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Volumn 41, Issue 11, 2013, Pages 1914-1922

Identification and characterization of psoralen and isopsoralen as potent cyp1a2 reversible and time-dependent inhibitors in human and rat preclinical studies

Author keywords

[No Author keywords available]

Indexed keywords

ALPHA NAPHTHOFLAVONE; ANGELICIN; CYTOCHROME P450 1A2; PHENACETIN; PSORALEN;

EID: 84886492447     PISSN: 00909556     EISSN: 1521009X     Source Type: Journal    
DOI: 10.1124/dmd.113.053199     Document Type: Article
Times cited : (35)

References (50)
  • 1
    • 0025282709 scopus 로고
    • Inhibition and induction of theophylline metabolism by 8-methoxypsoralen in vivo study in rats and humans
    • Apseloff G, Shepard DR, Chambers MA, Nawoot S, Mays DC, and Gerber N (1990) Inhibition and induction of theophylline metabolism by 8-methoxypsoralen. In vivo study in rats and humans. Drug Metab Dispos 18:298-303.
    • (1990) Drug Metab Dispos , vol.18 , pp. 298-303
    • Apseloff, G.1    Shepard, D.R.2    Chambers, M.A.3    Nawoot, S.4    Mays, D.C.5    Gerber, N.6
  • 2
    • 0027225371 scopus 로고
    • In vivo evidence that theophylline is metabolized principally by CYP1A in rats
    • Bachmann K, Sanyal G, Potter J, Schiavone R, and Loch J (1993) In vivo evidence that theophylline is metabolized principally by CYP1A in rats. Pharmacology 47:1-7.
    • (1993) Pharmacology , vol.47 , pp. 1-7
    • Bachmann, K.1    Sanyal, G.2    Potter, J.3    Schiavone, R.4    Loch, J.5
  • 3
    • 12744265253 scopus 로고    scopus 로고
    • Natural furocoumarins as inducers and inhibitors of cytochrome P450 1A1 in rat hepatocytes
    • Baumgart A, Schmidt M, Schmitz HJ, and Schrenk D (2005) Natural furocoumarins as inducers and inhibitors of cytochrome P450 1A1 in rat hepatocytes. Biochem Pharmacol 69: 657-667.
    • (2005) Biochem Pharmacol , vol.69 , pp. 657-667
    • Baumgart, A.1    Schmidt, M.2    Schmitz, H.J.3    Schrenk, D.4
  • 5
    • 0027432515 scopus 로고
    • Inhibition and inactivation of murine hepatic ethoxy- and pentoxyresorufin O-dealkylase by naturally occurring coumarins
    • Cai Y, Bennett D, Nair RV, Ceska O, Ashwood-Smith MJ, and DiGiovanni J (1993) Inhibition and inactivation of murine hepatic ethoxy- and pentoxyresorufin O-dealkylase by naturally occurring coumarins. Chem Res Toxicol 6:872-879.
    • (1993) Chem Res Toxicol , vol.6 , pp. 872-879
    • Cai, Y.1    Bennett, D.2    Nair, R.V.3    Ceska, O.4    Ashwood-Smith, M.J.5    Digiovanni, J.6
  • 6
    • 84886516458 scopus 로고    scopus 로고
    • Mutagenicity and tumorigenicity of the four enantiopure bayregion 3,4-diol-1,2-epoxide isomers of dibenz[a,h]anthracene
    • DOI:10.1093/ carcin/bgt16 [published ahead of print]
    • Chang RL, Wood AW, Huang MT, Xie JG, Cui XX, Reuhl KR, Boyd DR, Lin Y, Shih WJ, and Balani SK, et al. (2013) Mutagenicity and tumorigenicity of the four enantiopure bayregion 3,4-diol-1,2-epoxide isomers of dibenz[a,h] anthracene. Carcinogenesis DOI:10.1093/ carcin/bgt16 [published ahead of print].
    • (2013) Carcinogenesis
    • Chang, R.L.1    Wood, A.W.2    Huang, M.T.3    Xie, J.G.4    Cui, X.X.5    Reuhl, K.R.6    Boyd, D.R.7    Lin, Y.8    Shih, W.J.9    Balani, S.K.10
  • 11
    • 0021345926 scopus 로고
    • N-acetyl-p-benzoquinone imine: A cytochrome P-450-mediated oxidation product of acetaminophen
    • Dahlin DC, Miwa GT, Lu AY, and Nelson SD (1984) N-acetyl-p-benzoquinone imine: a cytochrome P-450-mediated oxidation product of acetaminophen. Proc Natl Acad Sci USA 81: 1327-1331.
    • (1984) Proc Natl Acad Sci USA , vol.81 , pp. 1327-1331
    • Dahlin, D.C.1    Miwa, G.T.2    Lu, A.Y.3    Nelson, S.D.4
  • 12
    • 0027275566 scopus 로고
    • Physiological parameters in laboratory animals and humans
    • Davies B and Morris T (1993) Physiological parameters in laboratory animals and humans. Pharm Res 10:1093-1095.
    • (1993) Pharm Res , vol.10 , pp. 1093-1095
    • Davies, B.1    Morris, T.2
  • 13
    • 0022263133 scopus 로고
    • Purification and characterization of the human liver cytochromes P-450 involved in debrisoquine 4-hydroxylation and phenacetin O-deethylation, two prototypes for genetic polymorphism in oxidative drug metabolism
    • Distlerath LM, Reilly PE, Martin MV, Davis GG, Wilkinson GR, and Guengerich FP (1985) Purification and characterization of the human liver cytochromes P-450 involved in debrisoquine 4-hydroxylation and phenacetin O-deethylation, two prototypes for genetic polymorphism in oxidative drug metabolism. J Biol Chem 260:9057-9067.
    • (1985) J Biol Chem , vol.260 , pp. 9057-9067
    • Distlerath, L.M.1    Reilly, P.E.2    Martin, M.V.3    Davis, G.G.4    Wilkinson, G.R.5    Guengerich, F.P.6
  • 14
    • 0030482468 scopus 로고    scopus 로고
    • Identification of 69,79-dihydroxybergamottin, a cytochrome P450 inhibitor, in grapefruit juice
    • Edwards DJ, Bellevue FH, 3rd, and Woster PM (1996) Identification of 69,79-dihydroxybergamottin, a cytochrome P450 inhibitor, in grapefruit juice. Drug Metab Dispos 24: 1287-1290.
    • (1996) Drug Metab Dispos , vol.24 , pp. 1287-1290
    • Edwards, D.J.1    Bellevue III, F.H.2    Woster, P.M.3
  • 15
    • 77949901851 scopus 로고    scopus 로고
    • Pharmacokinetics, tissue distribution and excretion of coumarin components from Psoralea corylifolia L. in rats
    • Feng L, Wang L, and Jiang X (2010) Pharmacokinetics, tissue distribution and excretion of coumarin components from Psoralea corylifolia L. in rats. Arch Pharm Res 33:225-230.
    • (2010) Arch Pharm Res , vol.33 , pp. 225-230
    • Feng, L.1    Wang, L.2    Jiang, X.3
  • 16
    • 69749088528 scopus 로고    scopus 로고
    • Simultaneous quantification of psoralen and isopsoralen in rat plasma by ultra-performance liquid chromatography/tandem mass spectrometry and its application to a pharmacokinetic study after oral administration of Haigou Pill
    • Gu Y, Si D, Gao J, Zeng Y, and Liu C (2009) Simultaneous quantification of psoralen and isopsoralen in rat plasma by ultra-performance liquid chromatography/tandem mass spectrometry and its application to a pharmacokinetic study after oral administration of Haigou Pill. J Chromatogr B Analyt Technol Biomed Life Sci 877:3137-3143.
    • (2009) J Chromatogr B Analyt Technol Biomed Life Sci , vol.877 , pp. 3137-3143
    • Gu, Y.1    Si, D.2    Gao, J.3    Zeng, Y.4    Liu, C.5
  • 17
    • 0034060357 scopus 로고    scopus 로고
    • Inhibitory effect of natural furanocoumarins on human microsomal cytochrome P450 3A activity
    • Guo LQ, Taniguchi M, Xiao YQ, Baba K, Ohta T, and Yamazoe Y (2000) Inhibitory effect of natural furanocoumarins on human microsomal cytochrome P450 3A activity. Jpn J Pharmacol 82:122-129.
    • (2000) Jpn J Pharmacol , vol.82 , pp. 122-129
    • Guo, L.Q.1    Taniguchi, M.2    Xiao, Y.Q.3    Baba, K.4    Ohta, T.5    Yamazoe, Y.6
  • 18
    • 0442278008 scopus 로고    scopus 로고
    • Inhibition of cytochrome P450 by furanocoumarins in grapefruit juice and herbal medicines
    • Guo LQ and Yamazoe Y (2004) Inhibition of cytochrome P450 by furanocoumarins in grapefruit juice and herbal medicines. Acta Pharmacol Sin 25:129-136.
    • (2004) Acta Pharmacol Sin , vol.25 , pp. 129-136
    • Guo, L.Q.1    Yamazoe, Y.2
  • 20
    • 0032773854 scopus 로고    scopus 로고
    • Diltiazem inhibition of cytochrome P-450 3A activity is due to metabolite intermediate complex formation
    • Jones DR, Gorski JC, Hamman MA, Mayhew BS, Rider S, and Hall SD (1999) Diltiazem inhibition of cytochrome P-450 3A activity is due to metabolite intermediate complex formation. J Pharmacol Exp Ther 290:1116-1125.
    • (1999) J Pharmacol Exp Ther , vol.290 , pp. 1116-1125
    • Jones, D.R.1    Gorski, J.C.2    Hamman, M.A.3    Mayhew, B.S.4    Rider, S.5    Hall, S.D.6
  • 21
    • 81155152455 scopus 로고    scopus 로고
    • Effects of furanocoumarins from apiaceous vegetables on the catalytic activity of recombinant human cytochrome P-450 1A2
    • Kang AY, Young LR, Dingfelder C, and Peterson S (2011) Effects of furanocoumarins from apiaceous vegetables on the catalytic activity of recombinant human cytochrome P-450 1A2. Protein J 30:447-456.
    • (2011) Protein J , vol.30 , pp. 447-456
    • Kang, A.Y.1    Young, L.R.2    Dingfelder, C.3    Peterson, S.4
  • 22
    • 0017786971 scopus 로고
    • Metabolic activations of polycyclic hydrocarbons Structureactivity relationships
    • Lehr RE and Jerina DM (1977) Metabolic activations of polycyclic hydrocarbons. Structureactivity relationships. Arch Toxicol 39:1-6.
    • (1977) Arch Toxicol , vol.39 , pp. 1-6
    • Lehr, R.E.1    Jerina, D.M.2
  • 23
    • 67650667424 scopus 로고    scopus 로고
    • In vivo pharmacokinetics comparisons of icariin, emodin and psoralen from gan-kang granules and extracts of herba Epimedii, Nepal dock root, Ficus hirta yahl
    • Li Y, Duan J, Guo T, Xie W, Yan S, Li B, Zhou Y, and Chen Y (2009) In vivo pharmacokinetics comparisons of icariin, emodin and psoralen from gan-kang granules and extracts of herba Epimedii, Nepal dock root, Ficus hirta yahl. J Ethnopharmacol 124:522-529.
    • (2009) J Ethnopharmacol , vol.124 , pp. 522-529
    • Li, Y.1    Duan, J.2    Guo, T.3    Xie, W.4    Yan, S.5    Li, B.6    Zhou, Y.7    Chen, Y.8
  • 24
    • 33747833384 scopus 로고    scopus 로고
    • Comparison of intrinsic clearance in liver microsomes and hepatocytes from rats and humans: Evaluation of free fraction and uptake in hepatocytes
    • Lu C, Li P, Gallegos R, Uttamsingh V, Xia CQ, Miwa GT, Balani SK, and Gan LS (2006) Comparison of intrinsic clearance in liver microsomes and hepatocytes from rats and humans: evaluation of free fraction and uptake in hepatocytes. Drug Metab Dispos 34:1600-1605.
    • (2006) Drug Metab Dispos , vol.34 , pp. 1600-1605
    • Lu, C.1    Li, P.2    Gallegos, R.3    Uttamsingh, V.4    Xia, C.Q.5    Miwa, G.T.6    Balani, S.K.7    Gan, L.S.8
  • 25
    • 0006456546 scopus 로고
    • Toxicity of imipramine: Report on serious side effects and massive overdosage
    • Mann AM, Catterson AG, and MacPherson AS (1959) Toxicity of imipramine: report on serious side effects and massive overdosage. Can Med Assoc J 81:23-28.
    • (1959) Can Med Assoc J , vol.81 , pp. 23-28
    • Mann, A.M.1    Catterson, A.G.2    Macpherson, A.S.3
  • 26
    • 0032706108 scopus 로고    scopus 로고
    • Mechanism-based inactivation of cytochrome P450s 1A2 and 3A4 by dihydralazine in human liver microsomes
    • Masubuchi Y and Horie T (1999) Mechanism-based inactivation of cytochrome P450s 1A2 and 3A4 by dihydralazine in human liver microsomes. Chem Res Toxicol 12:1028-1032.
    • (1999) Chem Res Toxicol , vol.12 , pp. 1028-1032
    • Masubuchi, Y.1    Horie, T.2
  • 27
    • 0032970480 scopus 로고    scopus 로고
    • Fully automated analysis of activities catalysed by the major human liver cytochrome P450 (CYP) enzymes: Assessment of human CYP inhibition potential
    • Moody GC, Griffin SJ, Mather AN, McGinnity DF, and Riley RJ (1999) Fully automated analysis of activities catalysed by the major human liver cytochrome P450 (CYP) enzymes: assessment of human CYP inhibition potential. Xenobiotica 29:53-75.
    • (1999) Xenobiotica , vol.29 , pp. 53-75
    • Moody, G.C.1    Griffin, S.J.2    Mather, A.N.3    McGinnity, D.F.4    Riley, R.J.5
  • 28
    • 4644267926 scopus 로고    scopus 로고
    • Two major grapefruit juice components differ in intestinal CYP3A4 inhibition kinetic and binding properties
    • Paine MF, Criss AB, and Watkins PB (2004) Two major grapefruit juice components differ in intestinal CYP3A4 inhibition kinetic and binding properties. Drug Metab Dispos 32:1146-1153.
    • (2004) Drug Metab Dispos , vol.32 , pp. 1146-1153
    • Paine, M.F.1    Criss, A.B.2    Watkins, P.B.3
  • 29
    • 14344258321 scopus 로고    scopus 로고
    • Two major grapefruit juice components differ in time to onset of intestinal CYP3A4 inhibition
    • Paine MF, Criss AB, and Watkins PB (2005) Two major grapefruit juice components differ in time to onset of intestinal CYP3A4 inhibition. J Pharmacol Exp Ther 312:1151-1160.
    • (2005) J Pharmacol Exp Ther , vol.312 , pp. 1151-1160
    • Paine, M.F.1    Criss, A.B.2    Watkins, P.B.3
  • 32
    • 33745617086 scopus 로고    scopus 로고
    • Apiaceous vegetable constituents inhibit human cytochrome P-450 1A2 (hCYP1A2) activity and hCYP1A2-mediated mutagenicity of aflatoxin B1
    • Peterson S, Lampe JW, Bammler TK, Gross-Steinmeyer K, and Eaton DL (2006) Apiaceous vegetable constituents inhibit human cytochrome P-450 1A2 (hCYP1A2) activity and hCYP1A2-mediated mutagenicity of aflatoxin B1. Food Chem Toxicol 44:1474-1484.
    • (2006) Food Chem Toxicol , vol.44 , pp. 1474-1484
    • Peterson, S.1    Lampe, J.W.2    Bammler, T.K.3    Gross-Steinmeyer, K.4    Eaton, D.L.5
  • 33
    • 84864282147 scopus 로고    scopus 로고
    • Prediction of drug clearance in a smoking population: Modeling the impact of variable cigarette consumption on the induction of CYP1A2
    • Plowchalk DR and Rowland Yeo K (2012) Prediction of drug clearance in a smoking population: modeling the impact of variable cigarette consumption on the induction of CYP1A2. Eur J Clin Pharmacol 68:951-960.
    • (2012) Eur J Clin Pharmacol , vol.68 , pp. 951-960
    • Plowchalk, D.R.1    Rowland Yeo, K.2
  • 34
    • 33745588281 scopus 로고    scopus 로고
    • Naturally occurring coumarins inhibit 7,12-dimethylbenz[a]anthracene DNA adduct formation in mouse mammary gland
    • Prince M, Campbell CT, Robertson TA, Wells AJ, and Kleiner HE (2006) Naturally occurring coumarins inhibit 7,12-dimethylbenz[a]anthracene DNA adduct formation in mouse mammary gland. Carcinogenesis 27:1204-1213.
    • (2006) Carcinogenesis , vol.27 , pp. 1204-1213
    • Prince, M.1    Campbell, C.T.2    Robertson, T.A.3    Wells, A.J.4    Kleiner, H.E.5
  • 35
    • 0016700029 scopus 로고
    • On the pharmacokinetics of phenacetin in man
    • Raaflaub J and Dubach UC (1975) On the pharmacokinetics of phenacetin in man. Eur J Clin Pharmacol 8:261-265.
    • (1975) Eur J Clin Pharmacol , vol.8 , pp. 261-265
    • Raaflaub, J.1    Dubach, U.C.2
  • 36
    • 0025052503 scopus 로고
    • Cardiac arrhythmias during theophylline toxicity A prospective continuous electrocardiographic study
    • Sessler CN and Cohen MD (1990) Cardiac arrhythmias during theophylline toxicity. A prospective continuous electrocardiographic study. Chest 98:672-678.
    • (1990) Chest , vol.98 , pp. 672-678
    • Sessler, C.N.1    Cohen, M.D.2
  • 37
    • 56849107363 scopus 로고    scopus 로고
    • Clozapine toxicity: A discussion of pharmacokinetic factors
    • Shad MU (2008) Clozapine toxicity: A discussion of pharmacokinetic factors. Asian J Psychiatr 1:47-49.
    • (2008) Asian J Psychiatr , vol.1 , pp. 47-49
    • Shad, M.U.1
  • 38
    • 1142275258 scopus 로고    scopus 로고
    • Metabolic activation of polycyclic aromatic hydrocarbons to carcinogens by cytochromes P450 1A1 and 1B1
    • Shimada T and Fujii-Kuriyama Y (2004) Metabolic activation of polycyclic aromatic hydrocarbons to carcinogens by cytochromes P450 1A1 and 1B1. Cancer Sci 95:1-6.
    • (2004) Cancer Sci , vol.95 , pp. 1-6
    • Shimada, T.1    Fujii-Kuriyama, Y.2
  • 39
    • 34547942630 scopus 로고    scopus 로고
    • Psoralen and ultraviolet a light therapy for psoriasis
    • Stern RS (2007) Psoralen and ultraviolet a light therapy for psoriasis. N Engl J Med 357: 682-690.
    • (2007) N Engl J Med , vol.357 , pp. 682-690
    • Stern, R.S.1
  • 40
    • 0025358815 scopus 로고
    • An improved method for the determination of distribution coefficients
    • Stopher D and McClean S (1990) An improved method for the determination of distribution coefficients. J Pharm Pharmacol 42:144.
    • (1990) J Pharm Pharmacol , vol.42 , pp. 144
    • Stopher, D.1    McClean, S.2
  • 41
    • 0035725283 scopus 로고    scopus 로고
    • Liver cytochrome P450 CYP1A2 is markedly inhibited by systemic but not by bath PUVA in dermatological patients
    • Tantcheva-Poór I, Servera-Llaneras M, Scharffetter-Kochanek K, and Fuhr U (2001) Liver cytochrome P450 CYP1A2 is markedly inhibited by systemic but not by bath PUVA in dermatological patients. Br J Dermatol 144:1127-1132.
    • (2001) Br J Dermatol , vol.144 , pp. 1127-1132
    • Tantcheva-Poór, I.1    Servera-Llaneras, M.2    Scharffetter-Kochanek, K.3    Fuhr, U.4
  • 42
  • 44
    • 0003484310 scopus 로고    scopus 로고
    • US Food Drug Administration Accessed August 30 2013
    • US Food and Drug Administration (2001) Guidance for Industry, Bioanalytical Method Validation. Available at: http://www.fda.gov/cder/guidance/ 4252fnl.pdf. Accessed August 30, 2013
    • (2001) Guidance for Industry, Bioanalytical Method Validation
  • 45
    • 55749111891 scopus 로고    scopus 로고
    • Pharmacokinetics and bioavailability of the flavonoid 7,8- benzoflavone in rats
    • Wang X and Morris ME (2008) Pharmacokinetics and bioavailability of the flavonoid 7,8- benzoflavone in rats. J Pharm Sci 97:4546-4556.
    • (2008) J Pharm Sci , vol.97 , pp. 4546-4556
    • Wang, X.1    Morris, M.E.2
  • 46
    • 79955109133 scopus 로고    scopus 로고
    • Screening antitumor compounds psoralen and isopsoralen from Psoralea corylifolia L seeds
    • Wang Y, Hong C, Zhou C, Xu D, and Qu HB (2011) Screening antitumor compounds psoralen and isopsoralen from Psoralea corylifolia L. seeds. Evid Based Complement Alternat Med 2011:363052.
    • (2011) Evid Based Complement Alternat Med 2011 , pp. 363052
    • Wang, Y.1    Hong, C.2    Zhou, C.3    Xu, D.4    Qu, H.B.5
  • 47
    • 84859886181 scopus 로고    scopus 로고
    • Effect of albumin on human liver microsomal and recombinant CYP1A2 activities: Impact on in vitro-in vivo extrapolation of drug clearance
    • Wattanachai N, Tassaneeyakul W, Rowland A, Elliot DJ, Bowalgaha K, Knights KM, and Miners JO (2012) Effect of albumin on human liver microsomal and recombinant CYP1A2 activities: impact on in vitro-in vivo extrapolation of drug clearance. Drug Metab Dispos 40:982-989.
    • (2012) Drug Metab Dispos , vol.40 , pp. 982-989
    • Wattanachai, N.1    Tassaneeyakul, W.2    Rowland, A.3    Elliot, D.J.4    Bowalgaha, K.5    Knights, K.M.6    Miners, J.O.7
  • 48
    • 0037974571 scopus 로고    scopus 로고
    • Cytochrome P450 inhibition using recombinant proteins and mass spectrometry/multiple reaction monitoring technology in a cassette incubation
    • Weaver R, Graham KS, Beattie IG, and Riley RJ (2003) Cytochrome P450 inhibition using recombinant proteins and mass spectrometry/multiple reaction monitoring technology in a cassette incubation. Drug Metab Dispos 31:955-966.
    • (2003) Drug Metab Dispos , vol.31 , pp. 955-966
    • Weaver, R.1    Graham, K.S.2    Beattie, I.G.3    Riley, R.J.4
  • 50
    • 84866788971 scopus 로고    scopus 로고
    • Evaluation of cytochrome P450 inhibition and induction by psoralen and isopsoralen in vitro
    • Zhong Y, Shen G, Yuan M, Liu W, and Li H (2012) Evaluation of cytochrome P450 inhibition and induction by psoralen and isopsoralen in vitro. Chin J Pharmacol Toxicol 26:522-527.
    • (2012) Chin J Pharmacol Toxicol , vol.26 , pp. 522-527
    • Zhong, Y.1    Shen, G.2    Yuan, M.3    Liu, W.4    Li, H.5


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