Identification, occurrence and mutagenicity in Salmonella typhimurium of two synthetic nitroarenes, musk ambrette and musk xylene, in Indian chewing tobacco and betel quid.
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.
D000818:Animals; D001114:Areca / Q000032:analysis*; D001711:Biotransformation; D002849:Chromatography, Gas; D004136:Dinitrobenzenes / Q000302:isolation & purification* / Q000633:toxicity; D006801:Humans; D008862:Microsomes, Liver / Q000378:metabolism; D009152:Mutagenicity Tests; D009153:Mutagens / Q000302:isolation & purification; D009578:Nitrobenzenes / Q000302:isolation & purification*; D010946:Plants, Medicinal / Q000032:analysis*; D010947:Plants, Toxic; D051381:Rats; D012486:Salmonella typhimurium / Q000187:drug effects / Q000235:genetics; D014026:Nicotiana / Q000032:analysis*; D014992:Xylenes / Q000302:isolation & purification / Q000633:toxicity
D004136:Dinitrobenzenes; D009153:Mutagens; D009578:Nitrobenzenes; D014992:Xylenes; C031447:musk xylene; C020422:musk ambrette (artificial)