Fisher C W, Mayer R T
Toxicology. 1982;24(1):15-31. doi: 10.1016/0300-483x(82)90059-2.
The microsomal mixed function oxidase system of the house fly (Musca domestica [L.]) was characterized with respect to N-demethylation of p-chloromethylaniline, O-demethylation of methoxyresorufin, epoxidation of aldrin and the formation of a metabolite-cytochrome P-450 complex during oxidation of piperonyl butoxide (PB). The inhibition of these reactions by juvenile hormone I (E, E cis methyl 10,11-epoxy-7-ethyl-3, 11-dimethyl-2, 6-tridecadienoate, JH-I) was competitive for the N-demethylase, epoxidase and the formation of the PB metabolite-complex. Non-competitive inhibition was observed for the O-demethylase. The inhibition of these reactions by JH-I provides evidence that the mixed function oxidase system participates in the degradation of juvenile hormone, and that the juvenile hormone-like properties of PB and other methylenedioxyphenyl compounds are derived from their inhibition of this degradation. The PB metabolite-cytochrome P-450 complex has 2 absorbance maxima in the reduced form (427 and 455 nm), and a single absorbance maximum in the oxidized form (438 nm). pH affected the extinction of the 427 and 455 nm absorbance bands. The pH equilibrium point was 8.3 for the reduced PB metabolite complex, and 9.5 for ethylisocyanide. In addition, the PB metabolite complex could be generated in vivo.
家蝇(Musca domestica [L.])微粒体混合功能氧化酶系统的特征在于对氯甲基苯胺的N-去甲基化、甲氧基试卤灵的O-去甲基化、艾氏剂的环氧化作用以及在胡椒基丁醚(PB)氧化过程中代谢物 - 细胞色素P - 450复合物的形成。保幼激素I(E,E顺式甲基10,11 - 环氧 - 7 - 乙基 - 3,11 - 二甲基 - 2,6 - 十三碳二烯酸酯,JH - I)对这些反应的抑制对于N - 去甲基酶、环氧化酶以及PB代谢物 - 复合物的形成是竞争性的。对O - 去甲基酶观察到非竞争性抑制。JH - I对这些反应的抑制提供了证据,表明混合功能氧化酶系统参与保幼激素的降解,并且PB和其他亚甲基二氧苯基化合物的类保幼激素特性源于它们对这种降解的抑制。PB代谢物 - 细胞色素P - 450复合物在还原形式下有两个吸光度最大值(427和455 nm),在氧化形式下有一个单一的吸光度最大值(438 nm)。pH影响427和455 nm吸光带的消光。还原的PB代谢物复合物的pH平衡点为8.3,乙基异氰化物的为9.5。此外,PB代谢物复合物可以在体内产生。