Rosenkranz H S, Klopman G
Department of Environmental Health Sciences, Western Reserve University, Cleveland 44106.
Mutagenesis. 1990 Mar;5(2):137-46. doi: 10.1093/mutage/5.2.137.
A structure-activity study of 1-amino-2-naphthol derived azo dyes using CASE, the Computer Automated Structure Evaluation system, revealed that for optimal mutagenicity, reduction of the azo bond was required, thus suggesting that activity could be related to the liberated aromatic amines. Although it has long been known that sulfonation of azo dyes resulted in decreased carcinogenicity and mutagenicity, the present study elucidates the sites of sulfonation which will decrease mutagenicity maximally. Comparison of CASE predictions with available mutagenicity data indicates a concordance. Unexpectedly, CASE indicates that one of the aromatic amines obtained upon azo reduction of FD and C Red no. 40 is predicted to be mutagenic.
使用计算机自动结构评估系统CASE对1-氨基-2-萘酚衍生的偶氮染料进行的构效关系研究表明，为了达到最佳致突变性，需要还原偶氮键，这表明活性可能与释放出的芳香胺有关。尽管长期以来人们都知道偶氮染料的磺化会导致致癌性和致突变性降低，但本研究阐明了能最大程度降低致突变性的磺化位点。将CASE预测结果与现有的致突变性数据进行比较，结果显示二者具有一致性。出乎意料的是，CASE表明，FD和C红40号染料偶氮还原后得到的一种芳香胺预计具有致突变性。
