Artículos de revistas
Electron spin resonance studies and theoretical quantum calculations of free radicals generated from anthracenetrione by electrochemical and microsomal reduction
Fecha
2001-08Registro en:
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY 57(9):1889-1895
1386-1425
Autor
Olea Azar, Claudio
Mendizábal Emaldía, Fernando
Alarcón, Jaime
Briones, Rodolfo
Cassels Niven, Bruce
Delgado Castro, Tomás
Araya Maturana, Ramiro
Institución
Resumen
The ESR spectra of radicals obtained by electrolytic reduction of 4,4-dimethylanthracene- 1,9,10 (4H)-trione (1) and the regioisomeric quinones 8-acetyloxymethyl-4,4,5-trimethyl- (2), and 5-acetyloxy-methyl-4,4,8-trimethyl-(4H)-1.9,10-anthracenetrione (3) were measured in DMSO and analyzed by quantum chemical calculations. The electrochemistry of these compounds was characterized using cyclic voltammetry, in DMSO and DMF solvents and compared with nifurtimox. The quinones were also reduced by microsomal NADPH-cytochrome P-450 reductase and the corresponding radicals species were also detected by ESR spectroscopy. AMI, INDO, and ADF calculations were performed to obtain the optimized geometries, theoretical hyperfine constants, and spin distributions, respectively. Density functional theory was used to rationalize the reduction potential of these compounds