Antioxidant and antiradical activities of resorcinarene tetranitroxides.
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.
Vovk
Andriy I
AI
Institute of Bioorganic Chemistry and Petrochemistry, National Academy of Sciences of Ukraine, Murmanska, 1, 02660 Kyiv-94, Ukraine.
Shivanyuk
Alexander M
AM
Bugas
Roman V
RV
Muzychka
Oxana V
OV
Melnyk
Andriy K
AK
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
D000975:Antioxidants; D016166:Free Radical Scavengers; D005609:Free Radicals; D009589:Nitrogen Oxides; C466160:resorcinarene; D013481:Superoxides; D047250:Calixarenes; D010649:Phenylalanine; C039900:nitroxyl