Publication Cover
Xenobiotica
the fate of foreign compounds in biological systems
Volume 48, 2018 - Issue 3
240
Views
6
CrossRef citations to date
0
Altmetric
General Xenobiochemistry

Co-treatment with indole-3-carbinol and resveratrol modify porcine CYP1A and CYP3A activities and expression

, , &
Pages 232-240 | Received 27 Jan 2017, Accepted 24 Feb 2017, Published online: 19 Mar 2017

References

  • Anderton MJ, Manson MM, Verschoyle RD, et al. (2004). Pharmacokinetics and tissue disposition of indole-3-carbinol and its acid condensation products after oral administration to mice. Clin Cancer Res 10:5233–41
  • Androutsopoulos VP, Tsatsakis AM, Spandidos DA. (2009). Cytochrome P450 CYP1A1: wider roles in cancer progression and prevention. BMC Cancer 9:187
  • Azorin-Ortuno M, Yanez-Gascon MJ, Vallejo F, et al. (2011). Metabolites and tissue distribution of resveratrol in the pig. Mol Nutr Food Res 55:1154–68
  • Babol J, Zamaratskaia G, Juneja RK, Lundstrom K. (2004). The effect of age on distribution of skatole and indole levels in entire male pigs in four breeds: Yorkshire, Landrace, Hampshire and Duroc. Meat Sci 67:351–8
  • Beedanagari SR, Bebenek I, Bui P, Hankinson O. (2009). Resveratrol inhibits dioxin-induced expression of human CYP1A1 and CYP1B1 by inhibiting recruitment of the aryl hydrocarbon receptor complex and RNA polymerase II to the regulatory regions of the corresponding genes. Toxicol Sci 110:61–7
  • Borrisser-Pairo F, Rasmussen MK, Ekstrand B, Zamaratskaia G. (2015). Gender-related differences in the formation of skatole metabolites by specific CYP450 in porcine hepatic S9 fractions. Animal 9:635–42
  • Bradfield CA, Bjeldanes LF. (1984). Effect of dietary indole-3-carbinol on intestinal and hepatic monooxygenase, glutathione S-transferase and epoxide hydrolase activities in the rat. Food Chem Toxicol 22:977–82
  • Bradlow HL, Zeligs MA. (2010). Diindolylmethane (DIM) spontaneously forms from indole-3-carbinol (I3C) during cell culture experiments. In Vivo 24:387–91
  • Burkina V, Rasmussen MK, Pilipenko N, Zamaratskaia G. (2017). Comparison of xenobiotic-metabolising human, porcine, rodent, and piscine cytochrome P450. Toxicology 375:10–27
  • Candek-Potokar M, Skrlep M, Batorek Lukac N, et al. (2015). Hydrolysable tannin fed to entire male pigs affects intestinal production, tissue deposition and hepatic clearance of skatole. Vet J 204:162–7
  • Casper RF, Quesne M, Rogers IM, et al. (1999). Resveratrol has antagonist activity on the aryl hydrocarbon receptor: implications for prevention of dioxin toxicity. Mol Pharmacol 56:784–90
  • Chun YJ, Kim MY, Guengerich FP. (1999). Resveratrol is a selective human cytochrome P450 1A1 inhibitor. Biochem Biophys Res Commun 262:20–4
  • Ciolino HP, Daschner PJ, Yeh GC. (1998). Resveratrol inhibits transcription of CYP1A1 in vitro by preventing activation of the aryl hydrocarbon receptor. Cancer Res 58:5707
  • Deng RR, Xu CS, Chen X, et al. (2014). Resveratrol suppresses the inducible expression of CYP3A4 through the pregnane X receptor. J Pharmacol Sci 126:146–54
  • Denison MS, Nagy SR. (2003). Activation of the aryl hydrocarbon receptor by structurally diverse exogenous and endogenous chemicals. Ann Rev Pharmacol Toxicol 43:309–34
  • Detampel P, Beck M, Krahenbuhl S, Huwyler J. (2012). Drug interaction potential of resveratrol. Drug Metab Rev 44:253–65
  • Dvorak Z, Vrzal R, Henklova P, et al. (2008). JNK inhibitor SP600125 is a partial agonist of human aryl hydrocarbon receptor and induces CYP1A1 and CYP1A2 genes in primary human hepatocytes. Biochem Pharmacol 75:580–8
  • Ekstrand B, Rasmussen MK, Woll F, et al. (2015). In vitro gender-dependent inhibition of porcine cytochrome p450 activity by selected flavonoids and phenolic acids. BioMed Res Int 2015:387918
  • Elmadhun NY, Sabe AA, Robich MP, et al. (2013). The pig as a valuable model for testing the effect of resveratrol to prevent cardiovascular disease. Ann NY Acad Sci 1290:130–5
  • Genser D. (2008). Food and drug interaction: consequences for the nutrition/health status. Ann Nutr Metab 52:29–32
  • Goldberg DM, Yan J, Soleas GJ. (2003). Absorption of three wine-related polyphenols in three different matrices by healthy subjects. Clin Biochem 36:79–87
  • Guengerich FP. (2007). Cytochrome P450 and Chemical Toxicology. Chem Res Toxicol 21:70–83
  • Hauder J, Winkler S, Bub A, et al. (2011). LC-MS/MS quantification of sulforaphane and indole-3-carbinol metabolites in human plasma and urine after dietary intake of selenium-fortified broccoli. J Agric Food Chem 59:8047–57
  • Helke KL, Swindle MM. (2013). Animal models of toxicology testing: the role of pigs. Expert Opin Drug Metab Toxicol 9:127–39
  • Hubbard TD, Murray IA, Perdew GH. (2015). Indole and tryptophan metabolism: endogenous and dietary routes to Ah receptor activation. Drug Metab Dispos 43:1522–35
  • Jellinck PH, Forkert PG, Riddick DS, et al. (1993). Ah receptor binding properties of indole carbinols and induction of hepatic estradiol hydroxylation. Biochem Pharmacol 45:1129–36
  • Katchamart S, Williams DE. (2001). Indole-3-carbinol modulation of hepatic monooxygenases CYP1A1, CYP1A2 and FMO1 in guinea pig, mouse and rabbit. Comp Biochem Physiol C Toxicol Pharmacol 129:377–84
  • Kocarek TA, Schuetz EG, Guzelian PS. (1994). Biphasic regulation of cytochrome P450 2B1/2 mRNA expression by dexamethasone in primary cultures of adult rat hepatocytes maintained on matrigel. Biochem Pharmacol 48:1815–22
  • Kojima T, Tanaka T, Mori H. (1994). Chemoprevention of spontaneous endometrial cancer in female Donryu rats by dietary indole-3-carbinol. Cancer Res 54:1446–9
  • Lee C, Riddick DS. (2012). Aryl hydrocarbon receptor-dependence of dioxin's effects on constitutive mouse hepatic cytochromes P450 and growth hormone signaling components. Can J Physiol Pharmacol 90:1354–63
  • Matal J, Matuskova Z, Tunkova A, et al. (2009). Porcine CYP2A19, CYP2E1 and CYP1A2 forms are responsible for skatole biotransformation in the reconstituted system. Neuro Endocrinol Lett 30:36–40
  • Mohammadi-Bardbori A, Bengtsson J, Rannug U, et al. (2012). Quercetin, resveratrol, and curcumin are indirect activators of the aryl hydrocarbon receptor (AHR). Chem Res Toxicol 25:1878–84
  • Moon YJ, Wang X, Morris ME. (2006). Dietary flavonoids: effects on xenobiotic and carcinogen metabolism. Toxicol In Vitro 20:187–210
  • Pascussi JM, Gerbal-Chaloin S, Duret C, et al. (2008). The tangle of nuclear receptors that controls xenobiotic metabolism and transport: crosstalk and consequences. Ann Rev Pharmacol Toxicol 48:1–32
  • Pichard L, Raulet E, Fabre G, et al. (2006). Human hepatocyte culture. Methods Mol Biol 320:283–93
  • Piver B, Berthou F, Dreano Y, Lucas D. (2001). Inhibition of CYP3A, CYP1A and CYP2E1 activities by resveratrol and other nonvolatile red wine components. Toxicol Lett 125:83–91
  • Rasmussen MK, Balaguer P, Ekstrand B, et al. (2016). Skatole (3-methylindole) is a partial aryl hydrocarbon receptor agonist and induces CYP1A1/2 and CYP1B1 expression in primary human hepatocytes. PLoS One 11:e0154629
  • Rasmussen MK, Ekstrand B, Zamaratskaia G. (2011a). Comparison of cytochrome P450 concentrations and metabolic activities in porcine hepatic microsomes prepared with two different methods. Toxicol In Vitro 25:343–6
  • Rasmussen MK, Klausen CL, Ekstrand B. (2014). Regulation of cytochrome P450 mRNA expression in primary porcine hepatocytes by selected secondary plant metabolites from chicory (Cichorium intybus L.). Food Chem 146:255–63
  • Rasmussen MK, Zamaratskaia G, Ekstrand B. (2011b). Gender-related differences in cytochrome P450 in porcine liver – implication for activity, expression and inhibition by testicular steroids. Reprod Domestic Anim 46:616–23
  • Reed GA, Arneson DW, Putnam WC, et al. (2006). Single-dose and multiple-dose administration of indole-3-carbinol to women: pharmacokinetics based on 3,3′-diindolylmethane. Cancer Epidemiol Biomarkers Prev 15:2477–81
  • Revel A, Raanani H, Younglai E, et al. (2003). Resveratrol, a natural aryl hydrocarbon receptor antagonist, protects lung from DNA damage and apoptosis caused by benzo[a]pyrene. J Appl Toxicol 23:255–61
  • Singh CK, Ndiaye MA, Ahmad N. (2015). Resveratrol and cancer: challenges for clinical translation. Biochim Biophys Acta 1852:1178–85
  • Staub RE, Feng C, Onisko B, et al. (2002). Fate of indole-3-carbinol in cultured human breast tumor cells. Chem Res Toxicol 15:101–9
  • Stresser DM, Bailey GS, Williams DE. (1994). Indole-3-carbinol and beta-naphthoflavone induction of aflatoxin B1 metabolism and cytochromes P-450 associated with bioactivation and detoxication of aflatoxin B1 in the rat. Drug Metab Dispos 22:383–91
  • Stresser DM, Bjeldanes LF, Bailey GS, Williams DE. (1995). The anticarcinogen 3,3′-diindolylmethane is an inhibitor of cytochrome P-450. J Biochem Toxicol 10:191–201
  • Szaefer H, Licznerska B, Krajka-Kuzniak V, et al. (2012). Modulation of CYP1A1, CYP1A2 and CYP1B1 expression by cabbage juices and indoles in human breast cell lines. Nutr Cancer 64:879–88
  • Trusov NV, Guseva GV, Aksenov IV, et al. (2010). Effects of combined treatment with resveratrol and indole-3-carbinol. Bull Exp Biol Med 149:213–18
  • Vitaglione P, Sforza S, Galaverna G, et al. (2005). Bioavailability of trans-resveratrol from red wine in humans. Mol Nutr Food Res 49:495–504
  • Walle T, Hsieh F, DeLegge MH, et al. (2004). High absorption but very low bioavailability of oral resveratrol in humans. Drug Metab Dispos 32:1377–82
  • Wortelboer HM, de Kruif CA, van Iersel AA, et al. (1992). Acid reaction products of indole-3-carbinol and their effects on cytochrome P450 and phase II enzymes in rat and monkey hepatocytes. Biochem Pharmacol 43:1439–47
  • Xu M, Dashwood RH. (1999). Chemoprevention studies of heterocyclic amine-induced colon carcinogenesis. Cancer Lett 143:179–83
  • Zamaratskaia G, Wiklund T, Jastrebova J. (2008). Application of UPLC to determination of tryptophan and related indolic compounds in porcine plasma and adipose tissue Analysdagarna, Juni 2008 12–15 juni, Göteborg, Sweden
  • Zanger UM, Schwab M. (2013). Cytochrome P450 enzymes in drug metabolism: regulation of gene expression, enzyme activities, and impact of genetic variation. Pharmacol Ther 138:103–41
  • Zhang C, Luo J, Yu B, et al. (2015). Dietary resveratrol supplementation improves meat quality of finishing pigs through changing muscle fiber characteristics and antioxidative status. Meat Sci 102:15–21
  • Zhao B, DeGroot DE, Hayashi A, et al. (2010). CH223191 is a ligand-selective antagonist of the Ah (Dioxin) receptor. Toxicol Sci 117:393–403
  • Zuber R, Anzenbacherova E, Anzenbacher P. (2002). Cytochromes P450 and experimental models of drug metabolism. J Cell Mol Med 6:189–98

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.