Factors influencing the norharman and harman contents in espresso coffee

Journal of Agricultural and Food Chemistry

Volumn 55, Issue 5, 2007, Pages 1832-1838

  Alves, Rita C ^a   Casal, Susana ^a   Oliveira, Beatriz P P ^a  

^a UNIVERSITY OF PORTO   (Portugal)

Author keywords

carbolines; Arabica; Coffee brews; Espresso coffee; Harman; Norharman; Robusta

Indexed keywords

BETA CARBOLINE; DRUG DERIVATIVE; HARMAN; HARMINE; MUTAGENIC AGENT; NEUROTOXIN;

ARTICLE; CHEMISTRY; COFFEE; FOOD HANDLING; HEAT; METHODOLOGY; PLANT SEED; PRESSURE; SPECIES DIFFERENCE; TIME;

COFFEA; COFFEE; FOOD HANDLING; HARMINE; HEAT; MUTAGENS; NEUROTOXINS; PRESSURE; SEEDS; SPECIES SPECIFICITY; TIME FACTORS;

COFFEA ARABICA;

EID: 33947591848     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf063128u     Document Type: Article

References (34)

1. Petracco, M. Technology IV: beverage preparation: brewing trends for the new millennium. In Coffee: Recent Developments, 1st ed.; Clarke, R. J., Vitzthum, O. G., Eds.; World Agriculture Series: Cornwall, U.K., 2001; pp 140-164.
2. Illy, A.; Viani, R. Espresso Coffee: The Chemistry of Quality; Illy, A., Viani, R., Eds.; Academic Press: London, U.K., 1995.
3. Maeztu, L.; Anduenza, S.; Ibáñez, C.; De Peña, M. P.; Bello, J.; Cid, C. Multivariate methods for characterization and classification of espresso coffees from different botanical varieties and types of roast by foam, taste and mouthfeel. J. Agric. Food Chem. 2001, 49, 4743-4747.
4. Anduenza, S.; Maeztu, L.; Dean, B.; De Peña, M. P.; Bello, J.; Cid, C. Influence of water pressure on the final quality of arabica espresso coffee. Application of multivariate analysis. J. Agric. Food Chem. 2002, 50, 7426-7431.
5. Anduenza, S.; De Peña, M. P.; Cid, C. Chemical and sensorial characteristics of espresso coffee as affected by grinding and torrefacto roast. J. Agric. Food Chem. 2003, 51, 7034-7039.
6. Anduenza, S.; Maeztu, L.; Pascual, L.; Ibáñez, C.; De Peña, M. P.; Cid, C. Influence of extraction temperature on the final quality of espresso coffee. J. Sci. Food Agric. 2003, 83, 240-248.
7. Nunes, F. M.; Coimbra, M. A.; Duarte, A. C; Delgadillo, I. Foamability foam stability, and chemical composition of espresso coffee as affected by the degree of roast. J. Agric. Food Chem. 1997, 45, 3238-3243.
8. Herraiz, T. Identification and occurrence of the bioactive β-carboline norharman and harman in coffee brews. Food Addit. Contam. 2002, 19, 748-754.
9. Herraiz, T.; Chaparro, C. Human monoamine oxidase enzyme inhibition by coffee and β-carbolines norharman and harman isolated from coffee. Life Sci. 2006, 78, 795-802.
10. Tsuchiya, H.; Hayashi, H.; Sato, M.; Shimizu, H.; Iinuma, M. Quantitative analysis of all types of β-carboline alkaloids in medicinal plants and dried edible plants by high performance liquid chromatography with selective fluorometric detection. Phytochem. Anal. 1999, 10, 247-253.
11. Pfau, W.; Skog, K. Exposure to β-carbolines norharman and harman. J. Chromatogr. B 2004, 802, 115-126.
12. Herraiz, T. Relative exposure to β-carbolines norharman and harman from foods and tobacco smoke. Food Addit. Contam. 2004, 21, 1041-1050.
13. Balon, M.; Guardado, P.; Munoz, M. A.; Carmona, C. A spectroscopic study of the hydrogen bonding and π-π stacking interactions of harmane with quinoline. Biospectroscopy 1998, 4, 185-195.
14. Fekkes, D.; Tuiten, A.; Bom, I.; Pepplinkhuizen, L. Tryptophan: a precursor for the endogenous synthesis of norharman in man. Neurosci. Lett. 2001, 303, 145-148.
15. Herraiz, T. Tetrahydro-β-carboline-3-carboxylic acid compounds in fish and meat: possible precursors of co-mutagenic β-carbolines norharman and harman in cooked foods. Food Addit. Contam. 2000, 17, 859-866.
16. Totsuka, Y.; Takamura-Enya, T.; Nishigaki, R.; Sugimura, T.; Wakabayashi, K. Mutagens formed from β-carbolines with aromatic amines. J. Chromatogr. B 2004, 802, 135-141.
17. Yamashita, K.; Ohgaki, H.; Wakabayashi, K.; Nagao, M.; Sugimura, T. DNA adducts formed by the comutagens harman and norharman in various tissues of mice. Cancer Lett. 1988, 42, 179-183.
18. Stohler, R.; Rommelspacher, H.; Ladewig, D. The role of β-carbolines (harman/norharman) in heroin addicts. Eur. Psychiatry 1995, 10, 56-58.
19. Aricioglu, F.; Altunbas, H. Harmane induces anxiolysis and antidepressant-like effects in rats. Ann. N.Y. Acad. Sci. 2003, 1009, 196-201.
20. Shi, C.-C.; Chen, S.-Y.; Wang, G.-J.; Liao, J.-F.; Chen, C.-F. Vasorelaxant effect of harman. Eur. J. Pharmacol. 2000, 390, 319-325.
21. Ishida, J.; Wang, H.-K.; Oyama, M.; Cosentino, M. L.; Hu, C.-Q.; Lee, K.-H. Anti-AIDS agents. 46. Anti-HIV activity of harman, an anti-HIV principle from Symplocos setchuensis, and its derivatives. J. Nat. Prod. 2001, 64, 958-960.
22. Aricioglu, F.; Korcegez, E.; Ozyalcin, S. Effect of harmane on mononeuropathic pain in rats. Ann. N. Y. Acad. Sci. 2003, 1009, 180-184.
23. Aricioglu-Kartal, F.; Kayir, H.; Tayfun Uzbay, I. Effects of harman and harmine on naloxone-precipitated withdrawal syndrome in morphine-dependent rats. Life Sci. 2003, 73, 2363-2371.
24. Cooper, E. J.; Hudson, A. L.; Parker, C. A.; Morgan, N. G. Effects of the β-carbolines, harmane and pinoline, on insulin secretion from isolated human islets of Langerhans. Eur. J. Pharmacol. 2003, 482, 189-196.
25. Kuhn, W.; Muller, T.; Grosse, H.; Rommelspacher, H. Elevated levels of harman and norharman in cerebrospinal fluid of parkinsonian patients. J. Neural Transm. 1996, 103, 1435-1440.
26. Matsubara, K.; Gonda, T.; Sawada, H.; Uezono, T.; Kobayashi, Y.; Kawamura, T.; Ohtaki, K.-I.; Kimura, K.; Akaike, A. Endogenously occurring β-carboline induces parkinsonism in nonprimate animals: a possible causative protoxin in idiopathic Parkinson's disease. J. Neurochem. 1998, 70, 727-735.
27. Guan, Y.; Louis, E. D.; Zheng, W. Toxicokinetics of tremorogenic natural products, harmane and harmine, in male Sprague-Dawley rats. J. Toxicol. Environ. Health 2001, 64, 645-660.
28. Tan, E. K.; Tan, C.; Fook-Chong, S. M.; Lum, S. Y.; Chai, A.; Chung, H.; Shen, H.; Zhao, Y.; Teoh, M. L.; Yih, Y.; Pavanni, R.; Chandran, V. R.; Wong, M. C. Dose-dependent protective effect of coffee, tea, and smoking in Parkinson's disease: a study in ethnic Chinese. J. Neurol. Sci. 2003, 216, 163-167.
29. Clarke, R. J. Roasting and grinding. In Coffee: Technology, 2nd ed.; Clarke, R. J., Macrae, R., Eds.; Elsevier Applied Science: Great Yarmouth, U. K., 1989; Vol. 2, pp 73-107.
30. Navarini, L.; Cappucio, R.; Suggi-Liverani, F.; Illy, A. Espresso coffee beverage: classification of texture terms. J. Text. Stud. 2004, 35, 525-541.
31. Banks, M.; McFadden, C.; Atkinson, C. The World Encyclopedia of Coffee; Lorenz Books: London, U.K., 1999.
32. Viani, R. Physiological effects. In Encyclopedia of Food Sciences and Nutrition, 2nd ed.; Caballero, B., Trugo, L. C., Finglas, P. M., Eds.; Academic Press: Oxford, U.K., 2003; Vol. 8, pp 1511-1516.
33. Gomes, A. F. R. Caracterização do teor de norarmana e harmana em cafés verdes e torrados M.S. Thesis, Oporto University, Portugal, 2006.
34. Casal, S.; Alves, M. R.; Mendes, E.; Oliveira, M. B.; Ferreira, M. A. Discrimination between arabica and robusta coffee species on the basis of their amino acid enantiomers. J. Agric. Food Chem. 2003, 51, 6495-6501.