Oxidation of 6-nitrodopamine (1) with horseradish peroxidase (HRP)/H2O2 in 0.05 M phosphate buffer, pH 7.4 afforded as main product the novel 5-[4-(2-aminoethyl)-2-hydroxy-5-nitrophenoxy]-6,7-dihydroxy-4-nitro-2,3-dihydroindole (4). Similar oxidation of the 4-nitrocatechols 2 and 3 with HRP/H2O2 or K3Fe(CN)(6) gave chiefly the dimers 5/6 and 7/8. These products arise probably via 4-nitro-o-quinone or 4-nitro-2,3-dihydroindole-6,7-dione intermediates which are trapped by the starting nitrocatechols.
Oxidation of the Neurotoxin 6-Nitrodopamine and Related 4-Nitrocatechols Under Biomimetic Conditions / Napolitano, Alessandra; Palumbo, A.; D'Ischia, Marco. - In: TETRAHEDRON. - ISSN 0040-4020. - STAMPA. - 56:(2000), pp. 5941-5945. [10.1016/S0040-4020(00)00483-X]
Oxidation of the Neurotoxin 6-Nitrodopamine and Related 4-Nitrocatechols Under Biomimetic Conditions.
NAPOLITANO, ALESSANDRA;D'ISCHIA, MARCO
2000
Abstract
Oxidation of 6-nitrodopamine (1) with horseradish peroxidase (HRP)/H2O2 in 0.05 M phosphate buffer, pH 7.4 afforded as main product the novel 5-[4-(2-aminoethyl)-2-hydroxy-5-nitrophenoxy]-6,7-dihydroxy-4-nitro-2,3-dihydroindole (4). Similar oxidation of the 4-nitrocatechols 2 and 3 with HRP/H2O2 or K3Fe(CN)(6) gave chiefly the dimers 5/6 and 7/8. These products arise probably via 4-nitro-o-quinone or 4-nitro-2,3-dihydroindole-6,7-dione intermediates which are trapped by the starting nitrocatechols.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
