Kalus W H, Münzner R, Filby W G
Federal Research Centre for Nutrition, Karlsruhe, FRG.
Food Addit Contam. 1990 Mar-Apr;7(2):223-33. doi: 10.1080/02652039009373886.
The reaction mixture and several products arising from the reaction of butylated hydroxyanisole (BHA) and nitrite in anaerobic aqueous acidic solution were separated and tested in the Salmonella mutagenicity test. Among the nine products separable by thin-layer chromatography, 1-hydroxyl-2-tert-butyl-4-methoxy-6-nitrobenzene (BHA-NO2), tert-butyl-substituted para-quinone (t-BuQ) and 3-tert-butyl-5-methoxy-1,2-benzoquinone (t-Bu-o-Q) are dominant. The last compound has not been previously reported in this system. Spot testing indicated at least one further compound of nitroso character and traces of tert-butylhydroquinone (t-BuHQ), which reacts with nitrite to yield t-BuQ. No evidence was found for the formation of the BHA dimer under our conditions. The substances gave no evidence of mutagenicity in the Salmonella typhimurium strains TA 98 and TA 100, either in the standard plate incorporation assay or in the procedure with preincubation with or without S9 mix. In some instances the substances were unstable in the test procedure.
将叔丁基羟基茴香醚（BHA）与亚硝酸盐在厌氧酸性水溶液中的反应混合物及几种反应产物进行分离，并在沙门氏菌致突变性试验中进行测试。在通过薄层色谱法可分离的九种产物中，1-羟基-2-叔丁基-4-甲氧基-6-硝基苯（BHA-NO₂）、叔丁基取代的对苯醌（t-BuQ）和3-叔丁基-5-甲氧基-1,2-苯醌（t-Bu-o-Q）占主导地位。最后一种化合物在此系统中此前未见报道。斑点试验表明至少还有一种具有亚硝基特征的化合物以及痕量的叔丁基对苯二酚（t-BuHQ），后者与亚硝酸盐反应生成t-BuQ。在我们的条件下未发现BHA二聚体形成的证据。这些物质在鼠伤寒沙门氏菌TA 98和TA 100菌株中均未表现出致突变性，无论是在标准平板掺入试验中，还是在有或无S9混合物预孵育的程序中。在某些情况下，这些物质在测试过程中不稳定。
