Hirayama T, Iguchi K, Yoshida S, Yamanaka Y, Watanabe T
Department of Food Chemistry and Environmental Toxicology, Kyoto Pharmaceutical University, Japan.
Mutat Res. 1991 Mar;262(3):203-7. doi: 10.1016/0165-7992(91)90023-w.
In order to elucidate the mechanisms of mutagenic activation of nitrobiphenyls by mammalian activation systems, 2,4,2',4'-tetranitrobiphenyl was incubated with S9 and its mutagenic metabolites were separated by SiO2 and Al2O3 column chromatography. The most mutagenic diamino-dinitrobiphenyl was isolated from the reaction mixture of 2,4,2',4'-tetranitrobiphenyl with S9 mix at 37 degrees C for 48 h, and its mutability was 4646 revertants/50 ng in Salmonella typhimurium TA98 without S9 mix. The deamination product of this most mutagenic metabolite was identical to 2,4'-dinitrobiphenyl by gas chromatography-mass spectrometry. Therefore, the structure of the metabolite was determined as 2,4'-diamino-2',4-dinitrobiphenyl by its chemical and physico-chemical properties.
为阐明哺乳动物激活系统对二硝基联苯的诱变激活机制，将2,4,2',4'-四硝基联苯与S9一起温育，并通过SiO2和Al2O3柱色谱法分离其诱变代谢物。从2,4,2',4'-四硝基联苯与S9混合物在37℃下反应48小时的反应混合物中分离出诱变活性最强的二氨基二硝基联苯，其在无S9混合物的鼠伤寒沙门氏菌TA98中的诱变活性为4646回复突变体/50 ng。通过气相色谱-质谱法测定，这种诱变活性最强的代谢物的脱氨基产物与2,4'-二硝基联苯相同。因此，根据其化学和物理化学性质，确定该代谢物的结构为2,4'-二氨基-2',4-二硝基联苯。
