Cook C E, Brine D R, Tallent C R
Drug Metab Dispos. 1984 Mar-Apr;12(2):186-92.
In vitro metabolites of 1-phenylcyclohexene produced by the 10,000g supernatant fraction from rat liver homogenates were identified by a combination of spectrometric, chromatographic, and synthetic techniques. Initial oxidation occurred in the 3-position of 1-phenylcyclohexene to yield 1-phenyl-1-cyclohexen-3-one and 1-phenyl-1-cyclohexen-3-ol. Further allylic oxidation at the 6-position occurred to form 1-phenyl-6-hydroxy-1-cyclohexen-3-one and 1-phenyl-1-cyclohexene-3,6-diol. Trans-1-phenyl-1-cyclohexene-3,4-diol was also found and may have resulted from hydroxylation of 1-phenyl-1-cyclohexen-3-one alpha to the carbonyl to yield 4-hydroxy-1-phenyl-1-cyclohexen-3-one (not isolated) followed by carbonyl reduction. Oxidation of the double bond also occurred to give the cis and trans isomers of 1-phenylcyclohexane-1,2-diol as well as a compound postulated to be 1-phenylcyclohexane-1,2,3-triol.
通过光谱、色谱和合成技术相结合的方法，鉴定了大鼠肝脏匀浆10,000g上清液组分产生的1-苯基环己烯的体外代谢产物。初始氧化发生在1-苯基环己烯的3位，生成1-苯基-1-环己烯-3-酮和1-苯基-1-环己烯-3-醇。在6位进一步发生烯丙基氧化，形成1-苯基-6-羟基-1-环己烯-3-酮和1-苯基-1-环己烯-3,6-二醇。还发现了反式-1-苯基-1-环己烯-3,4-二醇，它可能是由1-苯基-1-环己烯-3-酮羰基α位羟基化生成4-羟基-1-苯基-1-环己烯-3-酮（未分离），然后进行羰基还原而产生的。双键氧化还产生了1-苯基环己烷-1,2-二醇的顺式和反式异构体以及一种推测为1-苯基环己烷-1,2,3-三醇的化合物。
