Antioxidant and antiradical activities of resorcinarene tetranitroxides

Antioxidant and antiradical activities of resorcinarene tetranitroxides

A resorcinarene oxazines bearing four TEMPO fragments at the wide rim exhibit a strong antiradical and antioxidant properties in model systems. Resorcinarene oxazines bearing four TEMPO fragments at the wide rim of the macrocycle were prepared through the aminomethylation of resorcinarene octols wit...

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Bibliographic Details
Published in:Bioorganic & medicinal chemistry letters Vol. 19; no. 5; pp. 1314 - 1317
Main Authors: Vovk, Andriy I., Shivanyuk, Alexander M., Bugas, Roman V., Muzychka, Oxana V., Melnyk, Andriy K.
Format: Journal Article
Language:English
Published: England Elsevier Ltd 01-03-2009
Subjects:
Antioxidants
Antioxidants - chemical synthesis
Antioxidants - metabolism
Antioxidants - pharmacology
Binding, Competitive
Calixarenes - chemical synthesis
Calixarenes - pharmacology
Free Radical Scavengers - chemical synthesis
Free Radical Scavengers - pharmacology
Free radicals
Free Radicals - antagonists & inhibitors
Free Radicals - chemistry
Inhibition
Nitrogen Oxides - chemical synthesis
Nitrogen Oxides - pharmacology
Nitroxide
Phenylalanine - analogs & derivatives
Phenylalanine - chemical synthesis
Phenylalanine - pharmacology
Resorcinarene
Superoxides - chemistry
Superoxides - metabolism
Antioxidants
Free radicals
Inhibition
Nitroxide
Resorcinarene
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Summary:A resorcinarene oxazines bearing four TEMPO fragments at the wide rim exhibit a strong antiradical and antioxidant properties in model systems. 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.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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ISSN:0960-894X
1464-3405
DOI:10.1016/j.bmcl.2009.01.070