Identification and analysis of a new tobacco-specific N-nitrosamine, 4-(methylnitrosamino)-4-(3-pyridyl)-1-butanol.
Identification and analysis of a new tobacco-specific N-nitrosamine, 4-(methylnitrosamino)-4-(3-pyridyl)-1-butanol.
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DOI：
10.1093/carcin/8.3.465
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发表时间：
1987-03
期刊：
影响因子：
4.7
通讯作者：
K. Brunnemann;L. Genoble;D. Hoffmann
中科院分区：
文献类型：
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作者：
K. Brunnemann;L. Genoble;D. Hoffmann
从鼻烟中分离得到一种新的烟草特有N-亚硝胺4-（甲基亚硝胺）-4-（3-吡啶基）-1-丁醇（iso-NNAL）。通过质谱分析证实了该N-亚硝胺的结构表征。分析了美国五个流行品牌的湿鼻烟和三个流行品牌的干鼻烟烟草的水分，尼古丁和烟草特有的N-亚硝胺。湿鼻烟的水分含量为20 - 53%，干鼻烟的水分含量为4.7 - 5.6%。这些样本中的尼古丁含量从0.6%到3.2%不等。新发现的iso-NNAL的浓度范围为0.07至2.5 ppm，而其他烟草特有的N-亚硝胺、N-亚硝基去甲烟碱、N-亚硝基新烟草碱、N-亚硝基假木贼碱和4-（甲基亚硝胺）-1-（3-吡啶基）-1-丁酮的浓度范围为0.1至178 ppm。Iso-NNAL在原代大鼠肝细胞中具有遗传毒性;目前正在小鼠和大鼠中检测其致瘤特性。
A new tobacco-specific N-nitrosamine, 4-(methylnitrosamino)-4-(3-pyridyl)-1-butanol (iso-NNAL) was isolated from snuff tobacco. Structural characterization of this N-nitrosamine was confirmed by mass spectral analysis. Five popular US brands of moist snuff and three popular US brands of dry snuff tobacco were analyzed for moisture, nicotine and tobacco-specific N-nitrosamines. The moisture content varied from 20 to 53% in moist snuff and from 4.7 to 5.6% in dry snuff. The nicotine levels in these samples varied from 0.6 to 3.2%. The newly identified iso-NNAL was present in concentrations ranging from 0.07 to 2.5 p.p.m. whereas other tobacco-specific N-nitrosamines, N-nitrosonornicotine, N-nitrosoanatabine, N-nitrosoanabasine and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone were found to range from 0.1 to 178 p.p.m. Iso-NNAL was not detected in mainstream and sidestream smoke of cigarettes. Iso-NNAL is genotoxic in primary rat hepatocytes; its tumorigenic properties are currently being tested in mice and rats.