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印度咀嚼烟草和槟榔中两种合成硝基芳烃(葵子麝香和二甲苯麝香)在鼠伤寒沙门氏菌中的鉴定、存在情况及致突变性

Identification, occurrence and mutagenicity in Salmonella typhimurium of two synthetic nitroarenes, musk ambrette and musk xylene, in Indian chewing tobacco and betel quid.

作者信息

Nair J, Ohshima H, Malaveille C, Friesen M, O'Neill I K, Hautefeuille A, Bartsch H

出版信息

Food Chem Toxicol. 1986 Jan;24(1):27-31. doi: 10.1016/0278-6915(86)90260-7.

DOI:10.1016/0278-6915(86)90260-7
PMID:3512392
Abstract

During N-nitrosamine analysis of extracts of betel quid with tobacco and of the saliva of chewers of betel quid with tobacco for N-nitrosamines using a Thermal Energy Analyzer, two unknown compounds were detected. They were identified as synthetic nitro musks, musk ambrette (5-tert-butyl-1,3-dinitro-4-methoxy-2-methylbenzene, CAS No. 83-66-9) and musk xylene, (1-tert-butyl-3,5-dimethyl-2,4,6-trinitrobenzene, CAS No. 81-15-2), by gas chromatography-mass spectrometry and Fourier transform nuclear magnetic resonance spectroscopy. These compounds were detected in several samples of betel quid with tobacco and in perfumed tobacco used for chewing in India in amounts ranging from 0.45-23.5 mg/g wet weight. Musk ambrette was found to be mutagenic in Salmonella typhimurium TA100 requiring metabolic activation by rat-liver postmitochondrial supernatant but musk xylene lacked mutagenicity.

摘要

在使用热能分析仪对含烟草的槟榔咀嚼物提取物以及含烟草的槟榔咀嚼者的唾液进行N-亚硝胺分析时,检测到了两种未知化合物。通过气相色谱-质谱联用仪和傅里叶变换核磁共振光谱法,它们被鉴定为合成硝基麝香,即葵子麝香(5-叔丁基-1,3-二硝基-4-甲氧基-2-甲基苯,CAS编号83-66-9)和二甲苯麝香(1-叔丁基-3,5-二甲基-2,4,6-三硝基苯,CAS编号81-15-2)。这些化合物在印度的多个含烟草的槟榔咀嚼物样本以及用于咀嚼的加香烟草中被检测到,含量范围为0.45 - 23.5毫克/克湿重。葵子麝香在鼠伤寒沙门氏菌TA100中具有致突变性,需要经大鼠肝脏线粒体后上清液进行代谢激活,但二甲苯麝香没有致突变性。

相似文献

1
Identification, occurrence and mutagenicity in Salmonella typhimurium of two synthetic nitroarenes, musk ambrette and musk xylene, in Indian chewing tobacco and betel quid.印度咀嚼烟草和槟榔中两种合成硝基芳烃(葵子麝香和二甲苯麝香)在鼠伤寒沙门氏菌中的鉴定、存在情况及致突变性
Food Chem Toxicol. 1986 Jan;24(1):27-31. doi: 10.1016/0278-6915(86)90260-7.
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Mutat Res. 1989 Jul;226(3):181-4. doi: 10.1016/0165-7992(89)90017-1.

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Addict Health. 2018 Jan;10(1):52-63. doi: 10.22122/ahj.v10i1.537.
2
Nitro musk compounds genotoxic activity : Genotoxicity testing of nitro musks with the SOS-chromotest and the sister-chromatid exchange test.硝基麝香化合物的遗传毒性活性:SOS 显色试验和姐妹染色单体交换试验检测硝基麝香的遗传毒性。
Environ Sci Pollut Res Int. 1996 Dec;3(4):189-92. doi: 10.1007/BF02986953.
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Photochemical behaviour of musk tibetene. A chemical and kinetic investigation.
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Environ Sci Pollut Res Int. 2008 May;15(3):182-7. doi: 10.1065/espr2007.12.464.
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Nitro musk.硝基麝香
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Distribution, metabolism, and excretion of musk xylene in rats.二甲苯麝香在大鼠体内的分布、代谢及排泄
Arch Toxicol. 1991;65(4):273-82. doi: 10.1007/BF01968961.