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Volumn 52, Issue 7, 2004, Pages 1867-1871

Induction of Phase II Detoxification Enzymes in Rats by Plant-Derived Isothiocyanates: Comparison of Allyl Isothiocyanate with Sulforaphane and Related Compounds

Author keywords

Glutathione S transferase; Isothiocyanates; Quinone reductase; Rat; Urinary bladder

Indexed keywords

ALLYL ISOTHIOCYANATE; CHEIROLIN; GLUCOSINOLATE; GLUTATHIONE TRANSFERASE; IBERIN; IBERVERIN; ISOTHIOCYANIC ACID DERIVATIVE; MONOERUCIN; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE (PHOSPHATE) DEHYDROGENASE (QUINONE); SULFORAPHANE; UNCLASSIFIED DRUG;

EID: 1842588301     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf030549s     Document Type: Article
Times cited : (173)

References (41)
  • 1
    • 0030868098 scopus 로고    scopus 로고
    • Chemoprotection by inducers of carcinogen detoxication enzymes
    • Kensler, T. W. Chemoprotection by inducers of carcinogen detoxication enzymes. Environ. Health Perspect. 1997, 105 (Suppl. 4), 965-970.
    • (1997) Environ. Health Perspect. , vol.105 , Issue.SUPPL. 4 , pp. 965-970
    • Kensler, T.W.1
  • 2
    • 0031308138 scopus 로고    scopus 로고
    • Induction of DT-diaphorase in cancer chemoprevention and chemotherapy
    • Begleiter, A.; Leith, M. K.; Curphey, T. J.; Doherty, G. P. Induction of DT-diaphorase in cancer chemoprevention and chemotherapy. Oncol. Res. 1997, 9, 371-382.
    • (1997) Oncol. Res. , vol.9 , pp. 371-382
    • Begleiter, A.1    Leith, M.K.2    Curphey, T.J.3    Doherty, G.P.4
  • 3
    • 0034490852 scopus 로고    scopus 로고
    • Chemoprotection against cancer by induction of Phase 2 enzymes
    • Talalay, P. Chemoprotection against cancer by induction of Phase 2 enzymes. BioFactors 2000, 12, 5-11.
    • (2000) BioFactors , vol.12 , pp. 5-11
    • Talalay, P.1
  • 4
    • 0035909947 scopus 로고    scopus 로고
    • Powerful and prolonged protection of human retinal pigment epithelial cells, keratinocytes, and mouse leukemia cells against oxidative damage: The indirect antioxidant effects of sulforaphane
    • Gao, X.; Dinkova-Kostova, A. T.; Talalay, P. Powerful and prolonged protection of human retinal pigment epithelial cells, keratinocytes, and mouse leukemia cells against oxidative damage: the indirect antioxidant effects of sulforaphane. Proc. Natl. Acad. Sci. U.S.A. 2001, 98, 15221-15226.
    • (2001) Proc. Natl. Acad. Sci. U.S.A. , vol.98 , pp. 15221-15226
    • Gao, X.1    Dinkova-Kostova, A.T.2    Talalay, P.3
  • 6
    • 0028825881 scopus 로고
    • Identification of a Class 3 aldehyde dehydrogenase in human saliva and increased levels of this enzyme, glutathione S-transferases, and DT-diaphorase in the saliva of subjects who continually ingest large quantities of coffee or broccoli
    • Sreerama, L.; Hedge, M. W.; Sladek, N. E. Identification of a Class 3 aldehyde dehydrogenase in human saliva and increased levels of this enzyme, glutathione S-transferases, and DT-diaphorase in the saliva of subjects who continually ingest large quantities of coffee or broccoli. Clin. Cancer. Res. 1995, 1, 1153-1163.
    • (1995) Clin. Cancer. Res. , vol.1 , pp. 1153-1163
    • Sreerama, L.1    Hedge, M.W.2    Sladek, N.E.3
  • 7
    • 0035808553 scopus 로고    scopus 로고
    • The chemical diversity and distribution of glucosinolates and isothiocyanates among plants
    • Fahey, J. W.; Zalcmann, A. T.; Talalay, P. The chemical diversity and distribution of glucosinolates and isothiocyanates among plants. Phytochemistry 2001, 56, 5-51.
    • (2001) Phytochemistry , vol.56 , pp. 5-51
    • Fahey, J.W.1    Zalcmann, A.T.2    Talalay, P.3
  • 9
    • 0032532317 scopus 로고    scopus 로고
    • Mechanism of differential potencies of isothiocyanates as inducers of anticarcinogenic Phase 2 enzymes
    • Zhang, Y.; Talalay, P. Mechanism of differential potencies of isothiocyanates as inducers of anticarcinogenic Phase 2 enzymes. Cancer Res. 1998, 58, 4632-4639.
    • (1998) Cancer Res. , vol.58 , pp. 4632-4639
    • Zhang, Y.1    Talalay, P.2
  • 10
    • 0026577605 scopus 로고
    • A major inducer of anticarcinogenic protective enzymes from broccoli: Isolation and elucidation of structure
    • Zhang, Y.; Talalay, P.; Cho, C.-G.; Posner, G. H. A major inducer of anticarcinogenic protective enzymes from broccoli: isolation and elucidation of structure. Proc. Natl. Acad. Sci. U.S.A. 1992, 89, 2399-2403.
    • (1992) Proc. Natl. Acad. Sci. U.S.A. , vol.89 , pp. 2399-2403
    • Zhang, Y.1    Talalay, P.2    Cho, C.-G.3    Posner, G.H.4
  • 11
    • 0031025733 scopus 로고    scopus 로고
    • Cancer chemopreventive potential of sulforamate, a novel analogue of sulforaphane that induces Phase 2 drug-metabolizing enzymes
    • Gerhäuser, C.; You, M.; Liu, J.; Moriarty, R. M.; Hawthorne, M.; Mehta, R. G.; Moon, R. C.; Pezzuto, J. M. Cancer chemopreventive potential of sulforamate, a novel analogue of sulforaphane that induces Phase 2 drug-metabolizing enzymes. Cancer Res. 1997, 57, 272-278.
    • (1997) Cancer Res. , vol.57 , pp. 272-278
    • Gerhäuser, C.1    You, M.2    Liu, J.3    Moriarty, R.M.4    Hawthorne, M.5    Mehta, R.G.6    Moon, R.C.7    Pezzuto, J.M.8
  • 12
    • 0028127980 scopus 로고
    • Design and synthesis of bifunctional isothiocyanate analogues of sulforaphane: Correlation between structure and potency as inducers of anticarcinogenic detoxication enzymes
    • Posner, G. H.; Cho, C.-G.; Green, J. V.; Zhang, Y.; Talalay, P. Design and synthesis of bifunctional isothiocyanate analogues of sulforaphane: correlation between structure and potency as inducers of anticarcinogenic detoxication enzymes. J. Med. Chem. 1994, 37, 179-176.
    • (1994) J. Med. Chem. , vol.37 , pp. 179-176
    • Posner, G.H.1    Cho, C.-G.2    Green, J.V.3    Zhang, Y.4    Talalay, P.5
  • 13
    • 0036035525 scopus 로고    scopus 로고
    • The cruciferous nitrile crambene has bioactivity similar to sulforaphane when administered to Fischer 344 rats but is far less potent in cell culture
    • Keck, A.-S.; Staack, R.; Jeffery E. H. The cruciferous nitrile crambene has bioactivity similar to sulforaphane when administered to Fischer 344 rats but is far less potent in cell culture. Nutr. Cancer 2002, 42, 233-240.
    • (2002) Nutr. Cancer , vol.42 , pp. 233-240
    • Keck, A.-S.1    Staack, R.2    Jeffery, E.H.3
  • 14
    • 0035543010 scopus 로고    scopus 로고
    • Comparison of the bioactivity of two glucoraphanin hydrolysis products found in broccoli, sulforaphane and sulforaphane nitrile
    • Matusheski, N. V.; Jeffery, E. H. Comparison of the bioactivity of two glucoraphanin hydrolysis products found in broccoli, sulforaphane and sulforaphane nitrile. J. Agric. Food Chem. 2001, 49, 5743-5749.
    • (2001) J. Agric. Food Chem. , vol.49 , pp. 5743-5749
    • Matusheski, N.V.1    Jeffery, E.H.2
  • 15
    • 0036949429 scopus 로고    scopus 로고
    • Selective induction of Phase II enzymes in the urinary bladder of rats by allyl isothiocyanate, a compound derived from Brassica vegetables
    • Munday, R.; Munday, C. M. Selective induction of Phase II enzymes in the urinary bladder of rats by allyl isothiocyanate, a compound derived from Brassica vegetables. Nutr. Cancer 2002, 44, 52-59.
    • (2002) Nutr. Cancer , vol.44 , pp. 52-59
    • Munday, R.1    Munday, C.M.2
  • 16
    • 77957000392 scopus 로고
    • DT diaphorase
    • Ernster, L. DT diaphorase. Methods Enzymol. 1967, 10, 309-317.
    • (1967) Methods Enzymol. , vol.10 , pp. 309-317
    • Ernster, L.1
  • 17
    • 0016275313 scopus 로고
    • Glutathione S-transferases: The first enzymatic step in mercapturic acid formation
    • Habig, W. H.; Pabst, M. J.; Jakoby, W. B. Glutathione S-transferases: the first enzymatic step in mercapturic acid formation. J. Biol. Chem. 1974, 249, 7130-7139.
    • (1974) J. Biol. Chem. , vol.249 , pp. 7130-7139
    • Habig, W.H.1    Pabst, M.J.2    Jakoby, W.B.3
  • 18
    • 0034125712 scopus 로고    scopus 로고
    • Role of glutathione in the accumulation of anticarcinogenic isothiocyanates and their glutathione conjugates by murine hepatoma cells
    • Zhang, Y. Role of glutathione in the accumulation of anticarcinogenic isothiocyanates and their glutathione conjugates by murine hepatoma cells. Carcinogenesis 2000, 21, 1175-1182.
    • (2000) Carcinogenesis , vol.21 , pp. 1175-1182
    • Zhang, Y.1
  • 19
    • 0030781225 scopus 로고    scopus 로고
    • Biotransformation of the naturally occurring isothiocyanate sulforaphane in the rat: Identification of Phase I metabolites and glutathione conjugates
    • Kassahun, K.; Davis, M.; Hu, P.; Martin, B.; Baillie, T. Biotransformation of the naturally occurring isothiocyanate sulforaphane in the rat: identification of Phase I metabolites and glutathione conjugates. Chem. Res. Toxicol. 1997, 10, 1228-1233.
    • (1997) Chem. Res. Toxicol. , vol.10 , pp. 1228-1233
    • Kassahun, K.1    Davis, M.2    Hu, P.3    Martin, B.4    Baillie, T.5
  • 20
    • 0028964520 scopus 로고
    • Prochiral sulfides as in vitro probes for multiple forms of the flavin-containing monooxygenase
    • Rettie, A. E.; Meier, G. P.; Sadeque, A. J. M. Prochiral sulfides as in vitro probes for multiple forms of the flavin-containing monooxygenase. Chem.-Biol. Interact. 1995, 96, 3-15.
    • (1995) Chem.-Biol. Interact. , vol.96 , pp. 3-15
    • Rettie, A.E.1    Meier, G.P.2    Sadeque, A.J.M.3
  • 22
    • 0027993447 scopus 로고
    • Chiral inversion of drug: Role of intestinal bacteria in the stereoselective sulphoxide reduction of flosequinan
    • Kashiyama, E.; Yokoi, T.; Todaka, T.; Odomi, M.; Kamataki, T. Chiral inversion of drug: role of intestinal bacteria in the stereoselective sulphoxide reduction of flosequinan. Biochem. Pharmacol. 1994, 48, 237-243.
    • (1994) Biochem. Pharmacol. , vol.48 , pp. 237-243
    • Kashiyama, E.1    Yokoi, T.2    Todaka, T.3    Odomi, M.4    Kamataki, T.5
  • 23
    • 0029049802 scopus 로고
    • Sulphoxide reduction by rat and rabbit tissues in vitro
    • Lee, S. C.; Renwick, A. G. Sulphoxide reduction by rat and rabbit tissues in vitro. Biochem. Pharmacol. 1995, 49, 1557-1565.
    • (1995) Biochem. Pharmacol. , vol.49 , pp. 1557-1565
    • Lee, S.C.1    Renwick, A.G.2
  • 24
    • 0343624354 scopus 로고
    • Functional groups bearing sulfur
    • Jakoby, W. B., Bend, J. R., Caldwell, J., Eds.; Academic: New York
    • Ziegler, D. M. Functional groups bearing sulfur. In Metabolic Basis of Detoxication; Jakoby, W. B., Bend, J. R., Caldwell, J., Eds.; Academic: New York, 1982; pp 171-184.
    • (1982) Metabolic Basis of Detoxication , pp. 171-184
    • Ziegler, D.M.1
  • 25
    • 0020526507 scopus 로고
    • Metabolism of 4-chlorophenyl methyl sulphide and its sulfone analogue in cattle and sheep
    • Oehler, D. D.; Ivie, G. W. Metabolism of 4-chlorophenyl methyl sulphide and its sulfone analogue in cattle and sheep. Arch. Environ. Contam. Toxicol. 1983, 12, 227-233.
    • (1983) Arch. Environ. Contam. Toxicol. , vol.12 , pp. 227-233
    • Oehler, D.D.1    Ivie, G.W.2
  • 26
    • 0013959494 scopus 로고
    • Metabolism of dimethyl sulphide, dimethyl sulphoxide, and dimethyl sulfone in the rabbit
    • Williams, K. I. H.; Burstein, S. H.; Layne, D. S. Metabolism of dimethyl sulphide, dimethyl sulphoxide, and dimethyl sulfone in the rabbit. Arch. Biochem. Biophys. 1966, 117, 84-87.
    • (1966) Arch. Biochem. Biophys. , vol.117 , pp. 84-87
    • Williams, K.I.H.1    Burstein, S.H.2    Layne, D.S.3
  • 30
    • 0036309574 scopus 로고    scopus 로고
    • Metabolism of sinigrin (2-propenyl glucosinolate) by the human colonic microflora in a dynamic in vitro large-intestinal model
    • Krul, C.; Humblot, C.; Philippe, C.; Vermeulen, M.; van Nuenen, M.; Havenaar, R.; Rabot, S. Metabolism of sinigrin (2-propenyl glucosinolate) by the human colonic microflora in a dynamic in vitro large-intestinal model. Carcinogenesis 2002, 23, 1009-1016.
    • (2002) Carcinogenesis , vol.23 , pp. 1009-1016
    • Krul, C.1    Humblot, C.2    Philippe, C.3    Vermeulen, M.4    Van Nuenen, M.5    Havenaar, R.6    Rabot, S.7
  • 31
    • 84985387077 scopus 로고
    • An estimate of the mean daily intake of glucosinolates from cruciferous vegetables in the UK
    • Sones, K.; Heaney, R. K.; Fenwick, G. R. An estimate of the mean daily intake of glucosinolates from cruciferous vegetables in the UK. J. Sci. Food. Agric. 1984, 35, 712-720.
    • (1984) J. Sci. Food. Agric. , vol.35 , pp. 712-720
    • Sones, K.1    Heaney, R.K.2    Fenwick, G.R.3
  • 33
    • 0024197707 scopus 로고
    • The effect of processing conditions on glucosinolates in cruciferous vegetables
    • de Vos, R. H.; Blijleven, W. G. H. The effect of processing conditions on glucosinolates in cruciferous vegetables. Z. Lebensm. Unters. Forsch. 1988, 187, 525-529.
    • (1988) Z. Lebensm. Unters. Forsch. , vol.187 , pp. 525-529
    • De Vos, R.H.1    Blijleven, W.G.H.2
  • 34
    • 0032406798 scopus 로고    scopus 로고
    • Human metabolism and excretion of cancer chemoprotective glucosinolates and isothiocyanates of cruciferous vegetables
    • Shapiro, T. A.; Fahey, J. W.; Wade, K. L.; Stephenson, K. K.; Talalay, P. Human metabolism and excretion of cancer chemoprotective glucosinolates and isothiocyanates of cruciferous vegetables. Cancer Epidemiol. Biomarkers Prev. 1998, 7, 1091-1100.
    • (1998) Cancer Epidemiol. Biomarkers Prev. , vol.7 , pp. 1091-1100
    • Shapiro, T.A.1    Fahey, J.W.2    Wade, K.L.3    Stephenson, K.K.4    Talalay, P.5
  • 35
    • 0034928041 scopus 로고    scopus 로고
    • Chemoprotective glucosinolates and isothiocyanates of broccoli sprouts: Metabolism and excretion in humans
    • Shapiro, T. A.; Fahey, J. W.; Wade, K. L.; Stephenson, K. K.; Talalay, P. Chemoprotective glucosinolates and isothiocyanates of broccoli sprouts: metabolism and excretion in humans. Cancer Epidemiol. Biomarkers Prev. 2001, 10, 501-508.
    • (2001) Cancer Epidemiol. Biomarkers Prev. , vol.10 , pp. 501-508
    • Shapiro, T.A.1    Fahey, J.W.2    Wade, K.L.3    Stephenson, K.K.4    Talalay, P.5
  • 37
    • 0035543011 scopus 로고    scopus 로고
    • 4-(Methylthio)-3-butenyl isothiocyanate, a principal antimutagen in daikon (Raphanus sativus; Japanese white radish)
    • Nakamura, Y.; Iwahashi, T.; Tanaka, A.; Koutani, J.; Matsuo, T.; Okamoto, S.; Sato, K.; Ohtsuki, K. 4-(Methylthio)-3-butenyl isothiocyanate, a principal antimutagen in daikon (Raphanus sativus; Japanese white radish). J. Agric. Food Chem. 2001, 49, 5755-5760.
    • (2001) J. Agric. Food Chem. , vol.49 , pp. 5755-5760
    • Nakamura, Y.1    Iwahashi, T.2    Tanaka, A.3    Koutani, J.4    Matsuo, T.5    Okamoto, S.6    Sato, K.7    Ohtsuki, K.8
  • 39
    • 0030080135 scopus 로고    scopus 로고
    • Correlation analysis between bladder cancer and cigarette smoking in various countries
    • Nakata, S.; Sato, J.; Yamanaka, H. Correlation analysis between bladder cancer and cigarette smoking in various countries. Tohoku J. Exp. Med. 1996, 178, 169-176.
    • (1996) Tohoku J. Exp. Med. , vol.178 , pp. 169-176
    • Nakata, S.1    Sato, J.2    Yamanaka, H.3
  • 40
    • 0019128455 scopus 로고
    • Epidemiology of urinary bladder cancer: International variation in mortality
    • Ohno, Y.; Aoki, K. Epidemiology of urinary bladder cancer: international variation in mortality. Nagoya J. Med. Sci. 1980, 43, 41-64.
    • (1980) Nagoya J. Med. Sci. , vol.43 , pp. 41-64
    • Ohno, Y.1    Aoki, K.2
  • 41
    • 0036035914 scopus 로고    scopus 로고
    • Simultaneous treatment with benzyl isothiocyanate, a strong bladder promoter, inhibits rat urinary bladder carcinogenesis by N-butyl-N-(4-hydroxybutyl)nitrosamine
    • Okazaki, K.; Yamagishi, M.; Son, H.-Y.; Imazawa, T.; Furukawa, F.; Nakamura, H.; Nishikawa, A.; Masegi, T.; Hirose, M. Simultaneous treatment with benzyl isothiocyanate, a strong bladder promoter, inhibits rat urinary bladder carcinogenesis by N-butyl-N-(4-hydroxybutyl)nitrosamine. Nutr. Cancer 2002, 42, 211-216.
    • (2002) Nutr. Cancer , vol.42 , pp. 211-216
    • Okazaki, K.1    Yamagishi, M.2    Son, H.-Y.3    Imazawa, T.4    Furukawa, F.5    Nakamura, H.6    Nishikawa, A.7    Masegi, T.8    Hirose, M.9


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