SYNTHESIS AND PROPERTIES OF MEMBRANE-ADDR ESSED ANTIOXIDANTS ON THE BASIS OF PHOSPHORYLATED PYROCATECHOLS

Amphiphilic membrane-addressed antioxidants differing in their hydroph obic-hydrophilic balance, 3,5-di-tert-butyl-2-hydroxyphenyl phosphate, (3,5-di-tert-butyl-2-hydroxyphenyl)hexa phosphate, and (3,5-di-tert-b utyl-2-hydroxyphenyl)-5-cholesten-3 beta-yl phosphate, were synthesize d starting from 3,5-di-tert-butyl-o-quinone. Even at 10(-8) M concentr ation, 3,5-di-tert-butyl-2-hydroxyphenyl phosphate and (3,5-di-tert-bu tyl-2-hydroxyphenyl)hexadecyl phosphate inhibit formation of malonic a ldehyde during peroxidation of lipids from rat brain homogenate initia ted with a Fe2+-ascorbate system. At 10(-4) and higher concentrations of antioxidants in the brain homogenate, the formation of malonic alde hyde is inhibited more efficiently than with tocopherol at the same co ncentrations.