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The Journal of Nutritional Biochemistry
Volume 21, Issue 8
, Pages 757-763
, August 2010
The role of epoxidation and electrophile-responsive element-regulated gene transcription in the potentially beneficial and harmful effects of the coffee components cafestol and kahweol
References
- The cholesterol-raising factor from coffee beans, cafestol, as an agonist ligand for the farnesoid and pregnane X receptors. Mol Endocrinol. 2007;
- . Coffee consumption and human health — beneficial or detrimental? — Mechanisms for effects of coffee consumption on different risk factors for cardiovascular disease and Type 2 diabetes mellitus. Mol Nutr Food Res. 2005;49(3):274–284
- . Effect of a coffee lipid (cafestol) on cholesterol metabolism in human skin fibroblasts. J Lipid Res. 1998;39(4):901–912
- . The cholesterol-raising factor from coffee beans. Annu Rev Nutr. 1997;17:305–324
- . The lipid fraction of the coffee bean. Braz J Plant Physiol. 2006;18(1):201–216
- Identity of the cholesterol-raising factor from boiled coffee and its effects on liver function enzymes. J Lipid Res. 1994;35:721–733
- . Effects of cafestol and kahweol from coffee grounds on serum lipids and serum liver enzymes in humans. Am J Clin Nutr. 1995;61(1):149–154
- . Possible mechanisms underlying the cholesterol-raising effect of the coffee diterpene cafestol. Curr Opin Lipidol. 1999;10(1):41–45
- . Separate effects of the coffee diterpenes cafestol and kahweol on serum lipids and liver aminotransferases. Am J Clin Nutr. 1997;65(2):519–524
- . Coffee oil consumption increases plasma levels of 7alpha-hydroxy-4-cholesten-3-one in humans. J Nutr. 2005;135(4):785–789
- . Cafestol and kahweol, two coffee specific diterpenes with anticarcinogenic activity. Food Chem Toxicol. 2002;40(8):1155–1163
- . Induction of cancer chemopreventive enzymes by coffee is mediated by transcription factor Nrf2. Evidence that the coffee-specific diterpenes cafestol and kahweol confer protection against acrolein. Toxicol Appl Pharmacol. 2008;226(3):328–337
- Effects of coffee and its chemopreventive components kahweol and cafestol on cytochrome P450 and sulfotransferase in rat liver. Food Chem Toxicol. 2008;46(4):1230–1238
- . Coffee and its chemopreventive components kahweol and cafestol increase the activity of O6-methylguanine-DNA methyltransferase in rat liver — comparison with phase II xenobiotic metabolism. Mutat Res. 2003;522(1-2):57–68
- Potential chemoprotective effects of the coffee components kahweol and cafestol palmitates via modification of hepatic N-acetyltransferase and glutathione S-transferase activities. Environ Mol Mutagen. 2004;44(4):265–276
- . Hepatoprotective and antioxidant effects of the coffee diterpenes kahweol and cafestol on carbon tetrachloride-induced liver damage in mice. Food Chem Toxicol. 2007;45(11):2118–2125
- . Inhibition of neoplasia by minor dietary constituents. Cancer Res. 1983;43(5 Suppl):2448s–2453s
- . Modification of N-acetyltransferases and glutathione S-transferases by coffee components: possible relevance for cancer risk. Methods Enzymol. 2005;401:307–341
- Enhancement of the chemoprotective enzymes glucuronosyl transferase and glutathione transferase in specific organs of the rat by the coffee components kahweol and cafestol. Arch Toxicol. 2002;76(4):209–217
- . Effects of inducers of drug metabolism on basic hepatic forms of mouse glutathione transferase. Biochem J. 1989;263(3):679–685
- The effect of unfiltered coffee on potential biomarkers for colonic cancer risk in healthy volunteers: a randomized trial. Aliment Pharmacol Ther. 2000;14(9):1181–1190
- . Elevation of glutathione levels by coffee components and its potential mechanisms. Adv Exp Med Biol. 2001;500:535–539
- The coffee components kahweol and cafestol induce gamma-glutamylcysteine synthetase, the rate limiting enzyme of chemoprotective glutathione synthesis, in several organs of the rat. Arch Toxicol. 2002;75(11-12):685–694
- . Coffee bean extracts rich and poor in kahweol both give rise to elevation of liver enzymes in healthy volunteers. Nutr J. 2004;3:7
- . Detection of glutathione conjugates derived from 4-ipomeanol metabolism in bile of rats by liquid chromatography-tandem mass spectrometry. Drug Metab Dispos. 2004;32(12):1345–1350
- Oxidative and electrophilic stresses activate Nrf2 through inhibition of ubiquitination activity of Keap1. Mol Cell Biol. 2006;26(1):221–229
- . The Nrf2-Keap1 defence pathway: role in protection against drug-induced toxicity. Toxicology. 2008;246(1):24–33
- Newly constructed stable reporter cell lines for mechanistic studies on electrophile-responsive element-mediated gene expression reveal a role for flavonoid planarity. Biochem Pharmacol. 2006;72(2):217–226
- A mouse model of sitosterolemia: absence of Abcg8/sterolin-2 results in failure to secrete biliary cholesterol. BMC Med. 2004;2:5
- . Effective dosing regimen of 1-aminobenzotriazole for inhibition of antipyrine clearance in rats, dogs, and monkeys. Drug Metab Dispos. 2002;30(10):1059–1062
- . Effects of cytochrome P450 inducers and inhibitors on the pharmacokinetics of intravenous furosemide in rats: involvement of CYP2C11, 2E1, 3A1 and 3A2 in furosemide metabolism. J Pharm Pharmacol. 2009;61(1):47–54
- . Pro-oxidant activity of flavonoids induces EpRE-mediated gene expression. Chem Res Toxicol. 2006;19(11):1499–1505
- The coffee diterpene cafestol increases plasma triacylglycerol by increasing the production rate of large VLDL apolipoprotein B in healthy normolipidemic subjects. Am J Clin Nutr. 2001;73(1):45–52
- Consumption of French-press coffee raises cholesteryl ester transfer protein activity levels before LDL cholesterol in normolipidaemic subjects. J Intern Med. 2000;248(3):211–216
- . Diterpenes from coffee beans decrease serum levels of lipoprotein(a) in humans: results from four randomised controlled trials. Eur J Clin Nutr. 1997;51(7):431–436
- . Cafestol, the cholesterol-raising factor in boiled coffee, suppresses bile acid synthesis by downregulation of cholesterol 7 alpha-hydroxylase and sterol 27-hydroxylase in rat hepatocytes. Arterioscler Thromb Vasc Biol. 1997;17(11):3064–3070
- . Metabolism of furans in vitro: ipomeanine and 4-ipomeanol. Chem Res Toxicol. 2006;19(10):1320–1329
- . Metabolism of (R)-(+)-pulegone and (R)-(+)-menthofuran by human liver cytochrome P-450s: evidence for formation of a furan epoxide. Drug Metab Dispos. 1999;27(5):574–580
- . Glutathione trapping to measure microsomal oxidation of furan to cis-2-butene-1,4-dial. Drug Metab Dispos. 2005;33(10):1453–1458
- . Bioactivation of 4-ipomeanol by CYP4B1: adduct characterization and evidence for an enedial intermediate. Chem Res Toxicol. 2005;18(5):855–864
- . Protective effects of coffee diterpenes against aflatoxin B1-induced genotoxicity: mechanisms in rat and human cells. Food Chem Toxicol. 2001;39(6):549–556
- The carcinogen azonymethane causes necrosis and oxidative stress in rat liver within 48 hours after injection, a toxic effect that is however strongly mitigated by pretreatment with the coffee components kahweol and cafestol. Naunyn Schmiedebergs Arch Pharmacol. 2007;375(Suppl. 1):94
- Comparison of effect of cafetiere and filtered coffee on serum concentrations of liver aminotransferases and lipids: six month randomised controlled trial. BMJ. 1996;313(7069):1362–1366
- . Regulation of the rat glutathione S-transferase A2 gene by glucocorticoids: involvement of both the glucocorticoid and pregnane X receptors. Mol Pharmacol. 2001;60(3):611–619
- . Nuclear pregnane x receptor and constitutive androstane receptor regulate overlapping but distinct sets of genes involved in xenobiotic detoxification. Mol Pharmacol. 2002;62(3):638–646
- The multifaceted mechanisms for coffee's anti-tumorigenic effect on liver. Med Hypotheses. 2008;71(5):730–736
- . NF-kappa B and Nrf2 as potential chemopreventive targets of some anti-inflammatory and antioxidative phytonutrients with anti-inflammatory and antioxidative activities. Asia Pac J Clin Nutr. 2008;17(Suppl 1):269–272
- . NF-kappaB and Nrf2 as prime molecular targets for chemoprevention and cytoprotection with anti-inflammatory and antioxidant phytochemicals. Genes Nutr. 2008;2(4):313–317
☆ This work was supported by a grant of the TI Food & Nutrition.
PII: S0955-2863(09)00104-1
doi: 10.1016/j.jnutbio.2009.05.001
© 2010 Elsevier Inc. All rights reserved.
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The Journal of Nutritional Biochemistry
Volume 21, Issue 8
, Pages 757-763
, August 2010
