Antiradical Activity of Morpholine- and Piperazine-Functionalized Triphenylantimony(V) Catecholates

摘要

The antiradical activity of the functionalized triphenylantimony(V) catecholates Ph3Sb[4-0(CH2CH2)2N-3,6-DBCat] (I), Ph3Sb[4,5-Piperaz-3,6-DBCat] (II), and Ph3Sb[4-PhN(CH2CH2)2N-3,6-DBCat] (III) (where [4-0(CH2CH2)2N-3,6-DBCat]~(2-), [4,5-Piperaz-3,6-DBCat]~(2-), and [4-PhN(CH2CH2)2N-3,6-DBCat]~(2-)arethediaruonic ligands3,6-di-tert-butyl-4-(morpholin-l-yl)-,3,6-di-tert-butyl-4,5-(piperazine-1,4-diyl)-, and 3,6-di-tert-butyl-4-(4-phenylpiperazin-1-yl)catecholates, respectively) was studied in reactions with the diphenylpicrylhydrazyl radical during autooxidation of unsaturated fatty (oleic and linoleic) acids with lipid peroxidation of Russian sturgeon (Acipenser gueldenstaedti B.) sperm and human blood erythrocytes in vitro as examples. The EC_(50) and n_(DPPH) values obtained indicate the high antiradical activity of complexes II and III in the reactions with the stable radical. On the whole, complexes I—III inhibit the lipid peroxidation in both model (oxidation of unsaturated fatty acids) and in vitro experiments. The inhibiting effects of the complexes are comparable with and even, in some cases, higher than those of the known antioxidant ionol.