Influence of β-naphthoflavone on 7,12-dimethylbenz(a)anthracene metabolism, DNA adduction, and tumorigenicity in rainbow trout

Toxicological Sciences

Volumn 57, Issue 2, 2000, Pages 217-228

  Weimer, Tracy L ^a   Reddy, Ashok P ^b,c   Harttig, Ulrich ^b,c   Alexander, David ^b,c   Stamm, S Craig ^d   Miller, Michael R ^d,e   Baird, William ^b,c   Hendricks, Jerry ^b,c   Bailey, George ^b,c  

^a WEST VIRGINIA UNIVERSITY SCHOOL OF MEDICINE   (United States)

^b OREGON STATE UNIVERSITY   (United States)

^c UNIVERSITY OF WISCONSIN MADISON   (United States)

^d WEST VIRGINIA UNIVERSITY   (United States)

^e NATIONAL INSTITUTE FOR OCCUPATIONAL SAFETY AND HEALTH   (United States)

Author keywords

7,12 dimethylbenz(a)anthracene; CYP1A1; DNA adducts; Liver cells; Trout

Indexed keywords

7,12 DIMETHYLBENZ[A]ANTHRACENE; BETA NAPHTHOFLAVONE; CYTOCHROME P450 ISOENZYME;

ANIMAL CELL; ANIMAL TISSUE; ARTICLE; CARCINOGENICITY; CONTROLLED STUDY; DNA ADDUCT; DNA BINDING; DNA REPAIR; EMBRYO; ENZYME ACTIVITY; LIVER CELL; METABOLITE; MOUSE; NONHUMAN; RAINBOW TROUT; XENOBIOTIC METABOLISM;

9,10-DIMETHYL-1,2-BENZANTHRACENE; ANIMALS; BENZOFLAVONES; BETA-NAPHTHOFLAVONE; CARCINOGENS; CELLS, CULTURED; CYTOCHROME P-450 CYP1A1; DIET; DNA ADDUCTS; DNA DAMAGE; DNA REPAIR; DRUG INTERACTIONS; ENZYME INHIBITORS; LIVER; LIVER NEOPLASMS, EXPERIMENTAL; MICE; MICROSOMES, LIVER; ONCORHYNCHUS MYKISS;

ANIMALIA; MAMMALIA; ONCORHYNCHUS MYKISS; SALMONIDAE;

EID: 0033795014     PISSN: 10966080     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (60)

1. Fish models for environmental carcinogenesis: The rainbow trout
2. 1 carcinogenesis and its relation to DNA adduct formation and adduct persistence in sensitive and resistant salmonid fish
3. Photosensitivity of DNA-bound 7,12- dimethylbenz(a)anthracene
4. Formation of glucuronic acid conjugates of 7,12-phenols in 7,12-dimethylbenz(a)anthracene-treated hamster embryo cell cultures
5. Two unique CYP1 genes are expressed in response to 3-methylcholanthrene treatment in rainbow trout
6. Products of binding of 7,12-dimethylbenz(a)anthracene to DNA in mouse skin
7. Ethoxyresorufin: Direct fluorometric assay of a microsomal O-deethylation, which is preferentially inducible by 3-methylcholanthrene
8. Evidence for the involvement of a bis-diol-epoxide in the metabolic activation of dibenz(a,h)anthracene to DNA-binding species in mouse skin
9. The approach to understanding aromatic hydrocarbon carcinogenesis. The central role of radical cations in metabolic activation
10. Selective interactions of cytochromes P-450 with the hydroxymethyl derivatives of 7,12-dimethyl-benz[a]anthracene
11. Co-expression of human CYP1A1 and a human analog of cytochrome P450-EF in response to 2,3,7,8-tetrachloro-dibenzo-p-dioxin in the human mammary carcinoma-derived MCF-7 cells
12. 2,4,5,2',4',5'-Hexachlorobiphenyl (HCB) induces rainbow trout hepatic aryl hydrocarbon hydroxylase (AHH) and increases expression of one of two cytochrome P450 (CYP) 1A mRNAs
13. 7,12-Dimethylbenz(a)anthracene-DNA adducts in Sprague-Dawley and Long-Evans female rats: The relationship of DNA adducts to mammary cancer
14. Identification and quantitation of 7,12-dimethyl-benz[a]anthracene-DNA adducts formed in mouse skin
15. The effects of two isomeric benzoflavones on aryl hydrocarbon hydroxylase and the toxicity and carcinogenicity of polycyclic aromatic hydrocarbons
16. Formation of 7-hydroxy-12-methylbenz[a]anthracene-DNA adducts from 7,12-dimethyl-benz[a]anthracene in mouse epidermis
17. Differential excision of carcinogenic hydrocarbon-DNA adducts in mouse embryo cell cultures
18. 7,12-Dimethylbenz(a)anthracene-DNA binding in mouse skin: Response of different mouse strains and effects of various modifiers of carcinogenesis
19. Evidence that binding of 7,12-dimethylbenz-(a)-anthracene to DNA in mouse embryo cell cultures results in extensive substitution of both adenine and guanine residues
20. 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 P4501A1 by benzo(a)pyrene treatment
21. Alterations of pulmonary benzo(a)pyrene metabolism by reactive oxygen metabolites
22. Carcinogenicity, metabolism, and Ki-ras proto-oncogene activation by 7,12-dimethylbenz(a)anthracene in rainbow trout embryos
23. Characterization of highly polar DNA adducts derived from dibenz(a,h,)anthracene (DBA), 3,4-dihydroxy-3,4-dihydro-DBA, and 3,4,10,11-tetrahydroxy-3,4,10,11-tetrahydro-DBA
24. Molecular identification of cytochrome P450 1B in liver of scup (Stenotomus chrysops) and striped dolphin (Stenella coeruleoalba) and cytochrome P450 1A1 in striped dolphin testis
25. Immunochemical cross reactivity of beta-naphthoflavone-inducible cytochrome P450 (P4501A) in liver microsomes from different fish species and rat
26. Trout P4501A1 cDNA and deduced protein sequence, expression in liver, and evolutionary significance
27. Histological progression of hepatic neoplasia in rainbow trout (Salmo gairdneri)
28. The binding of 7,12-dimethylbenz(a)anthracene to mammary parenchymal DNA and protein in vivo
29. 7,12-Dimethylbenz[a]anthracene-deoxyribonucleoside adduct formation in vivo: Evidence for the formation and binding of a mono-hydroxymethyl-DMBA metabolite to rat liver DNA
30. 1 or 1,2-dimethylbenz(a)anthracene in rainbow trout (Oncorhynchus mykiss)
31. A comparison of hepatic P450 induction in rat and trout (Oncorhynchus mykiss): Delineation of the site of resistance of fish to phenobarbital-type inducers
32. Removal of bound carcinogen during DNA repair in non-dividing human lymphocytes
33. Role of specific cytochrome P450 isoenzymes in the regio-selective metabolism of 7,12-dimethylbenz(a)anthracene in microsomes from rats treated with phenobarbital or Sudan III
34. DNA-repair synthesis in isolated rainbow trout liver cells
35. Acetaminophen toxicity in cultured trout liver cells: II. Maintenance of cytochrome P450 1A1
36. Selective effects of selenium selenite on 7,12-dimethylbenz(a)anthracene-DNA binding in fetal mouse cell cultures
37. In vitro metabolism of 7,12-dimethylbenz(a)anthracene by rainbow trout liver microsomes and trout P450 isoforms
38. Immunological characterization of constitutive isozymes of cytochrome P450 from rainbow trout: Evidence for homology with phenobarbital induced rat P450s
39. The contribution of specific cytochromes P450 in the metabolism of 7,12-dimethylbenz(a)anthracene in rat and human liver microsomal membranes
40. Chromatographic and fluorescence spectroscopic studies of individual 7,12-dimethylbenz(a)anthracene-deoxyribonucleoside adducts
41. A comparison of the glutathione S-transferases of trout and rat liver
42. Characterization of a novel cytochrome P450 from the transformable cell line, C3H/10T1/2
43. Stereoselective activation of dibenzo[a,1]pyrene to (-)-anti (11R, 12S, 13S, 14R)-and (+)-syn (11S, 12R, 13S, 14R)-11,12-diol-13, 14-epoxides, which bind extensively to deoxyadenosine residues of DNA in the human mammary carcinoma cell line MCF-7
44. Comparative tumorigenicity and Ki-ras activation by dibenzo(a,1)pyrene and 7,12-dimethylbenzanthracene in rainbow trout
45. Phenobarbital induction of CYP1A1 gene expression in a primary culture of rainbow trout hepatocytes
46. Mouse endometrium stromal cells express a polycyclic aromatic hydrocarbon-inducible cytochrome P450 that closely resembles the novel P450 in mouse embryo fibroblasts (P450EF)
47. Involvement of both synand anti-dihydrodiol epoxides in the binding of 7,12-dimethylbenz(a)anthracene to DNA in mouse embryo cell cultures
48. 32P-post-labeling and high pressure liquid chromatographic analyses for 7,12-dimethybenz[a]anthracene-DNA adducts
49. In vivo DNA/RNA adduction of 7,12-dimethylbenz(a)anthracene (DMBA) and benzo(a)pyrene (BaP) in the liver of rainbow trout (Oncorhynchus mykiss)
50. Fate of 7,12-dimethylbenz(a)anthracene in rainbow trout, Salmo gairdneri
51. 1 metabolism to aflatoxicol and derivatives lethal to Bacillus subtilis GSY 1057 by rainbow trout (Salmo gairdneri) liver
52. 2+ accumulation and early DNA fragmentation with cell death
53. Metabolism and DNA adduct formation of benzo-(a)pyrene and 7,12-dimethylbenz(a)anthracene in fish cell lines in culture
54. Structure, function, and regulation of cytochrome P450 forms in fish
55. Inhibition of in vitro aflatoxin B1-DNA binding in rainbow trout by CYP1A1 inhibitors: α-Naphthoflavone, β-naphthoflavone, and trout CYP1A1 peptide antibody
56. The model Ah-receptor agonist β-naphthoflavone inhibits aflatoxin B1-DNA binding in vivo in rainbow trout at dietary levels that do not induce CYP1A1 enzymes
57. Formation and removal of 7,12-dimethyl-benzanthracene-nucleic acid adducts in rat mammary epithelial cells with different susceptibility to carcinogenesis
58. Absolute stereochemistry of the major 7,12-dimethylbenz[a]anthracene-DNA adducts formed in mouse cells
59. DNA repair synthesis in cultured mammalian and fish cells following exposure to chemical mutagens
60. Benzo(a)pyrene hydroxylase catalyzed by purified isozymes of cytochrome P450 from beta-naphthoflavone fed rainbow trout