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Chemical Compound Review

SureCN563392     7-methoxyphenoxazin-3-one

Synonyms: AG-G-01819, M1544_SIGMA, ANW-73216, CTK8C4811, AR-1H3667, ...
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Disease relevance of Resorufin methyl ether


High impact information on Resorufin methyl ether


Biological context of Resorufin methyl ether


Anatomical context of Resorufin methyl ether

  • After incubation of rat hepatocytes and HepG2 for 24-, 48-, and 72-h cells with drugs at various concentrations (0.1-50 microM), the enzyme activities associated with P4501A1/2 (7-ethoxyresorufin O-deethylation and 7-methoxyresorufin O-demethylation) were measured [9].

Associations of Resorufin methyl ether with other chemical compounds

  • Induction of monkey CYP1A1/2 was associated with a marked increase in the O-dealkylation of 7-methoxyresorufin (up to 65-fold), the O-dealkylation of 7-ethoxyresorufin (up to 30-fold), and the N3-demethylation of caffeine (up to 17-fold), but only a 2-fold increase in benzo[a]pyrene 3-hydroxylation [10].
  • Oral treatment of Sprague-Dawley rats with 50 mg kg(-1) rutaecarpine for three days through a gastrogavage caused a 4- and 3-fold increase in liver microsomal 7-ethoxyresorufin O-deethylation (EROD) and 7-methoxyresorufin O-demethylation activity, respectively [11].
  • Administration of a liquid diet containing 10 mg/ml naringin for 7 days caused 38% and 49% decreases of AHH and 7-methoxyresorufin O-demethylase activities, respectively [12].
  • Immunohistochemical staining for CYP1A, 2A5 and GST expression and determination of related enzymatic activities (7-ethoxyresorufin O-deethylation, 7-methoxyresorufin O-deethylation, coumarin 7-hydroxylation and GST activities) revealed no differences between control and ATX mice [13].

Gene context of Resorufin methyl ether

  • We have found earlier that repeated treatments of rats with high doses of this drug led to significant increase of cytochrome P450-dependent 7-methoxyresorufin O-demethylase (MROD) and 7-ethoxyresorufin O-deethylase (EROD) activities in hepatic microsomes [14].
  • In this work we examined HAC-induced inhibition of the demethylation of 7-methoxyresorufin, a process that is selectively catalyzed by CYP 1A2 [15].
  • S. did not have any significant effect on microsomal glutathione S-transferase activity, it inhibited p-nitrophenol hydroxylase (PNPH, CYP2E1) and 7-methoxyresorufin O-demethylase (MROD, CYP 1A2) activities by 37% and 32% respectively at 12 h post-T [16].
  • In addition, effects of each individual components of the reconstituted system, i.e., CYP1A1 and P450 reductase on 7-methoxyresorufin O-demethylase (MROD) activity were studied [8].


  1. Enhancement of 7-methoxyresorufin O-demethylation activity of human cytochrome P450 1A2 by molecular breeding. Kim, D., Guengerich, F.P. Arch. Biochem. Biophys. (2004) [Pubmed]
  2. Enzyme-kinetic and immunochemical characteristics of mouse cDNA-expressed, microsomal, and purified CYP1A1 and CYP1A2. Tsyrlov, I.B., Goldfarb, I.S., Gelboin, H.V. Arch. Biochem. Biophys. (1993) [Pubmed]
  3. Cytochrome P450 expression and related metabolism in human buccal mucosa. Vondracek, M., Xi, Z., Larsson, P., Baker, V., Mace, K., Pfeifer, A., Tjälve, H., Donato, M.T., Gomez-Lechon, M.J., Grafström, R.C. Carcinogenesis (2001) [Pubmed]
  4. Evidence for induced microsomal bilirubin degradation by cytochrome P450 2A5. Abu-Bakar, A., Moore, M.R., Lang, M.A. Biochem. Pharmacol. (2005) [Pubmed]
  5. The presence of inducible cytochrome P450 types 1A1 and 1A2 in the BeWo cell line. Avery, M.L., Meek, C.E., Audus, K.L. Placenta (2003) [Pubmed]
  6. Purification and characterization of cytochrome P450 isozymes from beta-naphthoflavone-induced adult hen liver. Gupta, R.P., Lapadula, D.M., Abou-Donia, M.B. Arch. Biochem. Biophys. (1990) [Pubmed]
  7. Azide inhibits human cytochrome P -4502E1, 1A2, and 3A4. Salmela, K.S., Tsyrlov, I.B., Lieber, C.S. Alcohol. Clin. Exp. Res. (2001) [Pubmed]
  8. Further immunochemical and biocatalytic characterization of CYP1A1 from feral leaping mullet liver (Liza saliens) microsomes. Sen, A., Arinç, E. Comp. Biochem. Physiol. C Toxicol. Pharmacol. (2000) [Pubmed]
  9. The effects of benzimidazole anthelmintics on P4501A in rat hepatocytes and HepG2 cells. Baliharová, V., Skálová, L., Maas, R.F., De Vrieze, G., Bull, S., Fink-Gremmels, J. Res. Vet. Sci. (2003) [Pubmed]
  10. Induction of liver microsomal cytochrome P450 in cynomolgus monkeys. Bullock, P., Pearce, R., Draper, A., Podval, J., Bracken, W., Veltman, J., Thomas, P., Parkinson, A. Drug Metab. Dispos. (1995) [Pubmed]
  11. Alteration of the pharmacokinetics of theophylline by rutaecarpine, an alkaloid of the medicinal herb Evodia rutaecarpa, in rats. Ueng, Y.F., Tsai, T.H., Don, M.J., Chen, R.M., Chen, T.L. J. Pharm. Pharmacol. (2005) [Pubmed]
  12. In vitro and in vivo effects of naringin on cytochrome P450-dependent monooxygenase in mouse liver. Ueng, Y.F., Chang, Y.L., Oda, Y., Park, S.S., Liao, J.F., Lin, M.F., Chen, C.F. Life Sci. (1999) [Pubmed]
  13. Hepatitis B virus-induced liver injury and altered expression of carcinogen metabolising enzymes: the role of the HBx protein. Chomarat, P., Rice, J.M., Slagle, B.L., Wild, C.P. Toxicol. Lett. (1998) [Pubmed]
  14. Effect of ivermectin on activities of cytochrome P450 isoenzymes in mouflon (Ovis musimon) and fallow deer (Dama dama). Skálová, L., Szotáková, B., Machala, M., Neca, J., Soucek, P., Havlasová, J., Wsól, V., Krídová, L., Kvasnicková, E., Lamka, J. Chem. Biol. Interact. (2001) [Pubmed]
  15. Inhibition of CYP 1A2-dependent MROD activity in rat liver microsomes: an explanation of the hepatic sequestration of a limited subset of halogenated aromatic hydrocarbons. Chen, J.J., Chen, G.S., Bunce, N.J. Environ. Toxicol. (2003) [Pubmed]
  16. Selective suppression of cytochrome P450 gene expression by the medicinal herb, Thonningia sanguinea in rat liver. Gyamfi, M.A., Tanaka, T., Aniya, Y. Life Sci. (2004) [Pubmed]
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