Formation of Dihydroxybenzenes in Cigarette Smoke. Part 2. Contribution from Quinic Acid and Myo-Inositol

1. Carmella, S.G., S.S. Hecht, T.C. Tso, and D. Hoffmann: Roles of tobacco cellulose, sugars and chlorogenic acid as precursors to catechol in cigarette smoke; J. Agric. Food Chem. 32 (1984) 267–273.Search in Google Scholar

2. Schlotzhauer, W.S., M.E. Snook, O.T. Chortyk, and R.L. Wilson: Pyrolytic evaluation of low chlorogenic acid tobaccos in the formation of the tobacco smoke co-carcinogen catechol; J. Anal. Appl. Pyrol. 22 (1992) 231–238.Search in Google Scholar

3. Schlotzhauer, W.S. and O.T. Chortyk: Pyrolytic stud-ies on the origin of phenolic compounds in tobacco smoke; Tob. Sci. 25 (1981) 6–10.Search in Google Scholar

4. McGrath, T.E., A.P. Brown, N.K. Meruva, and W.G. Chan: Phenolic compound formation from the low temperature pyrolysis of tobacco; J. Anal. Appl. Pyrol. 84 (2009) 170–178.Search in Google Scholar

5. Dyakonov, A.J., R.T. Walker, C.A. Brown, F.R. Perini, D.S. Passer, J. Guan, and E.A. Robinson: Stud-ies of the Formation of Smoke Phenols; Beitr. Tabakforsch. Int. 23 (2008) 68–84.Search in Google Scholar

6. Davis, M.F., H.D. Mills, and S.C. Moldoveanu: For-mation of Dihydroxybenzenes in Cigarette Smoke. Part 1. Contribution from Chlorogenic Acid and Rutin; Beitr. Tabakforsch. Int. 25 (2012) 396–408.Search in Google Scholar

7. Baker, R.R. and L.J. Bishop: The pyrolysis of tobacco ingredients; J. Anal. Appl. Pyrol. 71 (2004) 223–311.10.1016/S0165-2370(03)00090-1Search in Google Scholar

8. Chouchane, S., J.B. Wooten, F.J. Tewes, A. Wittig, B.P. Müller, D. Veltel, and J. Diekmann: Involvement of semiquinone radicals in the in vitro cytotoxicity of cigarette mainstream smoke; Chem. Res. Toxicol. 19 (2006) 1602–1610.Search in Google Scholar

9. Gopalakrishna, R., Z.-H. Chen, and U. Gundimeda: Tobacco smoke tumor promoters, catechol and hydroquinone, induce oxidative regulation of protein kinase C and influence invasion and metastasis of lung carcinoma cells; Proc. Natl. Acad. Sci. 91 (1994) 12233–12237.Search in Google Scholar

10. Lau, S.S., T.J. Monks, J.I. Everitt, E. Kleymenova, and C.L. Walker: Carcinogenicity of a nephrotoxic metab-olite of the “nongenotoxic” carcinogen hydroquinone; Chem. Res. Toxicol. 14 (2001) 25–33.Search in Google Scholar

11. Swirsky Gold, L. (Ed.): The carcinogenic potency database (CPDB); available at http://potency. berkeley.edu/ (accessed March 2013)Search in Google Scholar

12. Liu, C., Y. DeGrandpré, A. Porter, A. Griffiths, K. McAdam, R. Voisine, F. Côté, and C. Proctor: The use of a novel tobacco treatment process to reduce toxicant yields in cigarette smoke; Food Chem. Toxicol. 49 (2011) 1904–1917.Search in Google Scholar

13. Moldoveanu, S.C.: Pyrolysis of organic molecules with applications to health and environmental issues; Elsevier, Amsterdam, The Netherlands, 2010, pp. 291–293 and 498–503.Search in Google Scholar

14. Moldoveanu, S.C. and M.F. Davis: Analysis of Quinic Acid and of myo-Inositol in Tobacco; Beitr. Tabakforsch. Int. 25 (2012) 498–506.Search in Google Scholar

15. International Organisation for Standardisation (ISO): International Standard ISO 3308:1991 (E). Routine analytical cigarette smoking machine - definitions and standard conditions. ISO, Geneva, Switzerland, 1991.Search in Google Scholar

16. International Organisation for Standardisation (ISO): International Standard ISO 4387:1991 (E) Cigarette -Determination of total and nicotine free dry particulate matter using a routine analytical smoking machine. ISO, Geneva, Switzerland, 1991.Search in Google Scholar

17. Moldoveanu, S.C. and M. Kiser: Gas chromatogra-phy/mass spectrometry versus liquid chromatography/ fluorescence detection in the analysis of phenols in mainstream cigarette smoke; J. Chromatogr. A 1141 (2007) 90–97.Search in Google Scholar

18. Moldoveanu, S.C.: Analytical pyrolysis of natural or-ganic polymers; Elsevier, Amsterdam, 1998, pp. 53–54.Search in Google Scholar

19. Jenkins Jr., R.W., R.H. Newman, and M.K. Chavis: Cigarette Smoke Formation Studies. II. Smoke Distri-bution and Mainstream Pyrolytic Composition of Added ¹⁴C-menthol (U); Beitr. Tabakforsch. 5 (1970) 299–301.Search in Google Scholar

20. Moldoveanu, S.C.: Pyrolysis of organic molecules with applications to health and environmental issues; Elsevier, Amsterdam, 2010 pp. 298–305.Search in Google Scholar

21. Stotesbury, S.J., H. Digard, L.J. Willoughby, and A. Couch: The Pyrolysis of Tobacco Additives As A Means of Predicting Their Behavior in A Burning Cig-arette; Beitr. Tabakforsch. Int. 18 (1999) 147–163.Search in Google Scholar

22. De Smet, R., J. Van Kaer, B. Van Vlem, A. De Cubber, P. Brunet, N. Lamaire, and R. Vanholder: Toxicity of free p-cresol: A prospective and cross-sectional analysis; Clin. Chem. 49 (2003) 470–478.Search in Google Scholar

23. Molinari, E.: The occurrence of phenols in tobacco smoke [Über das Auftreten von Phenolen im Tabakrauch]; Fachl. Mitt. Österr. Tabakregie 3 (1936) 14–16.Search in Google Scholar