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Vovk AI, Shivanyuk AM, Bugas RV, Muzychka OV, Melnyk AK: Antioxidant and antiradical activities of resorcinarene tetranitroxides. Bioorg Med Chem Lett. 2009 Mar 1;19(5):1314-7. Epub 2009 Jan 27. Resorcinarene oxazines bearing four TEMPO fragments at the wide rim of the macrocycle were prepared through the aminomethylation of resorcinarene octols with 4-amino-TEMPO and formaldehyde. Tetra-TEMPO resorcinarenes are efficient scavengers of 1,1-diphenyl-2-picrylhydrazyl radicals. The model studies revealed that macrocyclic structure and intramolecular hydrogen bonding make considerable contribution to antiradical activity of these compounds. Tetra-TEMPO resorcinarenes show also superoxide dismutase-like activity and efficiently inhibit ABAP-induced peroxidation of linoleic acid. |
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