Differences in the Glucuronidation of Resveratrol and Pterostilbene: Altered Enzyme Specificity and Potential Gender Differences
Tài liệu tham khảo
Park, 2008, Protective effects of resveratrol on UVB-irradiated HaCaT cells through attenuation of the caspase pathway, Oncol. Rep., 19, 413
Yu, 2012, Cellular and molecular effects of resveratrol in health and disease, J. Cell. Biochem., 113, 752, 10.1002/jcb.23431
Jang, 1997, Cancer chemopreventive activity of resveratrol, a natural product derived from grapes, Science, 275, 218, 10.1126/science.275.5297.218
Ndiaye, 2011, The grape antioxidant resveratrol for skin disorders: Promise, prospects, and challenges, Arch. Biochem. Biophys., 508, 164, 10.1016/j.abb.2010.12.030
Roupe, 2006, Pharmacometrics of stilbenes: seguing towards the clinic, Curr. Clin. Pharmacol., 1, 81, 10.2174/157488406775268246
Cottart, 2010, Resveratrol bioavailability and toxicity in humans, Mol. Nutr. Food Res., 54, 7, 10.1002/mnfr.200900437
Brill, 2006, Glucuronidation of trans-resveratrol by human liver and intestinal microsomes and UGT isoforms, J. Pharm. Pharmacol., 58, 469, 10.1211/jpp.58.4.0006
Aumont, 2001, Regioselective and stereospecific glucuronidation of trans- and cis-resveratrol in human, Arch. Biochem. Biophys., 393, 281, 10.1006/abbi.2001.2496
Tukey, 2000, Human UDP-glucuronosyltransferases: metabolism, expression, and disease, Annu. Rev. Pharmacol. Toxicol., 40, 581, 10.1146/annurev.pharmtox.40.1.581
Nagar, 2006, Uridine diphosphoglucuronosyltransferase pharmacogenetics and cancer, Oncogene, 25, 1659, 10.1038/sj.onc.1209375
Dellinger, 2007, Glucuronidation of PhIP and N-OH-PhIP by UDP-glucuronosyltransferase 1A10, Carcinogenesis, 28, 2412, 10.1093/carcin/bgm164
Basu, 2005, Phosphorylation of a UDP-glucuronosyltransferase regulates substrate specificity, Proc. Natl. Acad. Sci. USA, 102, 6285, 10.1073/pnas.0407872102
Chouinard, 2008, Inactivation by UDP-glucuronosyltransferase enzymes: the end of androgen signaling, J. Steroid Biochem. Mol. Biol., 109, 247, 10.1016/j.jsbmb.2008.03.016
Starlard-Davenport, 2008, Identification of UDP-glucuronosyltransferase 1A10 in non-malignant and malignant human breast tissues, Steroids, 73, 611, 10.1016/j.steroids.2008.01.019
Maier-Salamon, 2011, Hepatic glucuronidation of resveratrol: interspecies comparison of enzyme kinetic profiles in human, mouse, rat, and dog, Drug Metab. Pharmacokinet., 26, 364, 10.2133/dmpk.DMPK-11-RG-006
Smoliga, 2011, Resveratrol and health—a comprehensive review of human clinical trials, Mol. Nutr. Food Res., 55, 1129, 10.1002/mnfr.201100143
Gokce, 2012, Resveratrol-loaded solid lipid nanoparticles versus nano-structured lipid carriers: evaluation of antioxidant potential for dermal applications, Int. J. Nanomedicine, 7, 1841, 10.2147/IJN.S29710
McCormack, 2012, Pterostilbene and cancer: current review, J. Surg. Res., 173, e53, 10.1016/j.jss.2011.09.054
Hougee, 2005, Selective COX-2 inhibition by a Pterocarpus marsupium extract characterized by pterostilbene, and its activity in healthy human volunteers, Planta Med., 71, 387, 10.1055/s-2005-864130
Tsai, 2012, Pterostilbene, a natural analogue of resveratrol, potently inhibits 7,12-dimethylbenz[a]anthracene (DMBA)/12-O-tetradecanoylphorbol-13-acetate (TPA)-induced mouse skin carcinogenesis, Food Funct, 3, 1185, 10.1039/c2fo30105a
Chiou, 2011, Pterostilbene is more potent than resveratrol in preventing azoxymethane (AOM)-induced colon tumorigenesis via activation of the NF-E2-related factor 2 (Nrf2)-mediated antioxidant signaling pathway, J. Agric. Food Chem., 59, 2725, 10.1021/jf2000103
Pan, 2009, Pterostilbene inhibited tumor invasion via suppressing multiple signal transduction pathways in human hepatocellular carcinoma cells, Carcinogenesis, 30, 1234, 10.1093/carcin/bgp121
Kapetanovic, 2011, Pharmacokinetics, oral bioavailability, and metabolic profile of resveratrol and its dimethylether analog, pterostilbene, in rats, Cancer Chemother. Pharmacol., 68, 593, 10.1007/s00280-010-1525-4
Olson, 2009, Functional characterization of low-prevalence missense polymorphisms in the UDP-glucuronosyltransferase 1A9 gene, Drug Metab. Dispos., 37, 1999, 10.1124/dmd.108.024596
Dellinger, 2006, Importance of UDP-glucuronosyltransferase 1A10 (UGT1A10) in the detoxification of polycyclic aromatic hydrocarbons: decreased glucuronidative activity of the UGT1A10139Lys isoform, Drug Metab. Dispos., 34, 943, 10.1124/dmd.105.009100
Sun, 2007, Glucuronidation of active tamoxifen metabolites by the human UDP glucuronosyltransferases, Drug Metab. Dispos., 35, 2006, 10.1124/dmd.107.017145
Shao, 2010, Structural identification of mouse urinary metabolites of pterostilbene using liquid chromatography/tandem mass spectrometry, Rapid Commun. Mass Spectrom., 24, 1770, 10.1002/rcm.4579
Miley, 2007, Crystal structure of the cofactor-binding domain of the human phase II drug-metabolism enzyme UDP-glucuronosyltransferase 2B7, J. Mol. Biol., 369, 498, 10.1016/j.jmb.2007.03.066
Dong, 2012, Understanding substrate selectivity of human UDP-glucuronosyltransferases through QSAR modeling and analysis of homologous enzymes, Xenobiotica, 42, 808820, 10.3109/00498254.2012.663515
Miksits, 2005, Sulfation of resveratrol in human liver: evidence of a major role for the sulfotransferases SULT1A1 and SULT1E1, Xenobiotica, 35, 1101, 10.1080/00498250500354253
Ohno, 2009, Determination of mRNA expression of human UDP-glucuronosyltransferases and application for localization in various human tissues by real-time reverse transcriptase-polymerase chain reaction, Drug Metab. Dispos., 37, 32, 10.1124/dmd.108.023598
Navarro, 2011, Determinants of aspirin metabolism in healthy men and women: effects of dietary inducers of UDP-glucuronosyltransferases, J. Nutrigenet. Nutrigenomics, 4, 110, 10.1159/000327782
Liu, 2010, Species and gender differences affect the metabolism of emodin via glucuronidation, AAPS J., 12, 424, 10.1208/s12248-010-9200-6
Chen, 2009, Up-regulation of UDP-glucuronosyltransferase (UGT) 1A4 by 17beta-estradiol: a potential mechanism of increased lamotrigine elimination in pregnancy, Drug Metab. Dispos., 37, 1841, 10.1124/dmd.109.026609
Jeong, 2008, Regulation of UDP-glucuronosyltransferase (UGT) 1A1 by progesterone and its impact on labetalol elimination, Xenobiotica, 38, 62, 10.1080/00498250701744633
Starlard-Davenport, 2008, Novel identification of UDP-glucuronosyltransferase 1A10 as an estrogen-regulated target gene, Steroids, 73, 139, 10.1016/j.steroids.2007.09.007
Harrington, 2006, Estrogen regulation of the glucuronidation enzyme UGT2B15 in estrogen receptor-positive breast cancer cells, Endocrinology, 147, 3843, 10.1210/en.2006-0358