Publication Cover
Xenobiotica
the fate of foreign compounds in biological systems
Volume 50, 2020 - Issue 4
132
Views
12
CrossRef citations to date
0
Altmetric
General Xenobiochemistry

In vitro inhibition of the hepatic S-oxygenation of the anthelmintic albendazole by the natural monoterpene thymol in sheep

, ORCID Icon, ORCID Icon, , , & ORCID Icon show all
Pages 408-414 | Received 03 Jun 2019, Accepted 12 Jul 2019, Published online: 01 Aug 2019

References

  • American Veterinary Medical Association (2007). AVMA guidelines on euthanasia. Available from: http://www.avma.org/issues/animal_welfare/euthanasia.pdf [Accessed April 2018].
  • André W, Cavalcante G, Ribeiro W, et al. (2017). Anthelmintic effect of thymol and thymol acetate on sheep gastrointestinal nematodes and their toxicity in mice. Rev Bras Parasitol V 26:323–30.
  • Baliharová V, Velík J, Fimanová K, et al. (2005). Inhibitory effect of albendazole and its metabolites on cytochromes P450 activities in rat and mouflon in vitro. Pharmacol Rep 57:97–106.
  • Bapiro T, Andersson T, Otter C, et al. (2002). Cytochrome P450 1A1/2 induction by antiparasitic drugs: dose-dependent increase in ethoxyresorufin O-deethylase activity and mRNA caused by quinine, primaquine and albendazole in HepG2 cells. Eur J Clin Pharmacol 58:537–42.
  • Benoit E, Besse S, Delatour P. (1992). Effect of repeated doses of albendazole on enantiomerism of its sulfoxide metabolite in goats. Am J Vet Res 53:1663–5.
  • Camurça-Vasconcelos A, Bevilaqua C, Morais S, et al. (2007). Anthelmintic activity of Croton zehntneri and Lippia sidoides essential oils. Vet Parasitol 148:288–94.
  • Can Demirdöğen B, Adalı O. (2005). Characterization and modulation by drugs of sheep liver microsomal flavin monooxygenase activity. Cell Biochem Funct 23:245–51.
  • Capolongo F, Santi A, Anfossi P, Montesissa C. (2010). Benzydamine as a useful substrate of hepatic flavin‐containing monooxygenase activity in veterinary species. J Vet Pharmacol Ther 33:341–6.
  • Dixit A, Roche T. (1984). Spectrophotometric assay of the flavin-containing monooxygenase and changes in its activity in female mouse liver with nutritional and diurnal conditions. Arch Biochem Biophys 233:50–63.
  • Dong R, Fang Z, Zhu L, et al. (2012). Identification of CYP isoforms involved in the metabolism of thymol and carvacrol in human liver microsomes (HLMs). Pharmazie 67:1002–6.
  • Dupuy J, Larrieu G, Sutra J, et al. (2003). Enhancement of moxidectin bioavailability in lamb by a natural flavonoid: Quercetin. Vet Parasitol 112:337–47.
  • Elandalousi R, Akkari H, B’chir F, et al. (2013). Thymus capitatus from Tunisian arid zone: chemical composition and in vitro anthelmintic effects on Haemonchus contortus. Vet Parasitol 197:374–8.
  • Ferreira L, Benincasa B, Fachin A, et al. (2016). Thymus vulgaris L. essential oil and its main component thymol: anthelmintic effects against Haemonchus contortus from sheep. Vet Parasitol 228:70–6.
  • Galtier P, Alvinerie M, Delatour P. (1986). In vitro sulfoxidation of albendazole by ovine liver microsomes: assay and frequency of various xenobiotics. Am J Vet Res 47:447–50.
  • Galtier P, Alvinerie M, Plusquellec Y, et al. (1991). Decrease in albendazole sulphonation during experimental fascioliasis in sheep. Xenobiotica 21:917–24.
  • Gomes G, de O, Monteiro C, Senra T, et al. (2012). Chemical composition and acaricidal activity of essential oil from Lippia sidoides on larvae of Dermacentor nitens (Acari: Ixodidae) and larvae and engorged females of Rhipicephalus microplus (Acari: Ixodidae). Parasitol Res 111:2423–30.
  • Katiki L, Barbieri A, Araujo R, et al. (2017). Synergistic interaction of ten essential oils against Haemonchus contortus in vitro. Vet Parasitol 243:47–51.
  • Kohlert C, Schindler G, März R, et al. (2002). Systemic availability and pharmacokinetics of thymol in humans. J Clin Pharmacol 42:731–7.
  • Lanusse C, Canton C, Virkel G, et al. (2018). Strategies to optimize the efficacy of anthelmintic drugs in ruminants. Trends Parasitol 34:664–82.
  • Lanusse C, Nare B, Prichard R. (1993). Comparative sulfoxidation of albendazole by sheep and cattle liver microsomes and the inhibitory effect of methimazole. Xenobiotica 23:285–95.
  • Lanusse C, Prichard R. (1991). Enhancement of the plasma concentration of albendazole sulfoxide in sheep following coadministration of parenteral netobimin and liver oxidase inhibitors. Res Vet Sci 51:306–12.
  • Lanusse C, Prichard R. (1992). Methimazole increases the plasma concentrations of the albendazole metabolites of netobimin in sheep. Biopharm Drug Dispos 13:95–103.
  • Longin-Sauvageon C, Lattard V, Lilaz-Michel C, et al. (1998). Expression of two different FMOs in sheep liver. Drug Metab Dispos 26:284–7.
  • Lubega G, Prichard R. (1991). Interaction of benzimidazole anthelmintics with Haemonchus contortus tubulin: Binding affinity and anthelmintic efficacy. Exp Parasitol 73:203–9.
  • Maté L, Virkel G, Lifschitz A, et al. (2008). Hepatic and extra-hepatic metabolic pathways involved in flubendazole biotransformation in sheep. Biochem Pharmacol 76:773–83.
  • Meeran M, Javed H, Al Taee H, et al. (2017). Pharmacological properties and molecular mechanisms of thymol: prospects for its therapeutic potential and pharmaceutical development. Front Pharmacol 8:380.
  • Pegolo S, Merlanti R, Giantin M, et al. (2010). High performance liquid chromatography determination of cytochrome P450 1A and 2C activities in bovine liver microsomes. Vet J 183:81–8.
  • Rawden H, Kokwaro G, Ward S, Edwards G. (2001). Relative contribution of cytochromes P450 and flavin-containing monoxygenases to the metabolism of albendazole by human liver microsomes. Br J Clin Pharmacol 49:313–22.
  • Raza H, Bhagwat S, John A. (2004). Flavin-containing monooxygenase activity in camel tissues: comparison with rat and human liver enzymes. Comp Biochem Phys C 139:289–93.
  • Souhaili El Amri H, Mothe O, Totis M, et al. (1988). Albendazole sulfonation by rat liver cytochrome P-450c. J Pharmacol Exp Ther 246:758–64.
  • Velik J, Baliharova V, Skálová L, et al. (2005a). Liver microsomal biotransformation of albendazole in deer, cattle, sheep and pig and some related wild breeds. J Vet Pharmacol Ther 28:377–84.
  • Velik J, Szotakova B, Baliharova V, et al. (2005b). Albendazole repeated administration induces cytochromes P4501A and accelerates albendazole deactivation in mouflon (Ovis musimon). Res Vet Sci 78:255–63.
  • Virkel G, Lifschitz A, Sallovitz J, et al. (2004). Comparative hepatic and extrahepatic enantioselective sulfoxidation of albendazole and fenbendazole in sheep and cattle. Drug Metab Dispos 32:536–44.
  • Virkel G, Lifschitz A, Sallovitz J, et al. (2014). In vitro and in vivo assessment of the benzydamine-mediated interference with the hepatic S-oxidation of the anthelmintic albendazole in sheep. Small Rumin Res 120:142–9.
  • Ziegler D. (2002). An overview of the mechanism, substrate specificities, and structure of FMOs. Drug Metab Rev 34:503–11.

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.