Hass B S, McKeown C K, Sardella D J, Boger E, Ghoshal P K, Huberman E
Cancer Res. 1982 May;42(5):1646-9.
The polycyclic aromatic hydrocarbons dibenzo(a,i)pyrene and dibenzo(a,h)pyrene, each of which possesses two bay regions, and their bay-region difluorinated derivatives were tested for mutagenicity for ouabain and 6-thioguanine resistance in Chinese hamster V79 cells. Since V79 cells do not metabolize polycyclic aromatic hydrocarbons, mutagenesis was tested in both the presence and the absence of golden hamster embryo cells capable of metabolizing polycyclic aromatic hydrocarbons. Neither of the dibenzopyrenes nor their fluorinated derivatives were mutagenic in the absence of the golden hamster embryo cells. In the presence of these cells (cell-mediated assay), both dibenzopyrenes were mutagenic, whereas the difluorinated derivatives, 2,10-difluorodibenzo-(a,i)pyrene and 3,10-difluorodibenzo(a,h)pyrene, either were inactive or exhibited (on a dose basis) a weak response. However, the mutagenicity of the dibenzopyrenes was eliminated when they were coincubated with 7,8-benzoflavone, a mixed-function oxidase inhibitor. The results suggest that metabolic oxidation of these polycyclic aromatic hydrocarbons at the bay region (presumably to diol-epoxides) is required for a mutagenic response in the cell-mediated assay.
多环芳烃二苯并（a，i）芘和二苯并（a，h）芘，各自都有两个湾区，对它们及其湾区二氟代衍生物进行了测试，检测其对中国仓鼠V79细胞中哇巴因抗性和6-硫代鸟嘌呤抗性的诱变性。由于V79细胞不能代谢多环芳烃，因此在有和没有能够代谢多环芳烃的金黄地鼠胚胎细胞存在的情况下都对诱变性进行了测试。在没有金黄地鼠胚胎细胞时，二苯并芘及其氟化衍生物都没有诱变性。在这些细胞存在的情况下（细胞介导试验），两种二苯并芘都具有诱变性，而二氟代衍生物，2,10-二氟二苯并（a，i）芘和3,10-二氟二苯并（a，h）芘，要么无活性，要么（按剂量计算）表现出微弱反应。然而，当二苯并芘与混合功能氧化酶抑制剂7,8-苯并黄酮共同孵育时，其诱变性被消除。结果表明，在细胞介导试验中，这些多环芳烃在湾区的代谢氧化（推测为二醇环氧化物）是产生诱变反应所必需的。
