Lewis D F, Ioannides C, Walker R, Parke D V
School of Biological Sciences, University of Surrey, Guildford, UK.
Food Addit Contam. 1995 Sep-Oct;12(5):715-23. doi: 10.1080/02652039509374361.
Quantitative structure-activity relationships between chemical structure and Ames mutagenicity for a group of 24 food mutagens, including 17 cooked-food heterocyclic amines, have been determined. For the TA98 strain of Salmonella typhimurium (frameshift mutagens) the best correlation of mutagenicity is with molecular diameter (R = 0.91), while for the TA100 strain (base-pair mutations) the best correlation is with delta E, the energy difference between the lowest unoccupied and highest occupied molecular orbitals. High mutagenicity is related to high values of molecular diameter, hence to planarity and to high values of the COMPACT ratio ([area/depth2]/delta E). High mutagenicity is also related to low values of delta E. Consequently, highly mutagenic and potentially carcinogenic food chemicals can readily be identified as substrates of cytochrome P4501 (CYP1) and may therefore be detected by the COMPACT procedure. Highly mutagenic compounds also exhibit high values of dipole moment.
已确定了一组24种食品诱变剂（包括17种烹饪食品杂环胺）的化学结构与Ames诱变性之间的定量构效关系。对于鼠伤寒沙门氏菌TA98菌株（移码诱变剂），诱变性的最佳相关性与分子直径相关（R = 0.91），而对于TA100菌株（碱基对突变），最佳相关性与最低未占据分子轨道和最高占据分子轨道之间的能量差ΔE相关。高诱变性与分子直径的高值相关，因此与平面度以及紧实比（[面积/深度²]/ΔE）的高值相关。高诱变性还与ΔE的低值相关。因此，高诱变性和潜在致癌性的食品化学物质可以很容易地被鉴定为细胞色素P4501（CYP1）的底物，因此可以通过紧实程序进行检测。高诱变性化合物也表现出高偶极矩值。
