FUNCTIONAL ROLE OF CYTOCHROME P-450 2A3 IN N -NITROSOMETHYLBENZYLAMINE METABOLISM IN RAT ESOPHAGUS

References

• Ahn , D. , Putt , D. , Kresty , L. , Stoner , G. D. , Fromm , D. and Hollenberg , P. F. 1996 . The effects of dietary ellagic acid on rat hepatic and esophageal mucosal cytochrome P450 and phase II enzymes . Cardnogenesis , 17 : 821 – 828 .
   PubMed Web of Science ®Google Scholar
• Barch , D. H. , Jacoby , R. F. , Brasitus , T. A. , Radosevich , J. A. , Carney , W. P. and Iannaccone , P. M. 1991 . Incidence of Harvey ras oncogene point mutations and their expression in methylbenzylnitrosamine-induced esophageal tumorigenesis . Cardnogenesis , 12 : 2373 – 2377 .
   PubMedGoogle Scholar
• Bereziat , J. G , Rafalli , F. , Schmezer , P. , Frei , E. , Geneste , O. and Lang , M. A. 1995 . Cytochrome P450 2A of nasal epithelium: regulation and role in carcinogen metabolism . Mol. Carcinogen. , 14 : 130 – 139 .
   PubMed Web of Science ®Google Scholar
• Brooks , R. A. , Gooderham , N. J. , Edwards , R. J. , Boobis , A. R. and Winton , D. J. 1999 . The mutagenicity of benzo[a]pyrene in mouse small intestine . Cardnogenesis , 20 : 109 – 114 .
   PubMed Web of Science ®Google Scholar
• Druckrey , H. , Preussmann , R. , Ivankovic , S. and Schmahl , D. 1967 . Organotrope carcinogene Wirkungen bei 65 verschiedenen N-nitroso-verbindungen an BD-12 ratten . Z. Krebsforsch. , 69 : 103 – 201 .
   PubMedGoogle Scholar
• Eberhart , J. , Coffing , S. L , Anderson , J. N. , Marcus , G , Kalogeris , T. J. , Baird , W. M. , Park , S. S. and Gelboin , H. V. 1992 . The time-dependent increase in the binding of benzo[a]pyrene to DNA through (+)-anti-benzo[a]pyrene-7,8-diol-9,10-epoxide in primary rat hepatocyte cultures results from induction of cytochrome P450IAI by benzo[a]pyrene treatment . Cardnogenesis , 13 : 297 – 301 .
   PubMed Web of Science ®Google Scholar
• Gopalakrishnan , R. , Morse , M. A. , Lu , J. , Weghorst , C. M. , Sabourin , C. L. K. , Stoner , G. D. and Murphy , S. E. 1999 . Expression of cytochrome P450 2A3 in rat esophagus: Relevance to N-nitrosobenzylmethylamine . Cardnogenesis , 20 : 885 – 891 .
   PubMedGoogle Scholar
• Gu , J. , Walker , V. E. , Lipinskas , T. W. , Walker , D. M. and Ding , X. 1997 . lntraperitoneal administration of coumarin causes tissue-selective depletion of cytochromes P450 and cytotoxicity in the olfactory mucosa . Toxicol. Appl. Pharmacol. , 146 : 134 – 143 .
   PubMedGoogle Scholar
• Gupta , A. , Aziz , R. M. , Morse , M. A. , Steele , V. E. , Lubet , R. A. , Kellof , G. A. and Stoner , G. D. 2000 . Dietary administration of fenretinide increases NMBA metabolism and enhances esophageal tumorigenesis in the Fischer 344 rat model . PTOC. Am. Acad. Cancer Res. , 41 : 837
   Google Scholar
• Preussmann , R. and Stewart , B. W. 1984 . “ N-Nitroso carcinogens ” . In Chemical carcinogens , Edited by: Searle , C. E. Vol. 2 , 643 – 828 . San Diego : ACS Press .
   Google Scholar
• Sesardic , D. , Pasanen , M. , Pelkonen , O. and Boobis , A. R. 1990a . Differential expression and regulation of members of the cytochrome P4501A gene subfamily in human tissues . Carcinogenesis , 11 : 1183 – 1188 .
   PubMed Web of Science ®Google Scholar
• Sesardic , D. , Cole , K. J. , Edwards , R. J. , Davies , D. S. , Thomas , P. E. , Levin , W. and Boobis , A. R. 1990b . The inducibility and catalytic activity of cytochromes P450C (P450IA1) and P450d (P4501A2) in rat tissues . Biochem. Pharmacol. , 39 : 499 – 506 .
   PubMed Web of Science ®Google Scholar
• Shimada , T. , Martin , M. V. , Pruess-Schwartz , D. , Marnett , L J. and Guengerich , F. P. 1989 . Roles of individual human cytochrome P-450 enzymes in the bioactivation of benzo[a]pyrene 7,8-dihydroxy-7,8-dihydrobenzo[a]pyrene, and other dihydrodiol derivatives of polycyclic aromatic hydrocarbons . Cancer Res. , 49 : 6304 – 6312 .
   PubMed Web of Science ®Google Scholar
• Siglin , J. C , Morse , M. A. , Schut , H. A. J. , Ceil , R. G. , Conran , P. B. and Stoner , G. D. 1996 . Ob-Methylguanine levels and histopathological changes in the rat esophagus and liver following single and repeated administration of N-nitrosomethylbenzylamine . Carcinogenesis , 17 : 1135 – 1140 .
   PubMed Web of Science ®Google Scholar
• Gupta , A. , Carlton , P. S. , Nines , R. , Habib , S. M. , Kresty , L. A. , Morse , M. A. and Stoner , G. D. 2001 . Dietary administration of N-4-hydroxyphenylretinamide affects initiation and post-initiation events of NMBA-induced tumorigenesis in the rat esophagus . PTOC. Am. Acad. Cancer Res. , 42 : 869
   Google Scholar
• Labuc , G. E. and Archer , M. C. 1982 . Esophageal and hepatic microsomal metabolism of N-nitrosomethylbenzylamine and N-nitrosodimethylamine in the rat . Cancer Res. , 42 : 3181 – 3186 .
   PubMed Web of Science ®Google Scholar
• Lijinsky , W. , Saavedra , J. E. , Reuber , M. D. and Singer , S. S. 1982 . Esophageal carcinogenesis in Fischer 344 rats by nitrosomethyl amines substituted in the ethyl group . JNCI , 68 : 681 – 684 .
   PubMedGoogle Scholar
• Liu , C , Zhuo , X. , Gonzalez , F. J. and Ding , X. 1996 . Baculovirus-mediated expression and characterization of rat CYP2A3 and human CYP2A6: Role in metabolic activation of nasal toxicants . Mol. Pharmacol. , 50 : 781 – 788 .
   PubMed Web of Science ®Google Scholar
• Mehta , R. , Labuc , G. E. and Archer , M. C. 1984 . Induction and suppression of N-nitrosobenzylmethylamine activation by microsomes from rat liver and esophagus . JNCI , 72 : 1443 – 1447 .
   PubMedGoogle Scholar
• Morse , M. A. , Lu , J. , Gopalakrishnan , R. , Peterson , L A. , Wani , G. and Stoner , G. D. 1997 . Mechanism of enhancement of esophageal tumorigenesis by 6-phenylhexyl isothiocyanate . Cancer Lett. , 112 : 119 – 125 .
   PubMed Web of Science ®Google Scholar
• Morse , M. A. , Lu , J. , Stoner , G. D. , Murphy , S. E. and Peterson , L. A. 1999 . Metabolism of N-nitrosobenzylmethylamine by human cytochrome P-450 enzymes . J. Toxicol. Environ. Health A , 58 : 397 – 411 .
   PubMed Web of Science ®Google Scholar
• Patten , C. L , Ishizaki , H. , Aoyama , T. , Lee , M. J. , Ning , S. M. , Huang , W. , Gonzalez , F. J. and Yang , C. S. 1992 . Catalytic properties of the human cytochrome P450 2E1 produced by cDNA expression in mammalian cells . Arch. Biochem. Biophys. , 299 : 163 – 171 .
   PubMedGoogle Scholar
• Pegg , A. E. 1984 . Methylation of the Opposition of guanine in DNA is the most likely initiating event in carcinogenesis by methylating agents . Cancer Invest. , 2 : 223 – 231 .
   PubMed Web of Science ®Google Scholar
• Stoner , G. D. , Adams , C , Kresty , L. A. , Desai , D. , Hecht , S. S. , Murphy , S. E. and Morse , M. A. 1998 . Inhibition of N'-nitrosonornicotine-induced esophageal tumorigenesis by 3-phenylpropyl isothiocyanate . Carcinogenesis , 19 : 2139 – 2143 .
   PubMed Web of Science ®Google Scholar
• Ueno , T. and Gonzalez , F. J. 1990 . Complete sequence of the rat CYP2A3 gene specifically transcribed in lung . Nucleic Acids Res. , 18 : 4623 – 4624 .
   PubMedGoogle Scholar
• Vahakangas , K. , Raunio , H. , Pasanen , M. , Sivonen , P. , Park , S. S. and Gelboin , H. V. 1989 . Comparison of the formation of benzo[a]pyrene diolepoxide-DNA adducts in vitro by rat and human microsomes: Evidence for the involvement of P-450IA1 and P-450IA2 . J. Biochem. Toxicol. , 4 : 79 – 86 .
   PubMedGoogle Scholar
• Van Benthem , J. , Wild , C. P. , Vermeulen , E. , Den Engelse , L. and Scherer , E. 1991 . Immunocytochemical localization of DNA adducts induced by a single dose of N-nitroso-N-methylbenzylamine in target and non-target tissues of tumor formation in the rat . Carcinogenesis , 12 : 1831 – 1837 .
   PubMedGoogle Scholar
• VenepalIy , P. , Chen , D. and Kemper , B. 1992 . Transcriptional regulatory elements for basal expression of cytochrome P450IIC genes . J. Biol. Chem. , 267 : 17333 – 17338 .
   PubMedGoogle Scholar
• von Weymarn , L. B. , Felicia , N. D. , Ding , X. and Murphy , S. E. 1999 . N-Nitrosobenzylmethylamine hydroxylation and coumarin 7-hydroxylation: Catalysis by rat esophageal microsomes and cytochrome P450 2A3 and 2A6 enzymes . Chem. Res. Toxicol. , 12 : 1254 – 1261 .
   PubMed Web of Science ®Google Scholar
• Wang , Q.-S. , Sabourin , C. L. K. , Bijur , G. , Robertson , F. M. and Stoner , G. D. 1996 . Alterations in transforming growth factor-alpha and epidermal growth factor receptor during rat esophageal tumorigenesis . Mol. Carcinogen. , 15 : 144 – 153 .
   PubMed Web of Science ®Google Scholar
• Wang , Y. , You , M. , Reynolds , S. H. , Stoner , G. D. and Anderson , M. W. 1990 . Mutational activation of the cellular Harvey ras oncogene in rat esophageal papillomas by methylbenzylnitrosamine . Cancer Res. , 50 : 1591 – 1595 .
   PubMed Web of Science ®Google Scholar
• Yang , C. S. and Smith , T. J. 1996 . Mechanisms of nitrosamine bioactivation and carcinogenesis . Adv. Exp. Med. Biol. , 387 : 385 – 394 .
   PubMedGoogle Scholar
• Zhang , J. and Ding , X. 1998 . Identification and characterization of a novel tissue-specific transcriptional activating element in the 5'-flanking region of the CYP2A3 gene predominantly expressed in rat olfactory mucosa . J. Biol. Chem. , 273 : 23454 – 23462 .
   PubMed Web of Science ®Google Scholar