Papaparaskeva-Petrides C, Ioannides C, Boyd G W, Young R J, Harvey R G, Coombs M M
Department of Chemistry, School of Biological Sciences, University of Surrey, Guildford, UK.
Mutagenesis. 1993 Jul;8(4):307-10. doi: 10.1093/mutage/8.4.307.
Putative synthetic metabolites of the hydrocarbon 16,17-dihydro-15H-cyclopenta[a]phenanthrene and its carcinogenic 11-methyl analogue, namely trans-3,4-dihydroxy-3,4,16,17-tetrahydro-15H- cyclopenta[a]phenanthrene and its 11-methyl derivative, together with the four associated trans-3,4-dihydroxy-syn- and anti-1,2-epoxides, were assayed for mutagenicity in the Ames test with Salmonella typhimurium TA100 with and without microsomal activation. The hydrocarbons were weakly mutagenic and the 3,4-diols were more strongly so, but all required activation to express their mutagenic potential. All four diol-epoxides were much more potent mutagens, even in the absence of activation. This is in accord with the anticipated metabolic activation sequence: hydrocarbons-->3,4-diols-->3,4-diol-1,2-epoxides.
烃类化合物16,17 - 二氢 - 15H - 环戊并[a]菲及其致癌性的11 - 甲基类似物的假定合成代谢产物，即反式 - 3,4 - 二羟基 - 3,4,16,17 - 四氢 - 15H - 环戊并[a]菲及其11 - 甲基衍生物，连同四种相关的反式 - 3,4 - 二羟基 - 顺式和反式 - 1,2 - 环氧化物，在有和没有微粒体激活的情况下，用鼠伤寒沙门氏菌TA100进行Ames试验检测其致突变性。这些烃类化合物致突变性较弱，而3,4 - 二醇的致突变性更强，但所有这些都需要激活才能发挥其致突变潜力。即使在没有激活的情况下，所有四种二醇环氧化物都是更强的致突变剂。这与预期的代谢激活顺序一致：烃类化合物→3,4 - 二醇→3,4 - 二醇 - 1,2 - 环氧化物。
