Inhibitory effects of polyphenolic compounds on human arylamine N-acetyltransferase 1 and 2

References

• Bradford MM. A rapid and sensitive method for the quantitation of microgram quantities of protein using the principle of protein–dye binding. Annals of Biochemistry 1976; 72: 248–254
   Web of Science ®Google Scholar
• Brooke EW, Davies SG, Mulvaney AW, Okada M, Pompeo F, Sim E, Vickers RJ, Westwood IM. Synthesis and in vitro evaluation of novel small molecule inhibitors of bacterial arylamine N-acetyltransferases (NATs). Bioorganic Medicine and Chemistry Letters 2003; 13: 2527–2530
   PubMed Web of Science ®Google Scholar
• Chen C, Kong AN. Dietary chemopreventive compounds and ARE/EpRE signaling. Free Radicals in Biology and Medicine 2004; 36: 1505–1516
   PubMed Web of Science ®Google Scholar
• Chen JC, Hwang JM, Chen GW, Tsou MF, Hsia TC, Chung JG. Curcumin decreases the DNA adduct formation, arylamines N-acetyltransferase activity and gene expression in human colon tumor cells (colo 205). In Vivo 2003; 17: 301–309
   Google Scholar
• Chung JG, Chang HL, Lin WC, Wang HH, Yeh CC, Hung CF, Li YC. Inhibition of N-acetyltransferase activity and DNA-2-aminofluorene adducts by glycyrrhizic acid in human colon tumour cells. Food Chemistry and Toxicology 2000; 38: 163–172
   PubMed Web of Science ®Google Scholar
• Cribb AE, Grant DM, Miller MA, Spielberg SP. Expression of monomorphic arylamine N-acetyltransferase (NAT1) in human leukocytes. Journal of Pharmacology and Experimental Therapy 1991; 259: 1241–1246
   PubMed Web of Science ®Google Scholar
• Das KC, Das CK. Curcumin (diferuloylmethane), a singlet oxygen ((1)O(2)) quencher. Biochemical and Biophysics Research Communications 2002; 295: 62–66
   PubMed Web of Science ®Google Scholar
• Erlund I, Kosonen T, Alfthan G, Maenpaa J, Perttunen K, Kenraali J, Parantainen J, Aro A. Pharmacokinetics of quercetin from quercetin aglycone and rutin in healthy volunteers. European Journal of Clinical Pharmacology 2000; 56: 545–553
   PubMed Web of Science ®Google Scholar
• Estrada-Rodgers L, Levy GN, Weber WW. Substrate selectivity of mouse N-acetyltransferases 1, 2, and 3 expressed in COS-1 cells. Drug Metabolism and Disposition 1998; 26: 502–505
   PubMed Web of Science ®Google Scholar
• Furet Y, Bechtel Y, Le C, Bechtel PR, Autret-Leca E, Paintaud G. Clinical relevance of N-acetyltransferase type 2 (NAT2) genetic polymorphism. Therapie 2002; 57: 427–431
   PubMed Web of Science ®Google Scholar
• Gu J, Liang D, Wang Y, Lu C, Wu X. Effects of N-acetyl transferase 1 and 2 polymorphisms on bladder cancer risk in Caucasians. Mutation Research 2005; 581: 97–104
   PubMed Web of Science ®Google Scholar
• Hammons GJ, Fletcher JV, Stepps KR, Smith EA, Balentine DA, Harbowy ME, Kadlubar FF. Effects of chemoprotective agents on the metabolic activation of the carcinogenic arylamines PhIP and 4-aminobiphenyl in human and rat liver microsomes. Nutrition and Cancer 1999; 33: 46–52
   PubMed Web of Science ®Google Scholar
• Hein DW. Molecular genetics and function of NAT1 and NAT2: role in aromatic amine metabolism and carcinogenesis. Mutation Research 2002; 506–507: 65–77
   PubMed Web of Science ®Google Scholar
• Hein DW, Rustan TD, Ferguson RJ, Doll MA, Gray K. Metabolic activation of aromatic and heterocyclic N-hydroxyarylamines by wild-type and mutant recombinant human NAT1 and NAT2 acetyltransferases. Archives in Toxicology 1994; 68: 129–133
   PubMed Web of Science ®Google Scholar
• Hirose M, Takahashi S, Ogawa K, Futakuchi M, Shirai T, Shibutani M, Uneyama C, Toyoda K, Iwata H. Chemoprevention of heterocyclic amine-induced carcinogenesis by phenolic compounds in rats. Cancer Letters 1999; 143: 173–178
   PubMed Web of Science ®Google Scholar
• Hoult JR, Paya M. Pharmacological and biochemical actions of simple coumarins: natural products with therapeutic potential. General Pharmacology 1996; 27: 713–722
   PubMedGoogle Scholar
• Hu R, Kong AN. Activation of MAP kinase, apoptosis and nutrigenomics of gene expression elicited by dietary cancer-prevention compounds. Nutrition 2004; 20: 83–88
   PubMed Web of Science ®Google Scholar
• Huang YS, Chern HD, Wu JC, Chao Y, Huang YH, Chang FY, Lee SD. Polymorphism of the N-acetyltransferase 2 gene, red meat intake, and the susceptibility of hepatocellular carcinoma. American Journal of Gastroenterology 2003; 98: 1417–1422
   PubMed Web of Science ®Google Scholar
• Huber WW, Teitel CH, Coles BF, King RS, Wiese FW, Kaderlik KR, Casciano DA, Shaddock JG, Mulder GJ, Ilett KF, Kadlubar FF. Potential chemoprotective effects of the coffee components kahweol and cafestol palmitates via modification of hepatic N-acetyltransferase and glutathione S-transferase activities. Environmental and Molecular Mutagens 2004; 44: 265–276
   PubMed Web of Science ®Google Scholar
• Ireson CR, Jones DJ, Orr S, Coughtrie MW, Boocock DJ, Williams ML, Farmer PB, Steward WP, Gescher AJ. Metabolism of the cancer chemopreventive agent curcumin in human and rat intestine. Cancer and Epidemiology Biomarkers Prevention 2002; 11: 105–111
   PubMed Web of Science ®Google Scholar
• Ishibe N, Sinha R, Hein DW, Kulldorff M, Strickland P, Fretland AJ, Chow WH, Kadlubar FF, Lang NP, Rothman N. Genetic polymorphisms in heterocyclic amine metabolism and risk of colorectal adenomas. Pharmacogenetics 2002; 12: 145–150
   PubMedGoogle Scholar
• Jones DJ, Lamb JH, Verschoyle RD, Howells LM, Butterworth M, Lim CK, Ferry D, Farmer PB, Gescher AJ. Characterisation of metabolites of the putative cancer chemopreventive agent quercetin and their effect on cyclo-oxygenase activity. British Journal of Cancer 2004; 91: 1213–1219
   PubMed Web of Science ®Google Scholar
• Kawamura A, Graham J, Mushtaq A, Tsiftsoglou SA, Vath GM, Hanna PE, Wagner CR, Sim E. Eukaryotic arylamine N-acetyltransferase Investigation of substrate specificity by high-throughput screening. Biochemistry and Pharmacology 2005; 69: 347–359
   PubMed Web of Science ®Google Scholar
• Kelly VP, Ellis EM, Manson MM, Chanas SA, Moffat GJ, McLeod R, Judah DJ, Neal GE, Hayes JD. Chemoprevention of aflatoxin B1 hepatocarcinogenesis by coumarin, a natural benzopyrone that is a potent inducer of aflatoxin B1-aldehyde reductase, the glutathione S-transferase A5 and P1 subunits, and NAD(P)H:quinone oxidoreductase in rat liver. Cancer Research 2000; 60: 957–969
   PubMed Web of Science ®Google Scholar
• Kim HP, Son KH, Chang HW, Kang SS. Anti-inflammatory plant flavonoids and cellular action mechanisms. Journal of Pharmacology Sciences 2004; 96: 229–245
   PubMed Web of Science ®Google Scholar
• Kostyuk VA, Potapovich AI, Strigunova EN, Kostyuk TV, Afanas’ev IB. Experimental evidence that flavonoid metal complexes may act as mimics of superoxide dismutase. Archives in Biochemistry and Biophysics 2004; 428: 204–208
   PubMed Web of Science ®Google Scholar
• Kukongviriyapan V, Prawan A, Tassaneyakul W, Aiemsa-Ard J, Warasiha B. Arylamine N-acetyltransferase-2 genotypes in the Thai population. British Journal of Clinical Pharmacology 2003a; 55 278–281
   PubMed Web of Science ®Google Scholar
• Kukongviriyapan V, Prawan A, Warasiha B, Tassaneyakul W, Aiemsa-ard J. Polymorphism of N-acetyltransferase 1 and correlation between genotype and phenotype in a Thai population. European Journal of Clinical Pharmacology 2003b; 59: 277–281
   PubMed Web of Science ®Google Scholar
• Lakehal F, Wendum D, Barbu V, Becquemont L, Poupon R, Balladur P, Hannoun L, Ballet F, Beaune PH, Housset C. Phase I and phase II drug-metabolizing enzymes are expressed and heterogeneously distributed in the biliary epithelium. Hepatology 1999; 30: 1498–1506
   PubMed Web of Science ®Google Scholar
• Lee MJ, Maliakal P, Chen L, Meng X, Bondoc FY, Prabhu S, Lambert G, Mohr S, Yang CS. Pharmacokinetics of tea catechins after ingestion of green tea and (–)-epigallocatechin-3-gallate by humans: formation of different metabolites and individual variability. Cancer and Epidemiology Biomarkers Prevention 2002; 11: 1025–1032
   PubMed Web of Science ®Google Scholar
• Li YC, Hung CF, Yeh FT, Lin JP, Chung JG. Luteolin-inhibited arylamine N-acetyltransferase activity and DNA-2-aminofluorene adduct in human and mouse leukemia cells. Food Chemistry and Toxicology 2001; 39: 641–647
   PubMed Web of Science ®Google Scholar
• Park OJ, Surh YJ. Chemopreventive potential of epigallocatechin gallate and genistein: evidence from epidemiological and laboratory studies. Toxicology Letters 2004; 150: 43–56
   PubMed Web of Science ®Google Scholar
• Payton M, Auty R, Delgoda R, Everett M, Sim E. Cloning and characterization of arylamine N-acetyltransferase genes from Mycobacterium smegmatis and Mycobacterium tuberculosis: increased expression results in isoniazid resistance. Journal of Bacteriology 1999; 181: 1343–1347
   PubMed Web of Science ®Google Scholar
• Pompeo F, Brooke E, Kawamura A, Mushtaq A, Sim E. The pharmacogenetics of NAT: structural aspects. Pharmacogenomics 2002; 3: 19–30
   PubMed Web of Science ®Google Scholar
• Prawan A, Kukongviriyapan V, Tassaneyakul W, Pairojkul C, Bhudhisawasdi V. Association between genetic polymorphisms of CYP1A2, arylamine N-acetyltransferase 1 and 2 and susceptibility to cholangiocarcinoma. European Journal of Cancer Prevention 2005; 14: 245–250
   PubMed Web of Science ®Google Scholar
• Sharma RA, Gescher AJ, Steward WP. Curcumin: the story so far. European Journal of Cancer 2005; 41: 1955–1968
   PubMed Web of Science ®Google Scholar
• Theoharides TC, Alexandrakis M, Kempuraj D, Lytinas M. Anti-inflammatory actions of flavonoids and structural requirements for new design. International Journal of Immunopathology and Pharmacology 2001; 14: 119–127
   PubMed Web of Science ®Google Scholar
• Van der Hel OL, Bueno de HB, Sandkuijl L, Van Noord PA, Pearson PL, Grobbee DE, Peeters PH. Rapid N-acetyltransferase 2 imputed phenotype and smoking may increase risk of colorectal cancer in women (Netherlands). Cancer Causes and Control 2003; 14: 293–298
   PubMed Web of Science ®Google Scholar
• Vatanasapt V, Tangvoraphonkchai V, Titapant V, Pipitgool V, Viriyapap D, Sriamporn S. A high incidence of liver cancer in Khon Kaen Province, Thailand. Southeast Asian Journal of Tropical Medicine and Public Health 1990; 21: 489–494
   PubMedGoogle Scholar
• Weber WW, Hein DW. N-acetylation pharmacogenetics. Pharmacology Reviews 1985; 37: 25–79
   PubMed Web of Science ®Google Scholar
• Windmill KF, Gaedigk A, Hall PM, Samaratunga H, Grant DM, McManus ME. Localization of N-acetyltransferases NAT1 and NAT2 in human tissues. Toxicology Sciences 2000; 54: 19–29
   PubMed Web of Science ®Google Scholar
• Windmill KF, McKinnon RA, Zhu X, Gaedigk A, Grant DM, McManus ME. The role of xenobiotic metabolizing enzymes in arylamine toxicity and carcinogenesis: functional and localization studies. Mutation Research 1997; 376: 153–160
   PubMed Web of Science ®Google Scholar
• Yano H, Maruiwa M, Iemura A, Mizoguchi A, Kojiro M. Establishment and characterization of a new human extrahepatic bile duct carcinoma cell line (KMBC). Cancer 1992; 69: 1664–1673
   PubMed Web of Science ®Google Scholar