the dihydroxyquinones were assessed as (25 +/- 3) kJ*mol-1. 1,4,9,10-Anthradiquinone is apparently considerably strained, and although its reaction with water produces 1,4-dihydroxy-9,10-anthraquinone, a concomitant formation of hydrogen peroxide is shown to be thermodynamically improbable.