Shaw Y S, Chen C
Biochem J. 1972 Aug;128(5):1285-91. doi: 10.1042/bj1281285.
3,5-Di-t-butylhydroxytoluene (compound I) was converted into 4-hydroperoxy-4-methyl-2,6-di-t-butylcyclohexa-2,5-dienone (compound II), 4-hydroxy-4-methyl-2,6-di-t-butylcyclohexa-2,5-dienone (compound III) and 2,6-di-t-butyl-4-hydroxymethylphenol (compound IV) by rat liver microsomal preparations in the presence of NADPH and air. The oxidation of compound (I) by m-chloroperbenzoic acid also produced the same compounds. These results suggest that hydroperoxide can be an intermediate in aromatic hydroxylation and that biological oxygenations resemble per-acid reactions.
在存在烟酰胺腺嘌呤二核苷酸磷酸(NADPH)和空气的情况下,大鼠肝脏微粒体制剂将3,5-二叔丁基羟基甲苯(化合物I)转化为4-氢过氧-4-甲基-2,6-二叔丁基环己-2,5-二烯酮(化合物II)、4-羟基-4-甲基-2,6-二叔丁基环己-2,5-二烯酮(化合物III)和2,6-二叔丁基-4-羟甲基苯酚(化合物IV)。间氯过氧苯甲酸对化合物(I)的氧化也产生了相同的化合物。这些结果表明,氢过氧化物可能是芳香族羟基化反应中的中间体,并且生物氧化反应类似于过酸反应。