Mechanism of differential efficacy of garlic organosulfides in preventing benzo(a)pyrene-induced cancer in mice

Cancer Letters

Volumn 118, Issue 1, 1997, Pages 61-67

  Srivastava, Sanjay K ^a   Hu, Xun ^a   Xia, Hong ^a   Zaren, Howard A ^b   Chatterjee, Moushumi L ^c   Agarwal, Rajesh ^c   Singh, Shivendra V ^a  

^a Mercy Cancer Institute   (United States)

^b MERCY HOSPITAL OF PITTSBURGH   (United States)

^c CASE WESTERN RESERVE UNIVERSITY SCHOOL OF MEDICINE   (United States)

Author keywords

Benzo(a)pyrene; Cancer prevention; Carcinogenesis; Garlic; Glutathione S transferase; Organosulfides

Indexed keywords

ALLYL SULFIDE; BENZO[A]PYRENE; DIALLYL DISULFIDE; DIALLYL TRISULFIDE; EPOXIDE HYDROLASE; ETHOXYRESORUFIN DEETHYLASE; GLUTATHIONE TRANSFERASE; ORGANOSULFUR DERIVATIVE; PHENOL DERIVATIVE;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ARTICLE; CANCER PREVENTION; CARCINOGENESIS; CHEMOPROPHYLAXIS; CONTROLLED STUDY; DRUG EFFICACY; DRUG MECHANISM; ENZYME ACTIVITY; FEMALE; FORESTOMACH; GARLIC; LUNG; MOUSE; NONHUMAN; ORAL DRUG ADMINISTRATION; PRIORITY JOURNAL;

ALLYL COMPOUNDS; ANIMALS; ANTICARCINOGENIC AGENTS; BENZO(A)PYRENE; CARCINOGENS; CYTOCHROME P-450 CYP1A1; DISULFIDES; ENZYME ACTIVATION; ENZYME INDUCTION; EPOXIDE HYDROLASES; FEMALE; GARLIC; GLUTATHIONE TRANSFERASE; LIVER; LIVER NEOPLASMS; MICE; MICE, INBRED A; MICROSOMES; MICROSOMES, LIVER; PLANTS, MEDICINAL; PROPANE; STOMACH; STOMACH NEOPLASMS; SULFIDES;

ALLIUM SATIVUM; ANIMALIA; OXY;

EID: 0030869443     PISSN: 03043835     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0304-3835(97)00237-1     Document Type: Article

References (23)

1. R. Agarwal, Z.Y. Wang, D.P. Bik, H. Mukhtar, Nordihydroguaiaretic acid, an inhibitor of lipoxygenase, also inhibits cytochrome P-450-mediated monooxygenase activity in rat epidermal and hepatic microsomes, Drug Metab. Dispos. 19 (1991) 620-624.
2. M.M. Bradford, A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding, Anal. Biochem. 72 (1976) 248-254.
3. J.F. Brady, H. Ishizaki, J.M. Fukuto, M.C. Lin, A. Fadel, J.M. Gapac, C.S. Yang, Inhibition of cytochrome P-450 2E1 by diallyl sulfide and its metabolites, Chem. Res. Toxicol. 4 (1991) 642-647.
4. J.F. Brady, D. Li, H. Ishizaki, C.S. Yang, Effect of diallyl sulfide on rat liver microsomal nitrosamine metabolism and other monooxygenase activities, Cancer Res. 48 (1988) 5937-5940.
5. M.K. Buening, P.G. Wislocki, W. Levin, H. Yagi, D.R. Thakker, H. Akagi, M. Koreeda, D.M. Jerina, A.H. Conney, Tumorigenicity of the optical enantiomers of the diastereomeric benzo(a)pyrene 7,8-diol-9,10-epoxides in newborn mice: exceptional activity of (+)-7(β,8α-dihydroxy-9α,10α-epoxy-7,8,9,10- tetrahydrobenzo(a)pyrene, Proc. Natl. Acad. Sci. USA 75 (1978) 5358-5361.
6. C. Egen-Schwind, R. Eckard, F.H. Kemper, Metabolism of garlic constituents in the isolated perfused rat liver, Planta Med. 58 (1992) 301-305.
7. H.V. Gelboin, Benzo(a)pyrene metabolism, activation and carcinogenesis: role and regulation of mixed-function oxidases and related enzymes, Physiol. Rev. 60 (1980) 1107-1166.
8. E.M. Gozukara, G. Belvedere, R.C. Robinson, J. Deutsch, M.J. Coon, F.P. Guengerich, H.V. Gelboin, The effect of epoxide hydratase on benzo(a)pyrene diol epoxide hydrolysis and binding to DNA and mixed-function oxidase proteins, Mol. Pharmacol. 19 (1981) 153-161.
9. T.M. Guenthner, P. Bentley, F. Oesch, Microsomal epoxide hydrolase, Methods Enzymol. 77 (1981) 344-349.
10. D. Haber, M. Siess, M. Canivenc-Lavier, A. Le Bon, M. Suschetet, Differential effects of dietary diallyl sulfide and diallyl disulfide on rat intestinal and hepatic drug-metabolizing enzymes, J. Toxicol. Environ. Health 44 (1995) 423-434.
11. J.D. Hayes, D.J. Pulford, The glutathione S-transferase supergene family: regulation of GST* and the contribution of the isoenzymes to cancer chemoprotection and drug resistance, Crit. Rev. Biochem. Mol. Biol. 30 (1995) 445-600.
12. X. Hu, P.J. Benson, S.K. Srivastava, H. Xia, R.J. Bleicher, H.A. Zaren, S. Awasthi, Y.C. Awasthi, S.V. Singh, Induction of glutathione S-transferase π as a bioassay for the evaluation of potency of inhibitors of benzo(a)pyrene-induced cancer in a mouse model, Int. J. Cancer, 1997, submitted,.
13. X. Hu, S.K. Srivastava, H. Xia, Y.C. Awasthi, S.V. Singh, An alpha class mouse glutathione S-transferase with exceptional catalytic efficiency in the conjugation of glutathione with (+)-7β,8α-dihydroxy-9α, 10α-oxy-7,8,9,10-tetrahydrobenzo(a)pyrene, J. Biol. Chem. 271 (1996) 32684-32688.
14. R.J. Pohl, J.R. Fouts, A rapid method for assaying the metabolism of 7-ethoxyresorufin by microsomal subcellular fractions, Anal. Biochem. 107 (1980) 150-155.
15. I.G.C. Robertson, C. Guthenberg, B. Mannervik, B. Jernström, Differences in stereoselectivity and catalytic efficiency of three human glutathione transferases in the conjugation of glutathione with 7β,8α-dihydroxy-9α,10α-oxy-7,8,9,10-tetrahydro benzo(a)pyrene, Cancer Res. 46 (1986) 2220-2224.
16. I.G.C. Robertson, H. Jensson, B. Mannervik, B. Jernström, Glutathione transferases in rat lung: the presence of transferase 7-7, highly efficient in the conjugation of glutathione with the carcinogenic (+)-7β,8α-dihydroxy-9α,10α-oxy-7,8,9,10-tetrahydro benzo[a]pyrene, Carcinogenesis 7 (1986) 295-299.
17. T.J. Slaga, W.J. Bracken, G. Gleason, W. Levin, H. Yagi, D.M. Jerina, A.H. Conney, Marked differences in the skin tumor-initiating activities of the optical enantiomers of the diastereomeric benzo(a)pyrene-7,8-diol-9,10-epoxides, Cancer Res. 39 (1979) 67-71.
18. V.L. Sparnins, G. Barany, L.W. Wattenberg, Effects of organosulfur compounds from garlic and onions on benzo[a]pyrene-induced neoplasia and glutathione S-transferase activity in the mouse, Carcinogenesis 9 (1988) 131-134.
19. D.R. Thakker, H. Yagi, W. Levin, A.Y.H. Lu, A.H. Conney, D.M. Jerina, Stereospecificity of microsomal and purified epoxide hydrase from rat liver. Hydration of arene oxides of polycyclic hydrocarbons, J. Biol. Chem. 252 (1977) 6328-6334.
20. D.R. Thakker, H. Yagi, W. Levin, A. Wood, A.H. Conney, D.M. Jerina, Polycyclic aromatic hydrocarbons: metabolic activation to ultimate carcinogens, in: M.W. Anders (Ed.), Bioactivation of Foreign Compounds, Academic Press, New York, 1985, pp. 177-242.
21. M.J. Wargovich, Diallyl sulfide, a flavor component of garlic (Allium sativum), inhibits dimethylhydrazine-induced colon cancer, Carcinogenesis 8 (1987) 487-489.
22. M.J. Wargovich, C. Woods, V.W.S. Eng, L.C. Stephens, K. Gray, Chemoprevention of N-nitrosomethylbenzylamine-induced esophageal cancer in rats by the naturally occurring thioether, diallyl sulfide, Cancer Res. 48 (1988) 6872-6875.
23. L.W. Wattenberg, V.L. Sparnins, G. Barany, Inhibition of N-nitrosodiethylamine carcinogenesis in mice by naturally occurring organosulfur compounds and monotersenes, Cancer Res. 49 (1989) 2689-2692.