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Chemical Compound Review

SureCN563335     7-phenylmethoxyphenoxazin-3- one

Synonyms: AG-H-53965, B1532_SIGMA, AC1L3GBQ, CTK8D9518, STK299141, ...
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Disease relevance of Resorufin benzyl ether


High impact information on Resorufin benzyl ether


Biological context of Resorufin benzyl ether

  • Lower IC50 values for both inhibitory phases were obtained in the case of benzyloxyresorufin O-dealkylase activity than in the case of ethoxyresorufin O-dealkylase activity, suggesting a differential susceptibility to inhibition by NO for the two O-dealkylase activities [9].
  • PB-induction of hepatic microsomes significantly increased the rate of dealkylation of long alkyl chain alkoxyresorufin ethers, benzyloxyresorufin and pentoxyresorufin 47-fold and 17-fold, respectively, but had little or no effect on short alkyl chains [10].

Anatomical context of Resorufin benzyl ether

  • Liver and lung microsomes from control rats differed in their activity profiles (rate of resorufin production plotted against side-chain length), showing highest activity with ethoxy- and benzyloxyresorufin respectively [11].
  • Human recombinant interleukin 6 (rhIL-6) caused a dose dependent decrease in the phenobarbital induction of benzyloxyresorufin O-deethylase activity in cultured rat hepatocytes [12].
  • Significant negative correlations between the patterns of P450-dependent 7-benzyloxyresorufin metabolism activity and cell line chemosensitivity were observed for 10 standard anticancer agents (including 6 alkylating agents) and 55 investigational compounds, suggesting a role for P450 metabolism in the inactivation of these agents [13].
  • The O-dealkylase activity measured towards 7-benzoxyresorufin, a substrate for the main cytochrome P-450 isoforms involved in the metabolism of xenobiotics, was 5 times higher in the pituitary gland than in the brain cortex [14].
  • Testosterone, ethoxyresorufin, benzyloxyresorufin and verapamil were used as substrates for cytochrome P450-catalysed oxidations and cultured cells were found to be differentiated as well as metabolically competent during cultivation [15].

Associations of Resorufin benzyl ether with other chemical compounds


Gene context of Resorufin benzyl ether

  • Benzyloxyresorufin O-dealkylase activity catalyzed by CYP2B6 was most strongly and noncompetitively inhibited (K(i) = 1.5 +/- 0.0 microM) [21].
  • In largha seals, both levels of alkoxyresorufin- (methoxy-, ethoxy-, pentoxy-, and benzyloxyresorufin) O-dealkylase (AROD) activities and proteins detected by polyclonal antibodies against rat CYP1A1 were significantly correlated with the concentrations of individual coplanar PCB congeners, total TEQs, and total PCBs [22].
  • For CYP3A4 inhibition studies, two substrates, 7-benzyloxyresorufin (BzRes) and 7-benzyloxy-4-trifluoromethyl-coumarin (BFC), were used [23].
  • However, the activities of other P450-dependent monooxygenases, namely 7-ethoxyresorufin O-deethylase (EROD), 7-benzyloxyresorufin O-debenzylase (BROD), aminopyrine N-demethylase (APND), erythromycin N-demethylase (EMND), lauric acid omega-hydroxylase (LAOH), and testosterone 7alpha-hydroxylase (T7AH) were not affected by 1,1-DCE at any dose [24].
  • 3. Phenobarbitone induced (2-6-fold) coumarin 7-hydroxylase, cortisol 6beta-hydroxylase, S-mephenytoin N-demethylase, phenoxazone hydroxylase and benzyloxyresorufin O-dealkylase activities, but not the O-dealkylations of pentoxyresorufin or other alkoxyresorufins, in monkey [25].

Analytical, diagnostic and therapeutic context of Resorufin benzyl ether

  • A slice perfusion chamber that mounts on the cytometer stage was developed to allow for successive measurement of region-specific P450-dependent O-dealkylation of 7-ethoxy-, 7-pentoxy-, and 7-benzyloxyresorufin (EROD, PROD, and BROD activity, respectively) in the same liver slice [26].


  1. Reassessment of cytochrome P450 2B2: catalytic specificity and identification of four active site residues. Strobel, S.M., Halpert, J.R. Biochemistry (1997) [Pubmed]
  2. Modulation by iron of hepatic microsomal and nuclear cytochrome P450, and cytosolic glutathione S-transferase and peroxidase in C57BL/10ScSn mice induced with polychlorinated biphenyls (Aroclor 1254). Madra, S., Mann, F., Francis, J.E., Manson, M.M., Smith, A.G. Toxicol. Appl. Pharmacol. (1996) [Pubmed]
  3. Lack of evidence for induction of CYP2B1, CYP3A23, and CYP1A2 gene expression by Panax ginseng and Panax quinquefolius extracts in adult rats and primary cultures of rat hepatocytes. Yu, C.T., Chen, J., Teng, X.W., Tong, V., Chang, T.K. Drug Metab. Dispos. (2005) [Pubmed]
  4. Role of cytochrome P-450 from the human CYP3A gene family in the potentiation of morpholino doxorubicin by human liver microsomes. Lewis, A.D., Lau, D.H., Durán, G.E., Wolf, C.R., Sikic, B.I. Cancer Res. (1992) [Pubmed]
  5. Catalytic selectivity and mechanism-based inactivation of stably expressed and hepatic cytochromes P450 2B4 and 2B5: implications of the cytochrome P450 2B5 polymorphism. Grimm, S.W., Dyroff, M.C., Philpot, R.M., Halpert, J.R. Mol. Pharmacol. (1994) [Pubmed]
  6. Reconstituted epidermis: a novel model for the study of drug metabolism in human epidermis. Pham, M.A., Magdalou, J., Siest, G., Lenoir, M.C., Bernard, B.A., Jamoulle, J.C., Shroot, B. J. Invest. Dermatol. (1990) [Pubmed]
  7. Biodistribution of, antimutagenic efficacies in Salmonella typhimurium of, and inhibition of P450 activities by ellagic acid and one analogue. Castonguay, A., Boukharta, M., Teel, R. Chem. Res. Toxicol. (1998) [Pubmed]
  8. Human adult hepatocytes in primary monolayer culture. Maintenance of mixed function oxidase and conjugation pathways of drug metabolism. Grant, M.H., Burke, M.D., Hawksworth, G.M., Duthie, S.J., Engeset, J., Petrie, J.C. Biochem. Pharmacol. (1987) [Pubmed]
  9. Inhibition of cytochromes P450 by nitric oxide and a nitric oxide-releasing agent. Wink, D.A., Osawa, Y., Darbyshire, J.F., Jones, C.R., Eshenaur, S.C., Nims, R.W. Arch. Biochem. Biophys. (1993) [Pubmed]
  10. Effects of feeding Artemisia filifolia and Helenium flexuosum on rabbit cytochrome P450 isozymes. Eissa, F.Z., Qualls, C.W., Burrows, G.E., Lish, J.W. Veterinary and human toxicology. (1996) [Pubmed]
  11. The effects of cigarette smoke compared to 3-methylcholanthrene and phenobarbitone on alkoxyresorufin metabolism by lung and liver microsomes from rats. Godden, P.M., Kass, G., Mayer, R.T., Burke, M.D. Biochem. Pharmacol. (1987) [Pubmed]
  12. Effect of interleukin 6 on phenobarbital induction of cytochrome P-450IIB in cultured rat hepatocytes. Williams, J.F., Bement, W.J., Sinclair, J.F., Sinclair, P.R. Biochem. Biophys. Res. Commun. (1991) [Pubmed]
  13. P450 enzyme expression patterns in the NCI human tumor cell line panel. Yu, L.J., Matias, J., Scudiero, D.A., Hite, K.M., Monks, A., Sausville, E.A., Waxman, D.J. Drug Metab. Dispos. (2001) [Pubmed]
  14. Drug metabolizing enzymes in the rat pituitary gland. Ghersi-Egea, J.F., Leininger-Muller, B., Minn, A., Siest, G. Prog. Brain Res. (1992) [Pubmed]
  15. Isolation and characterization of metabolically competent pulmonary epithelial cells from pig lung tissue. Blickwede, M., Borlak, J. Xenobiotica (2005) [Pubmed]
  16. Non-specific inhibition of cytochrome P450 activities by chlorophyllin in human and rat liver microsomes. Yun, C.H., Jeong, H.G., Jhoun, J.W., Guengerich, F.P. Carcinogenesis (1995) [Pubmed]
  17. Human CYP2B6: expression, inducibility and catalytic activities. Gervot, L., Rochat, B., Gautier, J.C., Bohnenstengel, F., Kroemer, H., de Berardinis, V., Martin, H., Beaune, P., de Waziers, I. Pharmacogenetics (1999) [Pubmed]
  18. Further characterization of the expression in liver and catalytic activity of CYP2B6. Ekins, S., Vandenbranden, M., Ring, B.J., Gillespie, J.S., Yang, T.J., Gelboin, H.V., Wrighton, S.A. J. Pharmacol. Exp. Ther. (1998) [Pubmed]
  19. 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]
  20. Substrate-dependent modulation of CYP3A4 catalytic activity: analysis of 27 test compounds with four fluorometric substrates. Stresser, D.M., Blanchard, A.P., Turner, S.D., Erve, J.C., Dandeneau, A.A., Miller, V.P., Crespi, C.L. Drug Metab. Dispos. (2000) [Pubmed]
  21. Inhibition and inactivation of human cytochrome P450 isoforms by phenethyl isothiocyanate. Nakajima, M., Yoshida, R., Shimada, N., Yamazaki, H., Yokoi, T. Drug Metab. Dispos. (2001) [Pubmed]
  22. Hepatic microsomal cytochrome p450s and chlorinated hydrocarbons in largha and ribbon seals from Hokkaido, Japan: differential response of seal species to Ah receptor agonist exposure. Chiba, I., Sakakibara, A., Iwata, T.H., Ishizuka, M., Tanabe, S., Akahori, F., Kazusaka, A., Fujita, S. Environ. Toxicol. Chem. (2002) [Pubmed]
  23. Utility of microtiter plate assays for human cytochrome P450 inhibition studies in drug discovery: application of simple method for detecting quasi-irreversible and irreversible inhibitors. Naritomi, Y., Teramura, Y., Terashita, S., Kagayama, A. Drug Metab. Pharmacokinet. (2004) [Pubmed]
  24. Changes in cytochrome P450 enzymes by 1,1-dichloroethylene in rat liver and kidney. Hanioka, N., Jinno, H., Nishimura, T., Ando, M. Arch. Toxicol. (1997) [Pubmed]
  25. A comparison of basal and induced hepatic microsomal cytochrome P450 monooxygenase activities in the cynomolgus monkey (Macaca fascicularis) and man. Weaver, R.J., Dickins, M., Burke, M.D. Xenobiotica (1999) [Pubmed]
  26. Assessment of regional cytochrome P450 activities in rat liver slices using resorufin substrates and fluorescence confocal laser cytometry. Heinonen, J.T., Sidhu, J.S., Reilly, M.T., Farin, F.M., Omiecinski, C.J., Eaton, D.L., Kavanagh, T.J. Environ. Health Perspect. (1996) [Pubmed]
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