Publication Cover
Xenobiotica
the fate of foreign compounds in biological systems
Volume 49, 2019 - Issue 10
245
Views
3
CrossRef citations to date
0
Altmetric
Animal Pharmacokinetics and Metabolism

Pharmacokinetics behaviors of l-menthol after inhalation and intravenous injection in rats and its inhibition effects on CYP450 enzymes in rat liver microsomes

, , , , , & show all
Pages 1183-1191 | Received 08 Sep 2018, Accepted 15 Oct 2018, Published online: 11 Jun 2019

References

  • Bai Y, Zhou L, Li J. (2013). The primary pharmacodynamic studies of Biyan Tongqiao spray. Pharm Clin Chinese Mater Med 4:46–9.
  • Chen YL, Zhuo Y, Zhou J, et al. (2003). Modified preparation and stability of compound menthol spray. China Pharm 14:726–7.
  • Doherty MM, Charman WN. (2002). The mucosa of the small intestine: how clinically relevant as an organ of drug metabolism? Clin Pharmacokinet 41:235–53.
  • Elansary HO, Yessoufou K, Shokralla S, et al. (2016). Enhancing mint and basil oil composition and antibacterial activity using seaweed extracts. Ind Crop Prod 92:50–6.
  • Emura M, Matsuda H. (2014). A green and sustainable approach: celebrating the 30th anniversary of the asymmetric l-menthol process. Chem Biodivers 11:1688–99.
  • Gaworski CL, Dozier MM, Gerhart JM, et al. (1997). 13-Week inhalation toxicity study of menthol cigarette smoke. Food Chem Toxicol 35:683–92.
  • Goldstein JA, de Morais SM. (1994). Biochemistry and molecular biology of the human CYP2C subfamily . Pharmacogenetics 4:285–99.
  • Guengerich FP. (1997). Comparisons of catalytic selectivity of cytochrome P450 subfamily enzymes from different species. Chem Biol Interact 106:161–82.
  • He YH. (2016). Efficacy of Kaihoujian spray treatment in children with acute laryngopharyngitis. J GuiYang Med Coll 41:615–7.
  • Hoshino M, Ikarashi N, Tsukui M, et al. (2014). Menthol reduces the anticoagulant effect of warfarin by inducing cytochrome P450 2C expression. Eur J Pharm Sci 56:92–101.
  • Kramlinger VM, von Weymarn LB, Murphy SE. (2012). Inhibition and inactivation of cytochrome P450 2A6 and cytochrome P450 2A13 by menthofuran, β-nicotyrine and menthol. Chem Biol Interact 197:87–92.
  • Kumar N, Nepali K, Sapra S, et al. (2012). Effect of nitrogen insertion on the antitussive properties of menthol and camphor. Med Chem Res 21:531–7.
  • Lass-Florl C. (2011). Triazole antifungal agents in invasive fungal infections a comparative review. Drugs 71:2405–19.
  • Laude EA, Grattan TJ, Morice AH. (1997). The antitussive action of oral menthol on citric acid-induced couch in guinea-pigs. Brit J Pharmacol 120:199.
  • Lee DY, Shin HS, Bae SK, Lee MG. (2006). Effects of enzyme inducers and inhibitors on the pharmacokinetics of intravenous omeprazole in rats. Biopharm Drug Dispos 27:209–18.
  • Lofgren S, Hagbjork AL, Ekman S, et al. (2004). Metabolism of human cytochrome P450 marker substrates in mouse: a strain and gender comparison. Xenobiotica 34:811–34.
  • Madyastha KM, Srivatsan V. (1988). Studies on the metabolism of l-menthol in rats. Drug Metab Dispos 16:765–72.
  • Magalhaes P, De Andres F, Falcao A, Ll A, et al. (2016). Can the CEIBA cocktail designed for human cytochrome P450 enzymes be used in the rat for drug interaction studies? J Pharm Pharm Sci 19:520–9.
  • Martignoni M, Groothuis GMM, de Kanter R. (2006). Species differences between mouse, rat, dog, monkey and human CYP-mediated drug metabolism, inhibition and induction. Expert Opin Drug Met 2:875–94.
  • Mimica-Dukic N, Bozin B, Sokovic M, et al. (2003). Antimicrobial and antioxidant activities of three Mentha species essential oils. Planta Med 69:413–9.
  • Nagai K, Suzuki S, Yamamura A, Konishi H. (2015). Change in pharmacokinetic behavior of intravenously administered midazolam due to increased CYP3A2 expression in rats treated with menthol. Biopharm Drug Dispos 36:174–82.
  • Narimatsu S, Kazamori D, Masuda K, et al. (2009). The mechanism causing the difference in kinetic properties between rat CYP2D4 and human CYP2D6 in the oxidation of dextromethorphan and bufuralol. Biochem Pharmacol 77:920–31.
  • Nesterkina M, Kravchenko I. (2016). Analgesic activity of novel GABA esters after transdermal delivery. Nat Prod Commun 11:1419–20.
  • Nie HD, Hao R. (2010). Curative effect observation of xinzhi aerosol in the treatment of sinusitis. Shanxi Traditional Chinese Med 31:1625–6.
  • Nishino T, Tagaito Y, Sakurai Y. (1997). Nasal inhalation of l-menthol reduces respiratory discomfort associated with loaded breathing. Am J Resp Crit Care 156:309–13.
  • Obach RS, Walsky RL, Venkatakrishnan K, et al. (2005). In vitro cytochrome P450 inhibition data and the prediction of drug-drug interactions: qualitative relationships, quantitative predictions, and the rank-order approach. Clin Pharm Ther 78:582–92.
  • Peric-Hassler L, Stjernschantz E, Oostenbrink C, Geerke DP. (2013). CYP 2D6 binding affinity predictions using multiple ligand and protein conformations. Int J Mol Sci 14:24514–30.
  • Plevkova J, Kollarik M, Poliacek I, et al. (2013). The role of trigeminal nasal TRPM8-expressing afferent neurons in the antitussive effects of menthol. J Appl Physiol 115:268–74.
  • Plevkova J, Surdenikova L, Poliacek I, et al. (2012). Antitussive effect of (−) menthol: the role of nasal trigeminal Trpm8 receptors. Lung 190:64–5.
  • Qin CZ, Ren X, Tan ZR, et al. (2014). A high-throughput inhibition screening of major human cytochrome P450 enzymes using an in vitro cocktail and liquid chromatography–tandem mass spectrometry. Biomed Chromatogr: BMC 28:197–203.
  • Rakieten N, Rakieten ML. (1957). The effect of 1-menthol on the systemic blood pressure. J Am Pharm Assoc 46:82–4.
  • Rozza AL, Hiruma-Lima CA, Takahira RK, et al. (2013). Effect of menthol in experimentally induced ulcers: pathways of gastroprotection. Chem Biol Interact 206:272–8.
  • Rozza AL, Meira de Faria F, Souza Brito AR, Pellizzon CH. (2014). The gastroprotective effect of menthol: involvement of anti-apoptotic, antioxidant and anti-inflammatory activities. PLoS ONE 9:e86686.
  • Suchodolski J, Feder-Kubis J, Krasowska A. (2017). Antifungal activity of ionic liquids based on (−)-menthol: a mechanism study. Microbiol Res 197:56–64.
  • Valente A, Carrillo AE, Tzatzarakis MN, et al. (2015). The absorption and metabolism of a single L-menthol oral versus skin administration: effects on thermogenesis and metabolic rate. Food Chem Toxicol 86:262–73.
  • Wang X, Han A, Wen C, et al. (2013). The effects of H2S on the activities of CYP2B6, CYP2D6, CYP3A4, CYP2C19 and CYP2C9 in vivo in rat. Int J Mol Sci 14:24055–63.
  • Xu RA, Xu ZS, Ge RS. (2014). Effects of hydroxysafflor yellow A on the activity and mRNA expression of four CYP isozymes in rats. J Ethnopharmacol 151:1141–6.
  • Xu X, Li Y, Hou J, et al. (2011). Pharmacokinetic study of borneol and menthol in rats after oral administration of qingyan drop pills. Planta Med 77:1600–4.
  • Yamaguchi T, Caldwell J, Farmer PB. (1994). Metabolic fate of [3H]-l-menthol in the rat. Drug Metab Dispos 22:616–24.
  • Yang W, Johnston KP, Williams RO. (2010). Comparison of bioavailability of amorphous versus crystalline itraconazole nanoparticles via pulmonary administration in rats. Eur J Pharm Biopharm 75:33–41.
  • Zaia MG, Cagnazzo TD, Feitosa KA, et al. (2016). Anti-inflammatory properties of menthol and menthone in Schistosoma mansoni infection. Front Pharmacol 7:170.
  • Zhang XS, Yang JJ, Zhang GR. (2008). Determination of main composition in Bohetong by GC MS/MS. Shizhen Med Mater Med Res 19:678–9.
  • Zhao Q, Li Y, Hu JP, et al. (2014). LC–MS–MS method to simultaneously determine six probe drugs for CYP450 isozymes in human liver microsomes. Chromatographia 77:913–22.
  • Zhou SF, Liu JP, Chowbay B. (2009). Polymorphism of human cytochrome P450 enzymes and its clinical impact. Drug Metab Rev 41:89–295.
  • Zhou SF, Liu JP, Lai XS. (2009b). Substrate specificity, inhibitors and regulation of human cytochrome P450 2D6 and implications in drug development. Curr Med Chem 16:2661–805.
  • 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.