Gan L S, Lu J Y, Hershkowitz D M, Alworth W L
Biochem Biophys Res Commun. 1985 Jun 14;129(2):591-6. doi: 10.1016/0006-291x(85)90192-5.
1-Ethynylpyrene, trans-, & cis-1-(2-bromovinyl)pyrene, methyl 1-pyrenyl acetylene, and phenyl 1-pyrenyl acetylene are substrates for cytochrome P-450 dependent monooxygenases and also inhibitors of cytochrome P-450 dependent benzo[a]pyrene hydroxylase activities in liver microsomes from 5,6-benzoflavone or phenobarbital pretreated rats. 1-Ethynylpyrene, trans-1-(2-bromovinyl)pyrene, and methyl 1-pyrenyl acetylene cause a mechanism based inhibition (suicide inhibition) of the benzo[a]pyrene hydroxylase activities in microsomes from 5,6-benzoflavone or phenobarbital pretreated rats, while cis-1-(2-bromovinyl)pyrene only causes suicide inhibition of the hydroxylse activities in the 5,6-benzoflavone induced microsomes and phenyl 1-pyrenyl acetylene does not cause a detectable suicide inhibition of these activities in either type of microsome. Incubation with NADPH and 1-ethynylpyrene, trans-, or cis-1-(2-bromovinyl)pyrene causes a loss of the P-450 content in the microsomes from 5,6-benzoflavone or phenobarbital pretreated rats, but incubations with methyl 1-pyrenyl acetylene or phenyl 1-pyrenyl acetylene did not cause a loss of the P-450 content of either microsomal preparation.
反式-1-乙炔基芘、顺式-1-(2-溴乙烯基)芘、1-芘基乙炔甲酯和1-芘基苯乙炔是细胞色素P-450依赖性单加氧酶的底物，也是5,6-苯并黄酮或苯巴比妥预处理大鼠肝脏微粒体中细胞色素P-450依赖性苯并[a]芘羟化酶活性的抑制剂。反式-1-乙炔基芘、反式-1-(2-溴乙烯基)芘和1-芘基乙炔甲酯对5,6-苯并黄酮或苯巴比妥预处理大鼠微粒体中的苯并[a]芘羟化酶活性产生基于机制的抑制（自杀抑制），而顺式-1-(2-溴乙烯基)芘仅对5,6-苯并黄酮诱导的微粒体中的羟化酶活性产生自杀抑制，1-芘基苯乙炔在这两种类型的微粒体中均未引起可检测到的这些活性的自杀抑制。用NADPH与反式-1-乙炔基芘、反式或顺式-1-(2-溴乙烯基)芘一起孵育会导致5,6-苯并黄酮或苯巴比妥预处理大鼠微粒体中P-450含量的损失，但用1-芘基乙炔甲酯或1-芘基苯乙炔孵育不会导致任何一种微粒体制剂中P-450含量的损失。
