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Lignan and isoflavonoid concentrations in tea and coffee

Published online by Cambridge University Press:  09 March 2007

W. M. Mazur
Affiliation:
Department of Clinical Chemistry, University of Helsinki and Folkhälsan Research Center, PO Box 60, FIN-00014 Helsinki, Finland
K. Wähälä
Affiliation:
Department of Chemistry, PO Box 55, FIN-00014 Helsinki, Finland
S. Rasku
Affiliation:
Department of Chemistry, PO Box 55, FIN-00014 Helsinki, Finland
A. Salakka
Affiliation:
Department of Chemistry, PO Box 55, FIN-00014 Helsinki, Finland
T. Hase
Affiliation:
Department of Chemistry, PO Box 55, FIN-00014 Helsinki, Finland
H. Adlercreutz*
Affiliation:
Department of Clinical Chemistry, University of Helsinki and Folkhälsan Research Center, PO Box 60, FIN-00014 Helsinki, Finland
*
*Corresponding author:Professor Herman Adlercreutz, fax +358 9 615 85 633; email [email protected]
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Abstract

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Tea is a beverage consumed widely throughout the world. The existence in tea of chemopreventing compounds possessing antimutagenic, anticarcinogenic and antioxidative properties has been reported. High intakes of tea and foods containing flavonoids have recently been shown to be negatively correlated to the occurrence of CHD. However, tea may contain other compounds with similar activities. Using a new gas chromatographic–mass spectrometric method we measured lignans and isoflavonoids in samples of twenty commercial teas (black, green and red varieties) and, for comparison, six coffees. Both unbrewed and brewed tea were investigated. The analysis of the teas yielded relatively high levels of the lignans secoisolariciresinol (5.6–28.9 mg/kg; 15.9–81.9 μmol/kg) and matairesinol (0.56–4.13 mg/kg; 1.6–11.5 μmol/kg) but only low levels of isoflavonoids. Because the plant lignans, as well as their mammalian metabolites enterolactone and enterodiol, have antioxidative properties and these mammalian lignans occur in high concentrations in plasma, we hypothesize that lignan polyphenols may contribute to the protective effect of tea on CHD.

Type
Human and Clinical Nutrition
Copyright
Copyright © The Nutrition Society 1998

References

Adlercreutz, H (1990) Western diet and Western diseases: some hormonal and biochemical mechanisms and associations. Scandinavian Journal of Clinical and Laboratory Investigation 50, Suppl. 201, 323.CrossRefGoogle Scholar
Adlercreutz, H, Carson, M, Palotie, A, Booms, S, Loukovaara, M, Mäkelä, T, Wähälä, K, Brunow, G & Hase, T (1993 a) Lignans and isoflavonoids of dietary origin and hormone-dependent cancer. In Food and Cancer Prevention: Chemical and Biological Aspects, pp. 349352 [Waldron, Johnson KW IT, Fenwick, GR, editors]. Cambridge: The Royal Society of Chemistry.Google Scholar
Adlercreutz, H, Fotsis, T, Bannwart, C, Wähälä, K, Brunow, G & Hase, T (1991) Isotope dilution gas chromatographic–mass spectrometric method for the determination of lignans and isoflavonoids in human urine, including identification of genistein. Clinica Chimica Acta 199, 263278.CrossRefGoogle ScholarPubMed
Adlercreutz, H, Fotsis, T, Heikkinen, R, Dwyer, JT, Woods, M, Goldin, BR & Gorbach, SL (1982) Excretion of the lignans enterolactone and enterodiol and of equol in omnivorous and vegetarian women and in women with breast cancer. Lancet 2, 12951299.CrossRefGoogle ScholarPubMed
Adlercreutz, H, Markkanen, H & Watanabe, S (1993 b) Plasma concentrations of phyto-oestrogens in Japanese men. Lancet 342, 12091210.CrossRefGoogle ScholarPubMed
Adlercreutz, H & Mazur, W (1997) Phytoestrogens and Western diseases (review). Annals of Medicine 29, 95120.CrossRefGoogle Scholar
Ayres, DC & Loike, JD (1990) Lignans. Chemical, Biological and Clinical Properties. Cambridge: Cambridge University Press.CrossRefGoogle Scholar
Brown, CA, Bolton-Smith, C, Woodward, M & Tunstall-Pedoe, H (1993) Coffee and tea consumption and the prevalence of coronary heart disease in men and women: results from the Scottish heart study. Journal of Epidemiology and Community Health 47, 171175.CrossRefGoogle Scholar
Clarkson, TB, Anthony, MS & Hughes, CL (1995) Estrogenic soybean isoflavones and chronic disease – risks and benefits. Trends in Endocrinology and Metabolism 6, 1116.CrossRefGoogle ScholarPubMed
Fauré, M, Lissi, E, Torres, R & Videla, LA (1990) Antioxidant activities of lignans and flavonoids. Phytochemistry 29, 37733775.CrossRefGoogle Scholar
Finlay, EMH, Wilson, DW, Adlercreutz, H & Griffiths, K (1991) The identification and measurement of ‘phyto-oestrogens’ in human saliva, plasma, breast aspirate or cyst fluid, and prostatic fluid using gas chromatography–mass spectrometry. Journal of Endocrinology 129, Suppl., 49 Abstr.Google Scholar
Fotsis, T & Adlercreutz, H (1987) The multicomponent analysis of estrogens in urine by ion exchange chromatography and GC-MS-I. Quantitation of estrogens after initial hydrolysis of conjugates. Journal of Steroid Biochemistry 28, 203213.CrossRefGoogle ScholarPubMed
Gao, YT, Mclaughlin, JK, Blot, WJ, Ji, BT, Dai, Q & Fraumeni, JF (1994) Reduced risk of esophageal cancer associated with green tea consumption. Journal of the National Cancer Institute 86, 855858.CrossRefGoogle ScholarPubMed
Goldbohm, RA, Hertog, MGL, Brants, HAM, van Poppel, G & van den Brandt, PA (1996) Consumption of black tea and cancer risk: a prospective cohort study. Journal of the National Cancer Institute 88, 93100.CrossRefGoogle ScholarPubMed
Graham, HN (1992) Green tea composition, consumption, and polyphenol chemistry. Preventive Medicine 21, 334350.CrossRefGoogle ScholarPubMed
Green, MS & Harari, G (1992) Association of serum lipoproteins and health-related habits with coffee and tea consumption in free-living subjects examined in the Israeli CORDIS study. Preventive Medicine 21, 532545.CrossRefGoogle ScholarPubMed
Gugler, R, Leschik, M & Dengler, HJ (1975) Disposition of quercetin in man after single oral and intravenous doses. European Journal of Clinical Pharmacology 9, 229234.CrossRefGoogle ScholarPubMed
Heilbrun, LK, Nomura, A & Stemmermann, GN (1986) Black tea consumption and cancer risk: a prospective study. British Journal of Cancer 54, 677683.CrossRefGoogle ScholarPubMed
Hertog, MGL, Feskens, EJM, Hollman, PCH, Katan, MB & Kromhout, D (1993 a) Dietary antioxidant flavonoids and risk of coronary heart disease – the Zutphen elderly study. Lancet 342, 10071011.CrossRefGoogle ScholarPubMed
Hertog, MGL, Hollman, PCH & Vandeputte, B (1993 b) Content of potentially anticarcinogenic flavonoids of tea infusions, wines, and fruit juices. Journal of Agriculture and Food Chemistry 41, 12421246.CrossRefGoogle Scholar
Hirose, M, Hoshiya, T, Akagi, K, Takahashi, S, Hara, Y & Ito, N (1993) Effects of green tea catechins in a rat multi-organ carcinogenesis model. Carcinogenesis 14, 15491553.CrossRefGoogle Scholar
Ho, C-T, Chen, Q, Shi, H, Zhang, K-Q & Rosen, RT (1992) Antioxidative effect of polyphenol extract prepared from various Chinese teas. Preventive Medicine 21, 520525.CrossRefGoogle ScholarPubMed
Hollman, PCH, Devries, JHM, Vanleeuwen, SD, Mengelers, MJB & Katan, MB (1995) Absorption of dietary quercetin glycosides and quercetin in healthy ileostomy volunteers. American Journal of Clinical Nutrition 62, 12761282.CrossRefGoogle ScholarPubMed
Hollman, PCH, Gaag, MVD, Mengelers, MJB, Trijp, JMP, de Vries, JHM & Katan, MB (1996) Absorption and disposition kinetics of the dietary antioxidant quercetin in man. Free Radical Biology and Medicine 21, 703707.CrossRefGoogle ScholarPubMed
Horvat, RJ & Senter, SD (1980) A gas-liquid chromatographic method for analysis of phenolic acids in plants. Journal of Agriculture and Food Chemistry 28, 12921295.CrossRefGoogle Scholar
Hu, GZ, Han, C & Chen, J (1995) Inhibition of oncogene expression by green tea and (–)-epigallocatechin gallate in mice. Nutrition and Cancer 24, 203209.CrossRefGoogle ScholarPubMed
Imai, K & Nakachi, K (1995) Cross sectional study of effects of drinking green tea on cardiovascular and liver diseases. British Medical Journal 310, 693696.CrossRefGoogle ScholarPubMed
Jain, AK, Shimoi, K, Nakamura, Y, Kada, T, Hara, Y & Tomita, I (1989) Crude tea extracts decrease the mutagenic activity of N-methyl-N'-nitro-N-nitrosoguanidine in vitro and in intragastric tract of rats. Mutation Research 210, 18.CrossRefGoogle ScholarPubMed
Jordan, VC, Koch, R & Bain, RR (1985) Prolactin synthesis by cultured rat pituitary cells: an assay to study estrogens, antiestrogens and their metabolites in vitro. In Estrogens and the Environment II. Influences and Development, pp. 221234 [McLachlan, JA, editor]. New York: Elsevier.Google Scholar
Katiyar, SK, Agarwal, R, Wang, ZY, Bhatia, AK & Mukhtar, H (1992) (–)-Epigallocatechin-3-gallate in Camellia sinensis leaves from Himalayan region of Sikkim: inhibitory effects against biochemical events and tumor initiation in Sencar mouse skin. Nutrition and Cancer 18, 7383.CrossRefGoogle ScholarPubMed
Katiyar, SK & Mukhtar, H (1996) Tea in chemoprevention of cancer: epidemiologic and experimental studies (review). International Journal of Oncology 8, 221238.Google Scholar
Kinlen, LJ, Willows, AN, Goldblatt, P & Yudkin, J (1988) Tea consumption and cancer. British Journal of Cancer 58, 397401.CrossRefGoogle ScholarPubMed
Klaunig,, JE (1992) Chemopreventive effects of green tea components on hepatic carcinogenesis. Preventive Medicine 21, 510519.CrossRefGoogle ScholarPubMed
Kohlmeier, L, Weterings, KGC, Steck, S & Kok, FJ (1997) Tea and cancer prevention: an evaluation of the epidemiologic literature. Nutrition and Cancer 27, 113.CrossRefGoogle ScholarPubMed
Kono, S (1992) Green tea and colon cancer. Japanese Journal of Cancer Research 83, 669.CrossRefGoogle ScholarPubMed
La, Vecchia C, Negri, E, Franceschi, S, Davanzo, B & Boyle, P (1992) Tea consumption and cancer risk. Nutrition and Cancer 17, 2731.Google Scholar
Lee, M-J, Wang, Z-Y, Li, H, Chen, L, Sun, Y, Gobbo, S, Balentine, DA & Yang, CS (1995) Analysis of plasma and urinary tea polyphenols in human subjects. Cancer Epidemiology, Bio-markers and Prevention 4, 393399.Google ScholarPubMed
Mazur, W, Fotsis, T, Wähälä, K, Ojala, S, Salakka, A & Adlercreutz, H (1996) Isotope dilution gas chromatographic-mass spectrometric method for the determination of isoflavonoids, coumestrol, and lignans in food samples. Analytical Biochemistry 233, 169180.CrossRefGoogle ScholarPubMed
Morton, MS, Matosferreira, A, Abranchesmonteiro, L, Correia, R, Blacklock, N, Chan, PSF, Cheng, C, Lloyd, S, Chiehping, W & Griffiths, K (1997) Measurement and metabolism of isoflavo- noids and lignans in the human male. Cancer Letters 114, 145151.CrossRefGoogle Scholar
Mousavi, Y & Adlercreutz, H (1992) Enterolactone and estradiol inhibit each other's proliferative effect on MCF-7 breast cancer cells in culture. Journal of Steroid Biochemistry and Molecular Biology 41, 615619.CrossRefGoogle ScholarPubMed
Mukhtar, H, Wang, ZY, Katiyar, SK & Agarwal, R (1992) Tea components: antimutagenic and anticarcinogenic effects. Preventive Medicine 21, 351360.CrossRefGoogle ScholarPubMed
Myara, I, Pico, I, Vedie, B & Moatti, N (1993) A method to screen for the antioxidant effect of compounds on low-density lipoprotein (LDL) – illustration with flavonoids. Journal of Pharmacological and Toxicological Methods 30, 6973.CrossRefGoogle ScholarPubMed
Nagao, M, Morita, N, Yahagi, T, Shimizu, M, Kuroyanagi, M, Fukuoka,, M, Yoshihira,, K, Natori,, S, Fujino,, T & Sugimura,, T (1981) Mutagenicities of 61 flavonoids and 11 related compounds. Environmental Mutagenesis 3, 401419.CrossRefGoogle ScholarPubMed
Nagao, M, Takahashi, Y, Yamanaka, H & Sugimur, T (1979) Mutagens in coffee and tea. Mutation Research 68, 101106.CrossRefGoogle ScholarPubMed
Nanjo, F, Honda, M, Okishio, K, Matsumoto, N, Ishigaki, F, Ishigami, T & Hara, Y (1993) Effects of dietary tea catechins on alpha-tocopherol levels, lipid peroxidation, and erythrocyte deformability in rats fed on high palm oil and perilla oil diets. Biological and Pharmaceutical Bulletin 16, 11561159.CrossRefGoogle ScholarPubMed
Paganga, G & Rice-Evans, CA (1997) The identification of flavonoids as glycosides in human plasma. FEBS Letters 401, 7882.CrossRefGoogle ScholarPubMed
Sano, M, Takahashi, Y, Yoshino, K, Shimoi, K, Nakamura, Y, Tomita, I, Oguni, I & Konomoto, H (1995) Effect of tea (Camellia sinensis 1) on lipid peroxidation in rat liver and kidney: a comparison of green and black tea feeding. Biological and Pharmaceutical Bulletin 18, 10061008.CrossRefGoogle Scholar
Setchell, KDR, Lawson, A M, Borriello, SP, Harkness, R, Gordon, H, Morgan, DML, Kirk, DN, Adlercreutz, H, Anderson, LC & Axelson, M (1981) Lignan formation in man – microbial involvement and possible roles in relation to cancer. Lancet 2, 47.CrossRefGoogle ScholarPubMed
Stehle, G, Hinohara, S, Cremer, P, Feng, Z, Bernhardt, R, Goto, Y, Seidel, D, Heene, DL & Schettler, G (1991) Differences in the risk factor patterns for coronary heart disease in China, Japan, and Germany. Klinische Wochenschrift 69, 629632.CrossRefGoogle Scholar
Stensvold, I, Tverdal, A, Solvoll, K & Foss, OP (1992) Tea consumption. Relationship to cholesterol, blood pressure, and coronary and total mortality. Preventive Medicine 21, 546553.CrossRefGoogle ScholarPubMed
Stich, HF (1991) The beneficial and hazardous effects of simple phenolic compounds. Mutation Research 259, 307324.CrossRefGoogle ScholarPubMed
Stich, HF (1992) Teas and tea components as inhibitors of carcinogen formation in model systems and man. Preventive Medicine 21, 377384.CrossRefGoogle ScholarPubMed
Vinson, JA, Dabbagh, YA, Serry, MM & Jang, JH (1995) Plant flavonoids, especially tea flavonols, are powerful antioxidants using an in vitro oxidation model for heart disease. Journal of Agricultural and Food Chemistry 43, 28002802.CrossRefGoogle Scholar
Wang, ZY, Agarwal, R, Khan, WA & Mukhtar, H (1992) Protection against benzo[a]pyrene- and N-nitrososdiethylamine-induced lung and forestomach tumorigenesis in A/J mice by water extracts of green tea and licorice. Carcinogenesis 13, 14911494.CrossRefGoogle Scholar
Wang, ZY, Cheng, SJ, Zhou, ZC, Athar, M, Khan, WA, Bickers, DR & Mukhtar, A (1989) Antimutagenic activity of green tea polyphenols. Mutation Research 223, 273285.CrossRefGoogle ScholarPubMed
Wang, ZY, Huang, MT, Lou, YR, Xie, JG, Reuhl, KR, Newmark, HL, Ho, CT, Yang, CS & Conney, AH (1994) Inhibitory effects of black tea, green tea, decaffeinated black tea, and decaffeinated green tea on ultraviolet b light-induced skin carcinogenesis in 7,12-dimethylbenz[a]anthracene-initiated SKH-1 mice. Cancer Research 54, 34283435.Google Scholar
Waters, AP & Knowler, JT (1982) Effect of a lignan (HPMF) on RNA synthesis in the rat uterus. Journal of Reproduction and Fertility 66, 379381.CrossRefGoogle ScholarPubMed
Welshons, WV, Murphy, CS, Koch, R, Calaf, G & Jordan, VC (1987) Stimulation of breast cancer cells in vitro by the environmental estrogen enterolactone and the phytoestrogen equol. Breast Cancer Research and Treatment 10, 169175.CrossRefGoogle ScholarPubMed
Yoshino, K, Hara, Y, Sano, M & Tomita, I (1994) Antioxidative effects of black tea theaflavins and thearubigin on lipid peroxidation of rat liver homogenates induced by tert-butyl hydroperoxide. Biological and Pharmaceutical Bulletin 17, 146149.CrossRefGoogle ScholarPubMed
Young, W, Hotovec, RL & Romero, AG (1967) Tea and atherosclerosis. Nature 216, 10151016.CrossRefGoogle ScholarPubMed