title: N-nitroso compounds in cigarette tobacco and their occurrence in mainstream tobacco smoke.
abstract: The tobacco and mainstream smoke of 20 commercial brands of filter and non-filter cigarettes were analysed for N-nitroso compounds. The concentrations of N-nitrosodimethylamine (NDMA), N-nitrosoethylmethylamine (NEMA) and N-nitrosopyrrolidine (NPYR) in cigarette tobacco were very much lower than in mainstream smoke, where the levels were 6.3-76.4 ng/cig NDMA, less than 1.0-7.1 ng/cig NEMA and 3.9-41.2 ng/cig NPYR. N-Nitrosodiethylamine was not detected in mainstream smoke and N-nitrosopiperidine (less than 1.0 ng/cig) was detected in the smoke of four unfiltered cigarette brands. The five major non-volatile nitrosamines present in cigarette tobacco were 4-(N-nitroso-N-methylamino)butyric acid (not detected to 200 ng/cig), N-nitrosopipecolic acid (not detected to 670 ng/cig), N-nitrososarcosine (22-460 ng/cig), 3-(N-nitroso-N-methylamino)propionic acid (110-4990 ng/cig) and N-nitrosoproline (580-15000 ng/cig). The tobacco-specific nitrosamines N-nitrosoanabasine and N-nitrosoanatabine were found at levels of 270-2330 ng/cig and 18-205 ng/cig in cigarette tobacco and mainstream smoke respectively. N-Nitrosonornicotine was present at 400-5340 ng/cig and 19-855 ng/cig in cigarette tobacco and mainstream smoke respectively. 4-(N-Nitrosomethyl-amino)-1-(3-pyridyl)-1-butanone concentrations of 100-960 ng/cig and 21-470 ng/cig in cigarette tobacco and mainstream smoke were determined. 4-(N-Nitrosomethyl-amino)-4-(3-pyridyl)-1-butanol (iso-NNAL) was detected in four dark (French) tobacco unfiltered cigarettes at a concentration range of 140-240 ng/cig and 5-11 ng/cig in the corresponding mainstream smoke. For non-filter cigarettes, a transfer rate of 3.4-4.6% for iso-NNAL was calculated.
authors.affiliation: Institute of Toxicology and Chemotherapy, German Cancer Research Center, Heidelberg.
authors.forename: A R
authors.initials: AR
authors.lastname: Tricker
authors.forename: C
authors.initials: C
authors.lastname: Ditrich
authors.forename: R
authors.initials: R
authors.lastname: Preussmann
mesh_terms: D005860:Germany, West; D009566:Nitrates / Q000032:analysis; D009602:Nitrosamines / Q000032:analysis; D009603:Nitroso Compounds / Q000032:analysis*; D010947:Plants, Toxic; D012906:Smoke / Q000032:analysis*; D014026:Nicotiana / Q000032:analysis*
chemical_list: D009566:Nitrates; D009602:Nitrosamines; D009603:Nitroso Compounds; D012906:Smoke; C051577:4-(methylnitrosoamino)-4-(3-pyridyl)-1-butanol