메뉴 건너뛰기




Volumn 34, Issue 10, 2006, Pages 1786-1792

Methylated flavonoids have greatly improved intestinal absorption and metabolic stability

Author keywords

[No Author keywords available]

Indexed keywords

5,7 DIMETHOXYFLAVONE; 5,7,4' TRIMETHOXYFLAVONE; 7 HYDROXYFLAVONE; 7 METHOXYFLAVONE; 7,4' DIHYDROXYFLAVONE; 7,4' DIMETHOXYFLAVONE; ADENOSINE 3' PHOSPHATE 5' PHOSPHOSULFATE; APIGENIN; CHRYSIN; FLAVONE DERIVATIVE; FLAVONOID; POLYPHENOL DERIVATIVE; QUERCETIN; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE; RESVERATROL; UNCLASSIFIED DRUG; URIDINE DIPHOSPHATE GALACTOSE;

EID: 33748916241     PISSN: 00909556     EISSN: 1521009X     Source Type: Journal    
DOI: 10.1124/dmd.106.011122     Document Type: Article
Times cited : (339)

References (40)
  • 3
    • 0031413702 scopus 로고    scopus 로고
    • Intestinal drug absorption and metabolism in cell cultures: Caco-2 and beyond
    • Artursson P and Borchardt RT (1997) Intestinal drug absorption and metabolism in cell cultures: Caco-2 and beyond. Pharm Res (NY) 14:1655-1658.
    • (1997) Pharm Res (NY) , vol.14 , pp. 1655-1658
    • Artursson, P.1    Borchardt, R.T.2
  • 4
    • 0025329248 scopus 로고
    • Epithelial transport of drugs in cell culture. II: Effect of extracellular calcium concentration on the paracellular transport of drugs of different lipophilicities across monolayers of intestinal epithelial (Caco-2) cells
    • Artursson P and Magnusson C (1990) Epithelial transport of drugs in cell culture. II: Effect of extracellular calcium concentration on the paracellular transport of drugs of different lipophilicities across monolayers of intestinal epithelial (Caco-2) cells. J Pharm Sci 79:595-600.
    • (1990) J Pharm Sci , vol.79 , pp. 595-600
    • Artursson, P.1    Magnusson, C.2
  • 7
    • 12144271052 scopus 로고    scopus 로고
    • Absorption and metabolism of genistein and its five isoflavone analogs in the human intestinal Caco-2 model
    • Chen J, Lin H, and Hu M (2005) Absorption and metabolism of genistein and its five isoflavone analogs in the human intestinal Caco-2 model. Cancer Chemother Pharmacol 55:159-169.
    • (2005) Cancer Chemother Pharmacol , vol.55 , pp. 159-169
    • Chen, J.1    Lin, H.2    Hu, M.3
  • 8
    • 0031022120 scopus 로고    scopus 로고
    • Applications of the Caco-2 model in the design and development of orally active drugs: Elucidation of biochemical and physical barriers posed by the intestinal epithelium
    • Gan L-SL and Thakker DR (1997) Applications of the Caco-2 model in the design and development of orally active drugs: elucidation of biochemical and physical barriers posed by the intestinal epithelium. Adv Drug Delivery Rev 23:77-98.
    • (1997) Adv Drug Delivery Rev , vol.23 , pp. 77-98
    • Gan, L.-S.L.1    Thakker, D.R.2
  • 9
    • 0034534841 scopus 로고    scopus 로고
    • Sulfotransferases in the bioactivation of xenobiotics
    • Glatt H (2000) Sulfotransferases in the bioactivation of xenobiotics. Chem-Biol Interact 129: 141-170.
    • (2000) Chem-Biol Interact , vol.129 , pp. 141-170
    • Glatt, H.1
  • 10
    • 0037248470 scopus 로고    scopus 로고
    • Absorption of three wine-related polyphenols in three different matrices by healthy subjects
    • Goldberg DM, Yan J, and Soleas GJ (2003) Absorption of three wine-related polyphenols in three different matrices by healthy subjects. Clin Biochem 36:79-87.
    • (2003) Clin Biochem , vol.36 , pp. 79-87
    • Goldberg, D.M.1    Yan, J.2    Soleas, G.J.3
  • 11
    • 0036849077 scopus 로고    scopus 로고
    • The biochemistry and medical significance of the flavonoids
    • Havsteen BH (2002) The biochemistry and medical significance of the flavonoids. Pharmacol Ther 96:67-202.
    • (2002) Pharmacol Ther , vol.96 , pp. 67-202
    • Havsteen, B.H.1
  • 12
    • 0141742373 scopus 로고    scopus 로고
    • Metabolism of flavonoids via enteric recycling: Mechanistic studies of disposition of apigenin in the Caco-2 cell culture model
    • Hu M, Chen J, and Lin H (2003) Metabolism of flavonoids via enteric recycling: mechanistic studies of disposition of apigenin in the Caco-2 cell culture model. J Pharmacol Exp Ther 307:314-321.
    • (2003) J Pharmacol Exp Ther , vol.307 , pp. 314-321
    • Hu, M.1    Chen, J.2    Lin, H.3
  • 14
    • 0037355909 scopus 로고    scopus 로고
    • Resveratrol transport and metabolism by human intestinal Caco-2 cells
    • Kaldas MI, Walle UK, and Walle T (2003) Resveratrol transport and metabolism by human intestinal Caco-2 cells. J Pharm Pharmacol 55:307-312.
    • (2003) J Pharm Pharmacol , vol.55 , pp. 307-312
    • Kaldas, M.I.1    Walle, U.K.2    Walle, T.3
  • 15
    • 0029927801 scopus 로고    scopus 로고
    • Transport properties are not altered across Caco-2 cells with heightened TEER despite underlying physiological and ultrastructural changes
    • Lu S, Gough AW, Bobrowski WF, and Stewart BH (1996) Transport properties are not altered across Caco-2 cells with heightened TEER despite underlying physiological and ultrastructural changes. J Pharm Sci 85:270-273.
    • (1996) J Pharm Sci , vol.85 , pp. 270-273
    • Lu, S.1    Gough, A.W.2    Bobrowski, W.F.3    Stewart, B.H.4
  • 16
    • 0037707638 scopus 로고    scopus 로고
    • Metabolic stability for drug discovery and development: Pharmacokinetic and biochemical challenges
    • Masimirembwa CM, Bredberg U, and Andersson TB (2003) Metabolic stability for drug discovery and development: pharmacokinetic and biochemical challenges. Clin Pharmacokinet 42:515-528.
    • (2003) Clin Pharmacokinet , vol.42 , pp. 515-528
    • Masimirembwa, C.M.1    Bredberg, U.2    Andersson, T.B.3
  • 17
    • 0033067923 scopus 로고    scopus 로고
    • Absorption and antioxidant effects of quercetin from onions, in man
    • McAnlis GT, McEneny J, Pearce J, and Young IS (1999) Absorption and antioxidant effects of quercetin from onions, in man. Eur J Clin Nutr 53:92-96.
    • (1999) Eur J Clin Nutr , vol.53 , pp. 92-96
    • McAnlis, G.T.1    McEneny, J.2    Pearce, J.3    Young, I.S.4
  • 18
    • 0028786481 scopus 로고
    • The human intestinal epithelial cell line Caco- 2; pharmacological and pharmacokinetic applications
    • Meunier V, Bourrie M, Berger Y, and Fabre G (1995) The human intestinal epithelial cell line Caco- 2; pharmacological and pharmacokinetic applications. Cell Biol Toxicol 11:187-194.
    • (1995) Cell Biol Toxicol , vol.11 , pp. 187-194
    • Meunier, V.1    Bourrie, M.2    Berger, Y.3    Fabre, G.4
  • 19
    • 0033637140 scopus 로고    scopus 로고
    • The effects of plant flavonoids on mammalian cells: Implications for inflammation, heart disease, and cancer
    • Middleton E Jr, Kandaswami C, and Theoharides TC (2000) The effects of plant flavonoids on mammalian cells: implications for inflammation, heart disease, and cancer. Pharmacol Rev 52:673-751.
    • (2000) Pharmacol Rev , vol.52 , pp. 673-751
    • Middleton Jr., E.1    Kandaswami, C.2    Theoharides, T.C.3
  • 20
    • 33646421123 scopus 로고    scopus 로고
    • Predictions of the in vivo clearance of drugs from rate of loss using human liver microsomes for phase I and phase II biotransformations
    • Mohutsky MA, Chien JY, Ring BJ, and Wrighton SA (2006) Predictions of the in vivo clearance of drugs from rate of loss using human liver microsomes for phase I and phase II biotransformations. Pharm Res (NY) 23:654-662.
    • (2006) Pharm Res (NY) , vol.23 , pp. 654-662
    • Mohutsky, M.A.1    Chien, J.Y.2    Ring, B.J.3    Wrighton, S.A.4
  • 21
    • 0036241543 scopus 로고    scopus 로고
    • Glucuronidation versus oxidation of the flavonoid galangin by human liver microsomes and hepatocytes
    • Otake Y, Hsieh F, and Walle T (2002) Glucuronidation versus oxidation of the flavonoid galangin by human liver microsomes and hepatocytes. Drug Metab Dispos 30:576-581.
    • (2002) Drug Metab Dispos , vol.30 , pp. 576-581
    • Otake, Y.1    Hsieh, F.2    Walle, T.3
  • 22
    • 0242695672 scopus 로고    scopus 로고
    • Resveratrol: From grapevines to mammalian biology
    • Pervaiz S (2003) Resveratrol: from grapevines to mammalian biology. FASEB J 17:1975-1985.
    • (2003) FASEB J , vol.17 , pp. 1975-1985
    • Pervaiz, S.1
  • 24
    • 20044371666 scopus 로고    scopus 로고
    • The Caco-2 cell line as a model of the intestinal barrier: Influence of cell and culture-related factors on Caco-2 cell functional characteristics
    • Sambuy Y, De Angelis I, Ranaldi G, Scarino ML, Stammati A, and Zucco F (2005) The Caco-2 cell line as a model of the intestinal barrier: influence of cell and culture-related factors on Caco-2 cell functional characteristics. Cell Biol Toxicol 21:1-26.
    • (2005) Cell Biol Toxicol , vol.21 , pp. 1-26
    • Sambuy, Y.1    De Angelis, I.2    Ranaldi, G.3    Scarino, M.L.4    Stammati, A.5    Zucco, F.6
  • 26
    • 0035158397 scopus 로고    scopus 로고
    • Expression profiling of sulfotransferases in human cell lines derived from extra-hepatic tissues
    • Tamura HO, Taniguchi K, Hayashi E, Hiyoshi Y, and Nagai F (2001) Expression profiling of sulfotransferases in human cell lines derived from extra-hepatic tissues. Biol Pharm Bull 24:1258-1262.
    • (2001) Biol Pharm Bull , vol.24 , pp. 1258-1262
    • Tamura, H.O.1    Taniguchi, K.2    Hayashi, E.3    Hiyoshi, Y.4    Nagai, F.5
  • 27
    • 33747890916 scopus 로고    scopus 로고
    • Inhibition of benzo[a]pyrene-activating enzymes and DNA binding in human bronchial epithelial BEAS-2B cells by methoxylated flavonoids
    • Tsuji PA and Walle T (2006) Inhibition of benzo[a]pyrene-activating enzymes and DNA binding in human bronchial epithelial BEAS-2B cells by methoxylated flavonoids. Carcinogenesis 27:1579-1585.
    • (2006) Carcinogenesis , vol.27 , pp. 1579-1585
    • Tsuji, P.A.1    Walle, T.2
  • 28
    • 0032524982 scopus 로고    scopus 로고
    • Transport of quercetin and its glucosides across human intestinal epithelial Caco-2 cells
    • Walgren RA, Walle UK, and Walle T (1998) Transport of quercetin and its glucosides across human intestinal epithelial Caco-2 cells. Biochem Pharmacol 55:1721-1727.
    • (1998) Biochem Pharmacol , vol.55 , pp. 1721-1727
    • Walgren, R.A.1    Walle, U.K.2    Walle, T.3
  • 29
    • 1642528478 scopus 로고    scopus 로고
    • Absorption and metabolism of flavonoids
    • Walle T (2004) Absorption and metabolism of flavonoids. Free Radic Biol Med 36:829-837.
    • (2004) Free Radic Biol Med , vol.36 , pp. 829-837
    • Walle, T.1
  • 32
    • 0142174323 scopus 로고    scopus 로고
    • Understanding the bioavailability of flavonoids through studies in Caco-2 cells
    • Rice-Evans CA and Packer L eds. Marcel Dekker, Inc., New York
    • Walle T, Walgren RA, Walle UK, Galijatovic A, and Vaidyanathan JB (2003) Understanding the bioavailability of flavonoids through studies in Caco-2 cells, in Flavonoids in Health and Disease (Rice-Evans CA and Packer L eds) pp 349 -361. Marcel Dekker, Inc., New York.
    • (2003) Flavonoids in Health and Disease , pp. 349-361
    • Walle, T.1    Walgren, R.A.2    Walle, U.K.3    Galijatovic, A.4    Vaidyanathan, J.B.5
  • 33
    • 0033051339 scopus 로고    scopus 로고
    • Transport of the flavonoid chrysin and its conjugated metabolites by the human intestinal cell line Caco-2
    • Walle UK, Galijatovic A, and Walle T (1999) Transport of the flavonoid chrysin and its conjugated metabolites by the human intestinal cell line Caco-2. Biochem Pharmacol 58:431-438.
    • (1999) Biochem Pharmacol , vol.58 , pp. 431-438
    • Walle, U.K.1    Galijatovic, A.2    Walle, T.3
  • 34
    • 27144443044 scopus 로고    scopus 로고
    • Preferential induction of CYP1B1 by benzo[a]pyrene in human oral epithelial cells: Impact on DNA adduct formation and prevention by polyphenols
    • Wen X and Walle T (2005) Preferential induction of CYP1B1 by benzo[a]pyrene in human oral epithelial cells: impact on DNA adduct formation and prevention by polyphenols. Carcinogenesis 26:1774-1781.
    • (2005) Carcinogenesis , vol.26 , pp. 1774-1781
    • Wen, X.1    Walle, T.2
  • 35
    • 33748909178 scopus 로고    scopus 로고
    • Cytochrome P450 1B1, a novel chemopreventive target for benzo[a]pyrene-initiated human esophageal cancer
    • in press
    • Wen X and Walle T (2006a) Cytochrome P450 1B1, a novel chemopreventive target for benzo[a]pyrene-initiated human esophageal cancer. Cancer Lett, in press.
    • (2006) Cancer Lett
    • Wen, X.1    Walle, T.2
  • 36
    • 33745083616 scopus 로고    scopus 로고
    • Methylation protects dietary flavonoids from rapid hepatic metabolism
    • Wen X and Walle T (2006b) Methylation protects dietary flavonoids from rapid hepatic metabolism. Xenobiotica 36:387-397.
    • (2006) Xenobiotica , vol.36 , pp. 387-397
    • Wen, X.1    Walle, T.2
  • 37
    • 17844394448 scopus 로고    scopus 로고
    • 5,7-Dimethoxyflavone downregulates CYP1A1 expression and benzo[a]pyrene-induced DNA binding in Hep G2 cells
    • Wen X, Walle UK, and Walle T (2005) 5,7-Dimethoxyflavone downregulates CYP1A1 expression and benzo[a]pyrene-induced DNA binding in Hep G2 cells. Carcinogenesis 26:803-809.
    • (2005) Carcinogenesis , vol.26 , pp. 803-809
    • Wen, X.1    Walle, U.K.2    Walle, T.3
  • 38
    • 13844271387 scopus 로고    scopus 로고
    • Bioavailability and bioefficacy of polyphenols in humans. II. Review of 93 intervention studies
    • Williamson G and Manach C (2005) Bioavailability and bioefficacy of polyphenols in humans. II. Review of 93 intervention studies. Am J Clin Nutr 81:243S-255S.
    • (2005) Am J Clin Nutr , vol.81
    • Williamson, G.1    Manach, C.2
  • 39
    • 0034859081 scopus 로고    scopus 로고
    • The green tea polyphenol (-)-epigallocatechin-3-gallate blocks nuclear factor-kappa B activation by inhibiting I kappa B kinase activity in the intestinal epithelial cell line IEC-6
    • Yang F, Oz HS, Barve S, de Villiers WJ, McClain CJ, and Varilek GW (2001) The green tea polyphenol (-)-epigallocatechin-3-gallate blocks nuclear factor-kappa B activation by inhibiting I kappa B kinase activity in the intestinal epithelial cell line IEC-6. Mol Pharmacol 60:528-533.
    • (2001) Mol Pharmacol , vol.60 , pp. 528-533
    • Yang, F.1    Oz, H.S.2    Barve, S.3    De Villiers, W.J.4    McClain, C.J.5    Varilek, G.W.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.