title: Antioxidant and antiradical activities of resorcinarene tetranitroxides.
abstract: 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.
authors.affiliation: Institute of Bioorganic Chemistry and Petrochemistry, National Academy of Sciences of Ukraine, Murmanska, 1, 02660 Kyiv-94, Ukraine.
authors.forename: Andriy I
authors.initials: AI
authors.lastname: Vovk
authors.forename: Alexander M
authors.initials: AM
authors.lastname: Shivanyuk
authors.forename: Roman V
authors.initials: RV
authors.lastname: Bugas
authors.forename: Oxana V
authors.initials: OV
authors.lastname: Muzychka
authors.forename: Andriy K
authors.initials: AK
authors.lastname: Melnyk
mesh_terms: D000975:Antioxidants / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology; D001667:Binding, Competitive; D047250:Calixarenes / Q000138:chemical synthesis* / Q000494:pharmacology; D016166:Free Radical Scavengers / Q000138:chemical synthesis* / Q000494:pharmacology; D005609:Free Radicals / Q000037:antagonists & inhibitors* / Q000737:chemistry; D009589:Nitrogen Oxides / Q000138:chemical synthesis* / Q000494:pharmacology; D010649:Phenylalanine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D013481:Superoxides / Q000737:chemistry / Q000378:metabolism
chemical_list: D000975:Antioxidants; D016166:Free Radical Scavengers; D005609:Free Radicals; D009589:Nitrogen Oxides; C466160:resorcinarene; D013481:Superoxides; D047250:Calixarenes; D010649:Phenylalanine; C039900:nitroxyl