Effect of piperine on CYP2E1 enzyme activity of chlorzoxazone in healthy volunteers

References

• Atal CK, Dubey RK, Singh J. (1985). Biochemical basis of enhanced drug bioavailability by piperine: evidence that piperine is a potent inhibitor of drug metabolism. J Pharmacol Exp Ther 232:258–62
   PubMed Web of Science ®Google Scholar
• Bano G, Raina RK, Zutshi U, et al. (1991). Effect of piperine on bioavailability and pharmacokinetics of propranolol and theophylline in healthy volunteers. Eur J Clin Pharmacol 41:615–17
   PubMed Web of Science ®Google Scholar
• Bano G, Amla V, Raina RK, et al. (1987). The effect of piperine on pharmacokinetics of phenytoin in healthy volunteers. Planta Med 53:568–9
   PubMed Web of Science ®Google Scholar
• Bedada SK, Neerati P. (2016). Resveratrol pretreatment affects CYP2E1 activity of chlorzoxazone in healthy human volunteers. Phytother Res 30:463–8
   PubMed Web of Science ®Google Scholar
• Bertelsen KM, Venkatakrishnan K, Von Moltke LL, et al. (2003). Apparent mechanism-based inhibition of human CYP2D6 in vitro by paroxetine: comparison with fluoxetine and quinidine. Drug Metab Dispos 31:289–93
   PubMed Web of Science ®Google Scholar
• Bhat BG, Chandrasekhara N. (1986). Studies on the metabolism of piperine: absorption, tissue distribution and excretion of urinary conjugates in rats. Toxicology 40:83–92
   PubMed Web of Science ®Google Scholar
• Court MH, Von Moltke LL, Shader RI, Greenblatt DJ. (1997). Biotransformation of chlorzoxazone by hepatic microsomes from humans and ten other mammalian species. Biopharm Drug Dispos 18:213–26
   PubMed Web of Science ®Google Scholar
• Desiraju RK, Renzi NL Jr, Nayak RK, Ng KT. (1983). Pharmacokinetics of chlorzoxazone in humans. J Pharm Sci 72:991–4
   PubMed Web of Science ®Google Scholar
• Eap CB, Schnyder C, Besson J, et al. (1998). Inhibition of CYP2E1 by chlormethiazole as measured by chlorzoxazone pharmacokinetics in patients with alcoholism and in healthy volunteers. Clin Pharmacol Ther 64:52–7
   PubMed Web of Science ®Google Scholar
• Ernstgard L, Warholm M, Johanson G. (2004). Robustness of chlorzoxazone as an in vivo measure of cytochrome P450 2E1 activity. Br J Clin Pharmacol 58:190–200
   PubMed Web of Science ®Google Scholar
• Frye RF, Branch RA. (2002). Effect of chronic disulfiram administration on the activities of CYP1A2, CYP2C19, CYP2D6, CYP2E1, and N-acetyltransferase in healthy human subjects. Br J Clin Pharmacol 53:155–62
   PubMed Web of Science ®Google Scholar
• Gorski JC, Jones DR, Wrighton SA, Hall SD. (1997). Contribution of human CYP3A subfamily members to the 6-hydroxylation of chlorzoxazone. Xenobiotica 27:243–56
   PubMed Web of Science ®Google Scholar
• Gupta SK, Bansal P, Bhardwaj RK, Velpandian T. (2000). Comparative anti-nociceptive, anti-inflammatory and toxicity profile of nimesulide vs nimesulide and piperine combination. Pharmacol Res 41:657–62
   PubMed Web of Science ®Google Scholar
• Han HK. (2011). The effects of black pepper on the intestinal absorption and hepatic metabolism of drugs. Expert Opin Drug Metab Toxicol 7:721–9
   PubMed Web of Science ®Google Scholar
• Ioannides C. (2003). Drug-phytochemical interactions. Inflammopharmacology 11:7–42
   PubMedGoogle Scholar
• Kang MH, Won SM, Park SS, et al. (1994). Piperine effects on the expression of P4502E1, P4502B and P4501A in rat. Xenobiotica 24:1195–204
   PubMed Web of Science ®Google Scholar
• Kharasch ED, Thummel KE, Mhyre J, Lillibridge JH. (1993). Single-dose disulfiram inhibition of chlorzoxazone metabolism: a clinical probe for P450 2E1. Clin Pharmacol Ther 53:643–50
   PubMed Web of Science ®Google Scholar
• Koop DR. (1992). Oxidative and reductive metabolism by cytochrome P450 2E1. Faseb J 6:724–30
   PubMed Web of Science ®Google Scholar
• Lieber CS. (1990). Mechanism of ethanol induced hepatic injury. Pharmacol Ther 46:1–41
   PubMed Web of Science ®Google Scholar
• Loizou GD, Cocker J. (2001). The effects of alcohol and diallylsulphide on CYP2E1 activity in humans: a phenotyping study using chlorzoxazone. Hum Exp Toxicol 20:321–7
   PubMed Web of Science ®Google Scholar
• Lucas D, Ferrara R, Gonzalez E, et al. (1999). Chlorzoxazone, a selective probe for phenotyping CYP2E1 in humans. Pharmacogenetics 9:377–88
   PubMedGoogle Scholar
• McCarty MF. (2001). Inhibition of CYP2E1 with natural agents may be a feasible strategy for minimizing the hepatotoxicity of ethanol. Med Hypotheses 56:8–11
   PubMed Web of Science ®Google Scholar
• Meghwal M, Goswami TK. (2013). Piper nigrum and piperine: an update. Phytother Res 27:1121–30
   PubMed Web of Science ®Google Scholar
• Murray M. (2000). Mechanisms of inhibitory and regulatory effects of methylenedioxyphenyl compounds on cytochrome P450-dependent drug oxidation. Curr Drug Metab 1:67–84
   PubMed Web of Science ®Google Scholar
• Park JY, Kim KA, Park PW, Ha JM. (2006). Effect of high-dose aspirin on CYP2E1 activity in healthy subjects measured using chlorzoxazone as a probe. J Clin Pharmacol 46:109–14
   PubMed Web of Science ®Google Scholar
• Pattanaik S, Hota D, Prabhakar S, et al. (2009). Pharmacokinetic interaction of single dose of piperine with steady-state carbamazepine in epilepsy patients. Phytother Res 23:1281–6
   PubMed Web of Science ®Google Scholar
• Pattanaik S, Hota D, Prabhakar S, et al. (2006). Effect of piperine on the steady-state pharmacokinetics of phenytoin in patients with epilepsy. Phytother Res 20:683–6
   PubMed Web of Science ®Google Scholar
• Peter R, Bocker R, Beaune PH, et al. (1990). Hydroxylation of chlorzoxazone as a specific probe for human liver cytochrome P-450IIE1. Chem Res Toxicol 3:566–73
   PubMed Web of Science ®Google Scholar
• Rajnarayana K, Venkatesham A, Nagulu M, et al. (2008). Influence of diosmin pretreatment on the pharmacokinetics of chlorzoxazone in healthy male volunteers. Drug Metabol Drug Interact 23:311–21
   PubMedGoogle Scholar
• Rajnarayana K, Mada SR, Vidyasagar J, et al. (2002). Validated HPLC method for determination of chlorzoxazone in human serum and its application in a clinical pharmacokinetic study. Pharmazie 57:811–13
   PubMed Web of Science ®Google Scholar
• Rezaee MM, Kazemi S, Kazemi MT, et al. (2014). The effect of piperine on midazolam plasma concentration in healthy volunteers, a research on the CYP3A-involving metabolism. Daru 22:8
   PubMed Web of Science ®Google Scholar
• Srinivasan K. (2007). Black pepper and its pungent principle-piperine: a review of diverse physiological effects. Crit Rev Food Sci Nutr 47:735–48
   PubMed Web of Science ®Google Scholar
• Thummel KE, Kharasch ED, Podoll T, Kunze K. (1993). Human liver microsomal enflurane defluorination catalyzed by cytochrome P-450 2E1. Drug Metab Dispos 21:350–7
   PubMed Web of Science ®Google Scholar
• Velpandian T, Jasuja R, Bhardwaj RK, et al. (2001). Piperine in food: interference in the pharmacokinetics of phenytoin. Eur J Drug Metab Pharmacokinet 26:241–7
   PubMed Web of Science ®Google Scholar
• Yamazaki H, Guo Z, Guengerich FP. (1995). Selectivity of cytochrome P4502E1 in chlorzoxazone 6-hydroxylation. Drug Metab Dispos 23:438–40
   PubMed Web of Science ®Google Scholar
• Yamazaki H, Inui Y, Yun CH, et al. (1992). Cytochrome P450 2E1 and 2A6 enzymes as major catalysts for metabolic activation of N-nitrosodialkylamines and tobacco-related nitrosamines in human liver microsomes. Carcinogenesis 13:1789–94
   PubMed Web of Science ®Google Scholar
• Zutshi RK, Singh R, Zutshi U, et al. (1985). Influence of piperine on rifampicin blood levels in patients of pulmonary tuberculosis. J Assoc Physicians India 33:223–4
   PubMedGoogle Scholar