Effect of cancer chemopreventive agents on microsome-mediated DNA adduction of the breast carcinogen dibenzo[a,l]pyrene

Mutation Research - Genetic Toxicology and Environmental Mutagenesis

Volumn 412, Issue 3, 1998, Pages 307-314

  Smith, Wendy A ^a   Arif, Jamal M ^b   Gupta, Ramesh C ^a,b  

^a Dept of Nutrition and Food Science   (United States)

^b Prev Med and Environmental Health   (United States)

Author keywords

32P Postlabeling; Chemoprevention; Dibenzo a,l pyrene; DNA adduct; Microsomal activation

Indexed keywords

ACETYLCYSTEINE; AROCLOR; CARCINOGEN; CELL DNA; CURCUMIN; DIBENZO[A,L]PYRENE; GENISTEIN; OLTIPRAZ; PYRENE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; CONTROLLED STUDY; DNA ADDUCT; DNA BINDING; ENZYME INDUCTION; LIVER MICROSOME METABOLISM; METABOLIC ACTIVATION; NONHUMAN; PRIORITY JOURNAL; RAT;

ANIMALS; ANTINEOPLASTIC AGENTS; BENZOPYRENES; BIOTRANSFORMATION; CARCINOGENS; CHEMOPREVENTION; DNA ADDUCTS; FEMALE; MAMMARY NEOPLASMS, EXPERIMENTAL; MICROSOMES, LIVER; RATS;

EID: 0032512897     PISSN: 13835718     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1383-5718(97)00203-9     Document Type: Article

References (33)

1. Lippman S.M., Benner S.E., Hong W.K. Cancer chemoprevention. J. Clin. Oncol. 12:1994;851-873.
2. Wattenberg L.W. Chemoprevention of cancer. Cancer Res. 45:1985;1-8.
3. Kelloff G.J., Boone C.W., Steele V.E., Crowell J.A., Lubet R., Sigman C.C. Progress in cancer chemoprevention: perspectives on agent selection and short-term clinical intervention trials. Cancer Res. 54:1994;2015s-2024s.
4. Smith W.A., Gupta R.C. Use of a microsome-mediated test system to assess efficacy and mechanisms of cancer chemopreventive agents. Carcinogenesis. 17:1996;1285-1290.
5. Smith W.A., Arif J.M., Gupta R.C. Effects of chemopreventive agents on bioactivation of benzo[a]pyrene (BP) and dibenzo[a,l]pyrene (DBP) as measured via DNA adduction. Proc. Am. Assoc. Cancer Res. 37:1996;. Abstr. 1874.
6. Cavalieri E.L., Higginbotham S., RamaKrishna N.V.S., Devanesan P.D., Todorovic R., Rogan E.G., Salmasi S. Comparative dose-response tumorigenicity studies of dibenzo[a,l]pyrene and two dibenzo[a,l]pyrene dihydrodiols in mouse skin and rat mammary gland. Carcinogenesis. 12:1991;1939-1944.
7. Higginbotham S., RamaKrishna N.V.S., Johansson S.L., Rogan E.G., Cavalieri E.L. Tumor-initiating activity and carcinogenicity of dibenzo[a,l]pyrene at low doses in mouse skin. Carcinogenesis. 14:1993;875-878.
8. DeRatt W.K., Kooijman S.A.L.M., Gielen J.W.J. Concentration of polycyclic aromatic hydrocarbons in airborne particles in the Netherlands and their correlation with mutagenicity. Sci. Total. Environ. 99:1987;95-114.
9. Mumford J.L., Harris D.B., Williams K. Indoor air sampling and mutagenicity studies of emissions from unvented coal combustion. Environ. Sci. Technol. 21:1987;308-311.
10. Kozin I.S., Gooijer C., Velthorst N.H. Direct determination of dibenzo[a,l]pyrene in crude extracts of environmental samples by laser excited Shpol'skii spectroscopy. Anal. Chem. 67:1995;1623-1626.
11. Mumford J.L., Xueming L., Hu F., Lu X.B., Chuang J.C. Human exposure and dosimetry of polycyclic aromatic hydrocarbons in urine from Xuan Wei, China with high lung cancer mortality associated with exposure to unvented coal smoke. Carcinogenesis. 16:1995;3031-3036.
12. Cavalieri E., Rogan E. Role of radical cations in aromatic hydrocarbon carcinogenesis. Environ. Health Perspect. 64:1985;69-84.
13. Cavalieri E., Rogan E. The approach to understanding aromatic hydrocarbon carcinogenesis. The central role of radical cations in metabolic activation. Pharmacol. Ther. 55:1992;183-199.
14. Ralston S.L., Seidel A., Luch A., Platt K.L., Biard W.M. Stereoselective activation of dibenzo[a,l]pyrene to (-)-anti(11R, 12S, 14S, 14R)- and (+)-syn(11R, 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. Carcinogenesis. 16:1995;2899-2907.
15. 32P-postlabeling. Carcinogenesis. 18:1997;1999-2007.
16. Chakravarti D., Pelling J.C., Cavalieri E.L., Rogan E.G. Relating aromatic hydrocarbon-induced DNA adducts and c-H-ras mutations in mouse skin papillomas: the role of apurinic sites. Proc. Natl. Acad. Sci. U.S.A. 81:1995;10422-10426.
17. Luch A., Glatt H.G., Platt K.L., Oesch F., Seidel A. Synthesis and mutagenicity of the diastereomeric fjord-region 11,12-dihydrodiol 13,14-epoxides of dibenzo[a,l]pyrene. Carcinogenesis. 15:1994;2507-2516.
18. Li K.M., Todorovic R., Rogan E.G., Cavalieri E.L., Ariese F., Suh M., Jankowiak R., Small G.J. Identification and quantitation of dibenzo[a,l]pyrene-DNA adducts formed by rat liver microsomes in vitro: preponderance of depurinating adducts. Biochemistry. 34:1995;8043-8049.
19. 32P-postlabeling and thin layer chromatography, in: E.C. Frieberg, P.C. Hanawalt (Eds.), DNA Repair, Marcel Dekker, New York, 1988, pp. 399-417.
20. 32P-Postlabeling for detection of DNA adducts, in: G.P. Pfeifer (Ed.), Technologies for Detection of DNA Damage and Mutations, Plenum, New York, 1996, pp. 45-61.
21. Espandiari P., Thomas V.A., Glauert H.P., O'brian M., Noonan D., Robertson L.W. The herbicide dicamba (2-methoxy-3,6-dichlorbenzoic acid) is a peroxisome proliferator in rats. Fundam. Appl. Toxicol. 26:1995;85-90.
22. 32P-postlabeling test for structurally diverse DNA adducts. Carcinogenesis. 7:1986;1543-1551.
23. 32P-postlabeling analysis of aromatic carcinogen: DNA adducts. Cancer Res. 45:1985;5656-5662.
24. Tachino N., Guo D., Dashwood W.M., Yamane S., Larsen R., Dashwood R. Mechanisms of the in vitro antimutagenic action of chlorophyllin against benzo[a]pyrene: studies of enzyme inhibition, molecular complex formation and degradation of the ultimate carcinogen. Mutat. Res. 308:1994;191-203.
25. Yun C.H., Jeong H.G., Jhoun J.W., Guengerich F.P. Non-specific inhibition of cytochrome P450 activities by chlorophyllin in human and rat liver microsomes. Carcinogenesis. 16:1995;1437-1440.
26. Hasegawa R., Hirose M., Kato T., Hagiwara A., Boonyaphiphat P., Nagao M., Ito N., Shirai T. Inhibitory effect of chlorophyllin on PhIP-induced mammary carcinogenesis in female F344 rats. Carcinogenesis. 16:1995;2243-2246.
27. Sayer J.M., Yagi H., Wood A.W., Conney A.H., Jerina D.M. Extremely facile reaction between the ultimate carcinogen benzo[a]pyrene-7,8-diol-9,10-epoxide and ellagic acid. J. Am. Chem. Soc. 104:1982;5562-5564.
28. Dixit R., Gold B. Inhibition of N-methyl-N-nitrosourea-induced mutagenicity and DNA methylation by ellagic acid. Proc. Natl. Acad. Sci. U.S.A. 83:1986;8039-8043.
29. Barch D.H., Rundhaugen L.M., Thomas P.E., Kardos P. Dietary ellagic acid inhibits the enzymatic activity of CYP1A1 without altering hepatic concentrations of CYP1A1 or CYP1A1 mRNA. Biochem. Biophys. Res. Commun. 201:1994;1477-1482.
30. Singletary K.W., Nelshoppen J.M., Scardefield S., Wallig M. Inhibition by butylated hydroxytoluene and its oxidative metabolites of DMBA-induced mammary tumorigenesis and of mammary DMBA-DNA adduct formation in vivo in the female rat. Food Chem. Toxicol. 30:1992;455-465.
31. Langouët S., Coles B., Morel F., Becquemont L., Beaune P., Guengerich F.P. Inhibition of CYP1A2 and CYP3A4 by oltipraz results in reduction of aflatoxin B1 metabolism in human hepatocytes in primary culture. Cancer Res. 55:1995;5574-5579.
32. Commandeur J.N., Vermeulen N.P. Cytoxicity and cytoprotective activities of natural compounds. The case of curcumin. Xenobiotica. 26:1996;667-680.
33. De Flora S., Izzotti A., D'Agostini F., Cesarone C.F. Antioxidant activity and other mechanisms of thiols involved in chemoprevention of mutation and cancer. Am. J. Med. 91:1991;122s-130s.