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[脂肪族和芳香族硝基化合物的致突变性。工业材料及相关化合物]

[Mutagenicity of aliphatic and aromatic nitro compounds. Industrial materials and related compounds].

作者信息

Kawai A, Goto S, Matsumoto Y, Matsushita H

出版信息

Sangyo Igaku. 1987 Jan;29(1):34-54. doi: 10.1539/joh1959.29.34.

Abstract

Mutagenicity of 102 aliphatic and aromatic nitro compounds, industrial materials and related chemicals were tested by pre-incubation method using Salmonella typhimurium TA100 and TA98 strains with and without S9 mix. Escherichia coli WP2uvrA/pKM101 was also used in the mutagenicity assay of aliphatic nitro compounds. Four chemicals out of 8 aliphatic nitro compounds tested were mutagenic to TA100, TA98 and/or WP2 strains. Sixty-one out of 94 nitrobenzene derivatives were mutagenic to TA100 and/or TA98 strains. Thirty-seven chemicals among the 65 mutagens showed higher mutagenic activity than 1,000 rev./mg. The following 15 chemicals showed higher activity than 10,000 rev./mg: tetranitromethane, chloropicrin, 1,3,5-trinitrobenzene, 2,4-dinitrochlorobenzene, 2,3-dinitrophenol, 2,6-dinitroaniline, 3,5-dinitroaniline, 2-bromo-4,6-dinitroaniline, 2,4-dinitrofluorobenzene, p-nitrobenzylchloride, 3,5-dinitrobenzylchloride, p-nitrophenylhydrazine, 2,4-dinitrophenylhydrazine, 2,4-dinitrophenylthiocyanate and nitramine. Nitrobenzene was not mutagenic, but mono-substituted nitrobenzenes having-CH2Cl, -COCl, -NO2, -NH-NH2, -COOH, -OCH3, -NH2, -Br, -OH, -NH-NH2HCl, -OP(OC2H5)2S or -CHO group showed mutagenic. Introduction of-Cl, -CH3, -C2H5 or -SO3H group to nitrobenzene did not contribute to mutagenicity. Mutagenicity of dinitrobenzene was enhanced by the introduction of -F, -SCN, -NH2, -Cl, -CH2Cl, -NO2, -NH-NH2 or -COCl group, and suppressed by the introduction of -COOH or -CH3 group. Twenty-three out of 45 chemicals for which "exposure limits" are established from the stand point of industrial hygiene in many countries in the world, were mutagenic to TA100, TA98 and/or WP2 strains. Furthermore, 42 out of 57 chemicals for which "exposure limits" are not established were also mutagenic. The following three carcinogens, that is, 2-nitropropane, 2,4-dinitrotoluene and 2,6-dinitrotoluene, were all mutagenic, but their mutagenic activity was weak. Many chemicals were found to have a stronger mutagenic activity and a chemical structure similar to carcinogenic dinitrotoluenes. This fact suggests the necessity of conducting carcinogenic assay of these chemicals.

摘要

采用预孵育法,使用鼠伤寒沙门氏菌TA100和TA98菌株,在有或无S9混合物的情况下,对102种脂肪族和芳香族硝基化合物、工业材料及相关化学品的致突变性进行了测试。大肠杆菌WP2uvrA/pKM101也用于脂肪族硝基化合物的致突变性检测。在测试的8种脂肪族硝基化合物中,有4种对TA100、TA98和/或WP2菌株具有致突变性。94种硝基苯衍生物中有61种对TA100和/或TA98菌株具有致突变性。65种诱变剂中的37种化学品显示出高于1000回复突变/毫克的致突变活性。以下15种化学品显示出高于10000回复突变/毫克的活性:四硝基甲烷、氯化苦、1,3,5-三硝基苯、2,4-二硝基氯苯、2,3-二硝基苯酚、2,6-二硝基苯胺、3,5-二硝基苯胺、2-溴-4,6-二硝基苯胺、2,4-二硝基氟苯、对硝基苄基氯、3,5-二硝基苄基氯、对硝基苯肼、2,4-二硝基苯肼、2,4-二硝基苯基硫氰酸盐和硝胺。硝基苯没有致突变性,但具有-CH2Cl、-COCl、-NO2、-NH-NH2、-COOH、-OCH3、-NH2、-Br、-OH、-NH-NH2HCl、-OP(OC2H5)2S或-CHO基团的单取代硝基苯具有致突变性。向硝基苯中引入-Cl、-CH3、-C2H5或-SO3H基团对致突变性没有影响。二硝基苯的致突变性通过引入-F、-SCN、-NH2、-Cl、-CH2Cl、-NO2、-NH-NH2或-COCl基团而增强,通过引入-COOH或-CH3基团而受到抑制。在世界上许多国家从工业卫生角度确定了“接触限值”的45种化学品中,有23种对TA100、TA98和/或WP2菌株具有致突变性。此外,在57种未确定“接触限值”的化学品中,有42种也具有致突变性。以下三种致癌物,即2-硝基丙烷、2,4-二硝基甲苯和2,6-二硝基甲苯,均具有致突变性,但其致突变活性较弱。发现许多化学品具有较强的致突变活性且化学结构与致癌二硝基甲苯相似。这一事实表明有必要对这些化学品进行致癌性检测。

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