Study on the Chemical Composition of the Mainstream Cherry-red Tobacco Smoke

被引:3
作者
Li, Yong [1 ]
Pang, Tao [1 ]
Zhang, Yihan [1 ]
Shi, Junli [1 ]
Song, Zhongbang [1 ]
Xu, Zhaoli [1 ]
机构
[1] Yunnan Acad Tobacco Sci, Dept Tobacco Chem, Kunming 650021, Peoples R China
关键词
Cherry-red tobacco; smoke; chemical constitution; nornicotine; 3-ethylpyridine; tobacco-specific nitrosamines; NORNICOTINE; CONVERSION; NICOTINE; NITROSAMINES; PYROLYSIS; PRODUCTS; GLUCOSE;
D O I
10.2174/0115734110280007240110042158
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
Introduction Cherry-red tobacco is a flue-cured variant that possesses a distinctive "sticky rice" flavor, which is highly valued by the tobacco industry. However, the value of cherry-red tobacco is dubious due to the possible health risks associated with tobacco-specific nitrosamines (TSNAs).Objective This study aimed to investigate the chemical origin of the "sticky rice" flavor and to assess the potential health hazards of TSNAs.Methods An optimized untargeted analysis with gas chromatography-mass spectrometry and a targeted analysis with liquid chromatography-tandem mass spectrometry were conducted.Result Over one hundred compounds were identified and quantified. Cherry-red tobacco and the normal control showed significant differences in forty-three of these compounds. Pyridine alkaloids and their derivatives constituted the main difference. Nornicotine, a demethylated product of nicotine in cherry-red tobacco, was confirmed to be pyrolyzed to 3-ethylpyridine, 3-methylpyridine, and other homologues, and transferred to the smoke during smoking. The smoke of cherry-red tobacco was found to contain much higher levels of N'-nitrosonornicotine, a TSNA derived from nornicotine, than that of normal flue-cured tobacco, while the levels of the other detected TSNAs were lower. The two types of tobacco had similar total amounts of the four TSNAs.Conclusion The pyrolysis of nornicotine into 3-ethylpyridine and its homologues during smoking may be the main cause of the "sticky rice" flavor of cherry-red tobacco. The level of TSNAs does not reflect the difference in health risk between cherry-red tobacco and the control.
引用
收藏
页码:115 / 124
页数:10
相关论文
共 28 条
[1]  
Balasubrahmanyam S.N., 1962, TOBACCO SCI, V6, P135
[2]   CYP82E4-mediated nicotine to nornicotine conversion in tobacco is regulated by a senescence-specific signaling pathway [J].
Chakrabarti, Manohar ;
Bowen, Steven W. ;
Coleman, Nicholas P. ;
Meekins, Karen M. ;
Dewey, Ralph E. ;
Siminszky, Balazs .
PLANT MOLECULAR BIOLOGY, 2008, 66 (04) :415-427
[3]   Inactivation of the cytochrome P450 gene CYP82E2 by degenerative mutations was a key event in the evolution of the alkaloid profile of modern tobacco [J].
Chakrabarti, Manohar ;
Meekins, Karen M. ;
Gavilano, Lily B. ;
Siminszky, Balazs .
NEW PHYTOLOGIST, 2007, 175 (03) :565-574
[4]   Analysis of the volatile components emitted from cut tobacco processing by gas chromatography/mass spectrometry thermal desorption system [J].
Gao, Qiang ;
Sha, Yunfei ;
Wu, Da ;
Liu, Baizhan ;
Chen, Chaoying ;
Fang, Dingye .
TALANTA, 2012, 101 :198-202
[5]  
Gong C., 2006, INTRO 3 STAGES CURIN
[6]   CONVERSION OF NICOTINE TO NORNICOTINE IN GRAFTS BETWEEN CHERRY-RED TOBACCO AND RELATED MATERIALS [J].
HALL, JL ;
WEYBREW, JA ;
MANN, TJ .
PLANT PHYSIOLOGY, 1965, 40 (01) :45-&
[7]   A sensitive method for the determination of tobacco-specific nitrosamines in mainstream and sidestream smokes of combustion cigarettes and heated tobacco products by online in-tube solid-phase microextraction coupled with liquid chromatography-tandem mass spectrometry [J].
Ishizaki, Atsushi ;
Kataoka, Hiroyuki .
ANALYTICA CHIMICA ACTA, 2019, 1075 :98-105
[8]   Glucose to 5-Hydroxymethylfurfural: Origin of Site-Selectivity Resolved by Machine Learning Based Reaction Sampling [J].
Kang, Pei-Lin ;
Shang, Cheng ;
Liuo, Zhi-Pan .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2019, 141 (51) :20525-20536
[9]   GMD@CSB.DB:: the Golm Metabolome Database [J].
Kopka, J ;
Schauer, N ;
Krueger, S ;
Birkemeyer, C ;
Usadel, B ;
Bergmüller, E ;
Dörmann, P ;
Weckwerth, W ;
Gibon, Y ;
Stitt, M ;
Willmitzer, L ;
Fernie, AR ;
Steinhauser, D .
BIOINFORMATICS, 2005, 21 (08) :1635-1638
[10]  
Lai ZJ, 2018, NAT METHODS, V15, P53, DOI [10.1038/NMETH.4512, 10.1038/nmeth.4512]