The lethal and mutagenic effects of ethyl, benzyl, 1-naphthylmethyl, 2-naphthylmethyl, 1-naphthylethyl, 2-naphthylethyl and 9-anthrylmethyl glycidyl ethers on Salmonella typhimurium (TA100, TA1535, TA98 and TA1538) were investigated. LD30-value became smaller with an increase in compound hydrophobicity. The mutagenicities of these compounds in TA100 increased in the order: 1-naphthylethyl glycidyl ether less than 2-naphthylethyl glycidyl ether less than benzyl glycidyl ether less than 2-naphthylmethyl glycidyl ether less than 1-naphthylmethyl glycidyl ether less than 9-anthrylmethyl glycidyl ether. 1-Naphthylmethyl and 2-naphthylmethyl glycidyl ethers were mutagenic toward TA1535. In TA98, 1-naphthylmethyl and 9-anthrylmethyl glycidyl ethers showed mutagenic activity and 9-anthrylmethyl glycidyl ether was more mutagenic than 1-naphthylmethyl glycidyl ether. 9-Anthrylmethyl glycidyl ether was also active in TA1538. In the reaction of glycidyl ethers with deoxyguanosine and related compounds, glycidyl ethers attacked at only N-7 of guanine. The alkylation rates of glycidyl ethers toward guanine residues in DNA were determined and the exciplex-formation ability of 7-substituted guanines was studied. The reactivity of glycidyl ethers with guanine residues in DNA has not provided a sufficient explanation for the variation in mutagenic potencies of glycidyl ethers.

中文翻译：

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鼠伤寒沙门氏菌缩水甘油醚的致突变性：致突变力与化学反应性之间的关系。

研究了乙基，苄基，1-萘甲基，2-萘甲基，1-萘乙基，2-萘乙基和9-蒽甲基缩水甘油醚对鼠伤寒沙门氏菌（TA100，TA1535，TA98和TA1538）的致死和诱变作用。LD30值随着化合物疏水性的增加而变小。这些化合物在TA100中的致突变性依次提高：1-萘乙基缩水甘油醚小于2-萘乙基缩水甘油醚小于苄基缩水甘油醚小于2-萘甲基甲基缩水甘油醚小于1-萘甲基甲基缩水甘油醚小于9-蒽甲基甲基缩水甘油醚。1-萘基甲基和2-萘基甲基缩水甘油醚对TA1535有诱变作用。在TA98中 1-萘甲基甲基和9-蒽甲基缩水甘油醚显示出诱变活性，而9-蒽甲基甲基缩水甘油醚比1-萘甲基甲基缩水甘油醚具有更大的诱变性。9-蒽甲基缩水甘油醚在TA1538中也有活性。在缩水甘油醚与脱氧鸟苷和相关化合物的反应中，缩水甘油醚仅攻击鸟嘌呤的N-7。确定了缩水甘油醚对DNA中鸟嘌呤残基的烷基化速率，并研究了7-取代鸟嘌呤的激基复合物形成能力。缩水甘油醚与DNA中鸟嘌呤残基的反应性不足以解释缩水甘油醚的致突变性。缩水甘油醚仅攻击鸟嘌呤的N-7。确定了缩水甘油醚对DNA中鸟嘌呤残基的烷基化速率，并研究了7-取代鸟嘌呤的激基复合物形成能力。缩水甘油基醚与DNA中鸟嘌呤残基的反应性不足以为缩水甘油基醚的致突变性变化提供充分的解释。缩水甘油醚仅攻击鸟嘌呤的N-7。确定了缩水甘油醚对DNA中鸟嘌呤残基的烷基化速率，并研究了7-取代鸟嘌呤的激基复合物形成能力。缩水甘油基醚与DNA中鸟嘌呤残基的反应性不足以为缩水甘油基醚的致突变性变化提供充分的解释。