The activity of catechol-O-methyltransferase (COMT) is not impaired by high doses of epigallocatechin-3-gallate (EGCG) in vivo

European Journal of Pharmacology

Volumn 740, Issue , 2014, Pages 645-651

  Lorenz, Mario ^a,d   Paul, Friedemann ^a   Moobed, Minoo ^a   Baumann, Gert ^a   Zimmermann, Benno F ^b,c   Stangl, Karl ^a   Stangl, Verena ^a,d  

^a CHARITÉ UNIVERSITÄTSMEDIZIN BERLIN   (Germany)

^b UNIVERSITY OF BONN   (Germany)

^c Institut Prof Dr Georg Kurz GmbH   (Germany)

^d DZHK GERMAN CENTRE FOR CARDIOVASCULAR RESEARCH   (Germany)

Author keywords

COMT; EGCG; Enzyme activity; Erythrocytes; SNP

Indexed keywords

CATECHOL METHYLTRANSFERASE; EPIGALLOCATECHIN GALLATE; METHIONINE; VALINE; CATECHIN; COMT PROTEIN, HUMAN;

AMINO ACID SUBSTITUTION; ARTICLE; DRUG BLOOD LEVEL; DRUG MEGADOSE; ENZYME ACTIVITY; ENZYME SUBSTRATE; ERYTHROCYTE; FEMALE; GENE MUTATION; HUMAN; HUMAN CELL; HUMAN EXPERIMENT; IN VIVO STUDY; MALE; NORMAL HUMAN; SINGLE NUCLEOTIDE POLYMORPHISM; ANALOGS AND DERIVATIVES; BLOOD; CELL CULTURE; CLINICAL TRIAL; DRUG EFFECTS; ENZYMOLOGY; GENE FREQUENCY; GENETICS; GENOTYPE; METABOLISM;

CATECHIN; CATECHOL O-METHYLTRANSFERASE; CELLS, CULTURED; ERYTHROCYTES; FEMALE; GENE FREQUENCY; GENOTYPE; HUMANS; MALE; POLYMORPHISM, SINGLE NUCLEOTIDE;

EID: 84919461856     PISSN: 00142999     EISSN: 18790712     Source Type: Journal    
DOI: 10.1016/j.ejphar.2014.06.014     Document Type: Article

References (40)

1. A.L. Brown, J. Lane, C. Holyoak, B. Nicol, A.E. Mayes, and T. Dadd Health effects of green tea catechins in overweight and obese men: a randomised controlled cross-over trial Br. J. Nutr. 106 2011 1880 1889
2. D. Chen, C.Y. Wang, J.D. Lambert, N. Ai, W.J. Welsh, and C.S. Yang Inhibition of human liver catechol-O-methyltransferase by tea catechins and their metabolites: structure-activity relationship and molecular-modeling studies Biochem. Pharmacol. 69 2005 1523 1531
3. M.N. Clifford, J.J. van der Hooft, and A. Crozier Human studies on the absorption, distribution, metabolism, and excretion of tea polyphenols Am. J. Clin. Nutr. 98 2013 1619S 1630S (Suppl)
4. J.M. de Koning Gans, C.S. Uiterwaal, Y.T. van der Schouw, J.M. Boer, D.E. Grobbee, W.M. Verschuren, and J.W. Beulens Tea and coffee consumption and cardiovascular morbidity and mortality Arterioscler. Thromb. Vasc. Biol. 30 2010 1665 1671
5. L. Diatchenko, G.D. Slade, A.G. Nackley, K. Bhalang, A. Sigurdsson, I. Belfer, D. Goldman, K. Xu, S.A. Shabalina, D. Shagin, M.B. Max, S.S. Makarov, and W. Maixner Genetic basis for individual variations in pain perception and the development of a chronic pain condition Hum. Mol. Genet. 14 2005 135 143
6. K. Haasio Toxicology and safety of COMT inhibitors Int. Rev. Neurobiol. 95 2010 163 189
7. J.M. Hodgson, I.B. Puddey, V. Burke, and K.D. Croft Is reversal of endothelial dysfunction by tea related to flavonoid metabolism? Br. J. Nutr. 95 2006 14 17
8. M. Inoue-Choi, J.M. Yuan, C.S. Yang, D.J. Van Den Berg, M.J. Lee, Y.T. Gao, and M.C. Yu Genetic association between the COMT genotype and urinary levels of tea polyphenols and their metabolites among daily green tea drinkers Int. J. Mol. Epidemiol. Genet. 1 2010 114 123
9. M. Kadowaki, E. Ootani, N. Sugihara, and K. Furuno Inhibitory effects of catechin gallates on o-methyltranslation of protocatechuic acid in rat liver cytosolic preparations and cultured hepatocytes Biol. Pharm. Bull. 28 2005 1509 1513
10. Y. Kokubo, H. Iso, I. Saito, K. Yamagishi, H. Yatsuya, J. Ishihara, M. Inoue, and S. Tsugane The impact of green tea and coffee consumption on the reduced risk of stroke incidence in Japanese population: the Japan public health center-based study cohort Stroke 44 2013 1369 1374
11. S. Kuriyama, T. Shimazu, K. Ohmori, N. Kikuchi, N. Nakaya, Y. Nishino, Y. Tsubono, and I. Tsuji Green tea consumption and mortality due to cardiovascular disease, cancer, and all causes in Japan: the Ohsaki study JAMA 296 2006 1255 1265
12. H.M. Lachman, D.F. Papolos, T. Saito, Y.M. Yu, C.L. Szumlanski, and R.M. Weinshilboum Human catechol-O-methyltransferase pharmacogenetics: description of a functional polymorphism and its potential application to neuropsychiatric disorders Pharmacogenetics 6 1996 243 250
13. H. Lu, X. Meng, and C.S. Yang Enzymology of methylation of tea catechins and inhibition of catechol-O-methyltransferase by (-)-epigallocatechin gallate Drug Metab. Dispos. 31 2003 572 579
14. Z. Ma, H. Liu, and B. Wu Structure-based drug design of catechol-O-methyltransferase inhibitors for CNS disorders Br. J. Clin. Pharmacol. 77 2014 410 420
15. A. Mähler, S. Mandel, M. Lorenz, U. Ruegg, E.E. Wanker, M. Boschmann, and F. Paul Epigallocatechin-3-gallate: a useful, effective and safe clinical approach for targeted prevention and individualised treatment of neurological diseases? EPMA J. 4 2013 5 10.1186/1878-5085-4-5
16. S.A. Mandel, T. Amit, O. Weinreb, and M.B. Youdim Understanding the broad-spectrum neuroprotective action profile of green tea polyphenols in aging and neurodegenerative diseases J. Alzheimers Dis. 25 2011 187 208
17. M. Masuda, M. Tsunoda, Y. Yusa, S. Yamada, and K. Imai Assay of catechol-O-methyltransferase activity in human erythrocytes using norepinephrine as a natural substrate Ann. Clin. Biochem. 39 2002 589 594
18. X. Meng, S. Sang, N. Zhu, H. Lu, S. Sheng, M.J. Lee, C.T. Ho, and C.S. Yang Identification and characterization of methylated and ring-fission metabolites of tea catechins formed in humans, mice, and rats Chem. Res. Toxicol. 15 2002 1042 1050
19. R.J. Miller, K.G. Jackson, T. Dadd, A.E. Mayes, A.L. Brown, J.A. Lovegrove, and A.M. Minihane The impact of the catechol-O-methyltransferase genotype on vascular function and blood pressure after acute green tea ingestion Mol. Nutr. Food Res. 56 2012 966 975
20. R.J. Miller, K.G. Jackson, T. Dadd, A.E. Mayes, A.L. Brown, and A.M. Minihane The impact of the catechol-O-methyltransferase genotype on the acute responsiveness of vascular reactivity to a green tea extract Br. J. Nutr. 105 2011 1138 1144
21. R.J. Miller, K.G. Jackson, T. Dadd, B. Nicol, J.L. Dick, A.E. Mayes, A.L. Brown, and A.M. Minihane A preliminary investigation of the impact of catechol-O-methyltransferase genotype on the absorption and metabolism of green tea catechins Eur. J. Nutr. 51 2012 47 55
22. A.G. Nackley, and L. Diatchenko Assessing potential functionality of catechol-O-methyltransferase (COMT) polymorphisms associated with pain sensitivity and temporomandibular joint disorders Methods Mol. Biol. 617 2010 375 393
23. A.G. Nackley, S.A. Shabalina, J.E. Lambert, M.S. Conrad, D.G. Gibson, A.N. Spiridonov, S.K. Satterfield, and L. Diatchenko Low enzymatic activity haplotypes of the human catechol-O-methyltransferase gene: enrichment for marker SNPs PLoS One 4 2009 e5237 10.1371/journal.pone.0005237
24. A.G. Nackley, S.A. Shabalina, I.E. Tchivileva, K. Satterfield, O. Korchynskyi, S.S. Makarov, W. Maixner, and L. Diatchenko Human catechol-O-methyltransferase haplotypes modulate protein expression by altering mRNA secondary structure Science 314 2006 1930 1933
25. M. Nagai, A.H. Conney, and B.T. Zhu Strong inhibitory effects of common tea catechins and bioflavonoids on the O-methylation of catechol estrogens catalyzed by human liver cytosolic catechol-O-methyltransferase Drug Metab. Dispos. 32 2004 497 504
26. D.G. Nagle, D. Ferreira, and Y.D. Zhou Epigallocatechin-3-gallate (EGCG): chemical and biomedical perspectives Phytochemistry 67 2006 1849 1855
27. E. Schultz, E. Nissinen, and S. Kaakkola Determination of catechol-O-methyltransferase activity in erythrocytes by high performance liquid chromatography with electrochemical detection Biomed. Chromatogr. 3 1989 64 67
28. S.K. Segall, A.G. Nackley, L. Diatchenko, W.R. Lariviere, X. Lu, J.S. Marron, L. Grabowski-Boase, J.R. Walker, G. Slade, J. Gauthier, J.S. Bailey, B.M. Steffy, T.M. Maynard, L.M. Tarantino, and T. Wiltshire Comt1 genotype and expression predicts anxiety and nociceptive sensitivity in inbred strains of mice Genes Brain Behav. 9 2010 933 946
29. Y. Shirakami, M. Shimizu, and H. Moriwaki Cancer chemoprevention with green tea catechins: from bench to bed Curr. Drug Targets 13 2012 1842 1857
30. M.J. Shrubsole, W. Lu, Z. Chen, X.O. Shu, Y. Zheng, Q. Dai, Q. Cai, K. Gu, Z.X. Ruan, Y.T. Gao, and W. Zheng Drinking green tea modestly reduces breast cancer risk J. Nutr. 139 2009 310 316
31. V. Stangl, H. Dreger, K. Stangl, and M. Lorenz Molecular targets of tea polyphenols in the cardiovascular system Cardiovasc. Res. 73 2007 348 358
32. A.C. Syvänen, C. Tilgmann, J. Rinne, and I. Ulmanen Genetic polymorphism of catechol-O-methyltransferase (COMT): correlation of genotype with individual variation of S-COMT activity and comparison of the allele frequencies in the normal population and parkinsonian patients in Finland Pharmacogenetics 7 1997 65 71
33. J. Tenhunen, M. Salminen, K. Lundström, T. Kiviluoto, R. Savolainen, and I. Ulmanen Genomic organization of the human catechol O-methyltransferase gene and its expression from two distinct promoters Eur. J. Biochem. 223 1994 1049 1059
34. E.M. Tunbridge The catechol-O-methyltransferase gene: its regulation and polymorphisms Int. Rev. Neurobiol. 95 2010 7 27
35. P. Wang, W.J. Aronson, M. Huang, Y. Zhang, R.P. Lee, D. Heber, and S.M. Henning Green tea polyphenols and metabolites in prostatectomy tissue: implications for cancer prevention Cancer Prev. Res. 3 2010 985 993
36. C.H. Weinert, S. Wiese, H.M. Rawel, T. Esatbeyoglu, P. Winterhalter, T. Homann, and S.E. Kulling Methylation of catechins and procyanidins by rat and human catechol-O-methyltransferase: metabolite profiling and molecular modelling studies Drug Metab. Dispos. 40 2012 353 359
37. A.H. Wu, C.C. Tseng, D. Van Den Berg, and M.C. Yu Tea intake, COMT genotype, and breast cancer in Asian-American women Cancer Res. 63 2003 7526 7529
38. B.T. Zhu, U.K. Patel, M.X. Cai, and A.H. Conney O-Methylation of tea polyphenols catalyzed by human placental cytosolic catechol-O-methyltransferase Drug Metab. Dispos. 28 2000 1024 1030
39. B.T. Zhu, J.Y. Shim, M. Nagai, and H.W. Bai Molecular modelling study of the mechanism of high-potency inhibition of human catechol-O-methyltransferase by (-)-epigallocatechin-3-O gallate Xenobiotica 38 2008 130 146
40. B.F. Zimmermann, M. Papagiannopoulos, S. Brachmann, M. Lorenz, V. Stangl, and R. Galensa A shortcut from plasma to chromatographic analysis: straightforward and fast sample preparation for analysis of green tea catechins in human plasma J. Chromatogr. B: Analyt. Technol. Biomed. Life Sci. 877 2009 823 826