Role of cytochrome P450 1a1 and 1b1 in the metabolic activation of 7,12-dimethylbenz[a]anthracene and the effects of naturally occurring furanocoumarins on skin tumor initiation

Chemical Research in Toxicology

Volumn 15, Issue 2, 2002, Pages 226-235

  Kleiner, Heather E ^a   Vulimiri, Suryanarayana V ^a   Reed, Melissa J ^a   Uberecken, Ann ^a   DiGiovanni, John ^a  

^a UNIVERSITY OF TEXAS   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACETONE; ALCOHOL DERIVATIVE; ALPHA NAPHTHOFLAVONE; ANTINEOPLASTIC AGENT; BERGAMOTTIN; CYTOCHROME P450 1A1; CYTOCHROME P450 1B1; DIMETHYLBENZ[A]ANTHRACENE; DIMETHYLBENZ[A]ANTHRACENEDIOL; DIMETHYLBENZ[A]ANTHRACENEDIOL EPOXIDE; DNA; EPOXIDE; FUROCOUMARIN DERIVATIVE; ISOPIMPINELLIN; PENTOSALEN; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ARTICLE; CANCER PREVENTION; CELL STRAIN; CHEMICAL CARCINOGENESIS; CONTROLLED STUDY; DNA ADDUCT; DRUG EFFECT; DRUG MECHANISM; DRUG SELECTIVITY; EMBRYO; ENZYME INHIBITION; FEMALE; FIBROBLAST; HEPATOMA CELL; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; METABOLIC ACTIVATION; METABOLIC INHIBITION; MOUSE; MOUSE STRAIN; NONHUMAN; PROTEIN EXPRESSION; SKIN CANCER; SKIN CARCINOGENESIS; TOXICOKINETICS;

9,10-DIMETHYL-1,2-BENZANTHRACENE; ANIMALS; ANTICARCINOGENIC AGENTS; ARYL HYDROCARBON HYDROXYLASES; CARCINOGENS; CELLS, CULTURED; COUMARINS; CYTOCHROME P-450 CYP1A1; CYTOCHROME P-450 ENZYME SYSTEM; DNA ADDUCTS; DOSE-RESPONSE RELATIONSHIP, DRUG; FEMALE; MICE; MICE, INBRED SENCAR; PLANT EXTRACTS; PSORALENS; SKIN NEOPLASMS;

ANIMALIA;

EID: 0036168607     PISSN: 0893228X     EISSN: None     Source Type: Journal    
DOI: 10.1021/tx010151v     Document Type: Article

References (42)

1. Multistage carcinogenesis in mouse skin
2. Absolute stereochemistry of the major 7,12-dimethylbenz[a]anthracene-DNA adducts formed in mouse cells
3. Absolute configuration of 7,12-dimethylbenz[a]anthracene-DNA adducts in mouse epidermis
4. Both (±)syn- and (±)anti-7,12- dimethylbenz[a]anthracene-3,4-diol-1,2-epoxides initiate tumors in mouse skin that possess -CAA- to -CTA-mutations at Codon 61 of c - H-ras
5. Bioactivation of 8-methoxypsoralen and irreversible inactivation of cytochrome P450 in mouse liver microsomes: Modification by monoclonal antibodies, inhibition of drug metabolism and distribution of covalent adducts
6. Effect of naturally occurring coumarins on the activity of drug metabolizing enzyme
7. In vitro inhibition of 3-methylcholanthrene-induced rat hepatic acyl hydrocarbon hydroxylase by 8-acyl-7-hydroxycoumarins
8. Inhibition and inactivation of murine hepatic ethoxy-and pentoxyresorufin activities by naturally occurring coumarins
9. Mechanism-based inactivation of hepatic ethoxyresorufin O-dealkylation activity by naturally occurring coumarins
10. Inhibitory effects of naturally occurring coumarins on the metabolic activation of benzo[a]pyrene and 7,12-dimethylbenz[a]anthracene in cultured mouse keratinocytes
11. Effect of naturally occurring coumarins on the formation of epidermal DNA adducts and skin tumors induced by benzo[a]pyrene and 7,12-dimethylbenz[a]anthracene in SENCAR mice
12. Characterization of a novel cytochrome P450 from the transformable cell line, C3H/10T1/2
13. Ah receptor regulation of CYP1B1 expression in primary mouse embryo-derived cells
14. Linear furocoumarins (psoralens) from the seed of Texas Ammi majus L. (Bishop's Weed)
15. Metabolism of 7,12-dlmethylbenz[a]anthracene in mouse skin homogenates analyzed with high-pressure liquid chromatography
16. Characterization of DNA adducts derived from (+)trans3,4-dihydroxy-anti-1,2-epoxy-1,2,3,4-tetrahydrodibenz[a,j]-anthracene
17. Isolation of the hydrocarbon-deoxyribonucleoside products from the DNA of mouse embryo cells treated in culture with 7-methylbenz(a)anthracene-3H
18. Covalent DNA adducts formed in mouse epidermis from dibenz[a,j]anthracene: Evidence for the formation of polar adducts
19. Binding and distribution studies in the SENCAR mouse of compounds demonstrating a route-dependent tumorigenic effect
20. A study of the conditions and mechanisms of the diphenylamine reaction for the colorimetric estimation of deoxyribonucleic acid
21. Resistance of 7,12-dimethylbenz[a]anthracene-deoxyadenosine adducts in DNA to hydrolysis by snake venom phosphodiesterase
22. 7,12-Dimethylbenz[a]anthracene - DNA binding in mouse skin: Response of different mouse strains and effects of various modifiers of carcinogenesis
23. The effects of 7,8-benzoflavone on skin-tumor initiating activities of various 7- and 12-substituted derivatives of 7,12-dimethylbenz[a]anthracene
24. The effects of benzoflavones on polycyclic hydrocarbon metabolism and skin tumor initiation
25. Mouse cytochrome P-450EF, representative of a new 1B subfamily of cytochrome P-450s. Cloning, sequence determination, and tissue expression
26. Purification and immunological characterization of a novel cytochrome P450 from C3H/10T1/2 cells
27. Biological oxidations and P450 reactions. Recombinant mouse CYP1B1 expressed in Escherichia coli exhibits selective binding by polycyclic hydrocarbons and metabolism which parallels C3H10T1/2 cell microsomes, but differs from human recombinant CYP1B1
28. Bone marrow stromal cells constitutively express high levels of cytochrome P4501B1 that metabolize 7,12-dimethylbenz[a]anthracene
29. Differences in the modulation of P4501A1 and epoxide hydratase expression by benz[a]anthracene and 2,3,7,8-tetrachlorodibenzo-p-dioxin in mouse embryo versus mouse hepatoma-derived cell lines
30. Cytochrome P4501B1 mediates induction of bone marrow cytotoxicity and preleukemia cells in mice treated with 7,12-dimethylbenz[a]anthracene
31. Kinetics of formation and disappearance of 7,12-dimethylbenz[a]anthracene DNA-adducts in mouse epidermis
32. Effect of extracellular calcium concentration on the metabolism of polycyclic aromatic hydrocarbons by cultured mouse keratinocytes
33. Multiple cytochrome P450 isozymes in murine skin: Induction of P450 1A, 2B, 2E, and 3A by dexamethasone
34. Evidence for multiple inducible cytochrome P450 isozymes in SENCAR mouse skin by pyridine
35. Effect of a complex environmental mixture from coal tar containing polycyclic aromatic hydrocarbons (PAH) on the tumor initiation, PAH-DNA binding and metabolic activation of carcinogenic PAH in mouse epidermis
36. Selectivity of polycyclic inhibitors for human cytochrome P450s 1A1, 1A2, and 1B1
37. The mechanisms of action of a-naphthoflavone as an inhibitor of 2,3,7,8-tetrachlorodibenzo-p-dioxin-induced CYP1A1 gene expression
38. Expression of CYP1A1 gene in patients with lung cancer: Evidence for cigarette smoke-induced gene expression in normal lung tissue and for altered gene regulation in primary pulmonary carcinomas
39. Monoclonal antibody-directed radioimmunoassay detects cytochrome P-450 in human placenta and lymphocytes
40. Activation of chemically diverse procarcinogens by human cytochrome P- 450 1B1
41. Regulation of cytochrome P4501B1 in cultured rat adrenocortical cells by cyclic adenosine 3′,5′-monophosphate and 2,3,7,8-tetrachlorodibenzo-p-dioxin