Influence of cooking duration of cabbage and presence of colonic microbiota on the excretion of N-acetylcysteine conjugates of allyl isothiocyanate and bioactivity of phase 2 enzymes in F344 rats

British Journal of Nutrition

Volumn 99, Issue 4, 2008, Pages 773-781

  Rungapamestry, Vanessa ^a   Rabot, Sylvie ^b   Fuller, Zö ^c   Ratcliffe, Brian ^a   Duncan, Alan J ^c  

^a ROBERT GORDON UNIVERSITY   (United Kingdom)

^b CEMAGREF   (France)

^c SCOTTISH CROP RESEARCH INSTITUTE   (United Kingdom)

Author keywords

Allyl isothiocyanate; Cooking; Human colonic microbiota; Myrosinase; Phase 2 enzymes

Indexed keywords

ACETYLCYSTEINE; ALLYL ISOTHIOCYANATE; GLUCURONOSYLTRANSFERASE; GLUTATHIONE TRANSFERASE; THIOGLUCOSIDASE;

AMINO ACID URINE LEVEL; ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; CABBAGE; COLON FLORA; CONTROLLED STUDY; COOKING; ENZYME ACTIVITY; FISCHER 344 RAT; FOOD COMPOSITION; FOOD INTAKE; GERMFREE ANIMAL; MALE; NONHUMAN; RAT;

ACETYLCYSTEINE; ANIMALS; BACTERIA; BRASSICA; COLON; COOKERY; DIET; FEMALE; GERM-FREE LIFE; GLUCOSINOLATES; GLUCURONOSYLTRANSFERASE; GLUTATHIONE TRANSFERASE; GLYCOSIDE HYDROLASES; HUMANS; ISOTHIOCYANATES; LIVER; MALE; MODELS, ANIMAL; RATS; RATS, INBRED F344; TIME FACTORS;

BRASSICA; BRASSICA OLERACEA VAR. CAPITATA; RATTUS;

EID: 40449117981     PISSN: 00071145     EISSN: 14752662     Source Type: Journal    
DOI: 10.1017/S0007114507841134     Document Type: Article

References (49)

1. van Poppel G, Verhoeven DTH, Verhagen H & Goldbohm RA (1999) Brassica vegetables and cancer prevention. Epidemiology and mechanisms. Adv Exp Med Biol 472, 159-168.
2. Fenwick GR & Heaney RK (1983) Glucosinolates and their breakdown products in cruciferous crops, foods and feeding-stuffs. Food Chem 11, 249-271.
3. Keum YS, Jeong WS & Kong AN (2004) Chemoprevention by isothiocyanates and their underlying molecular signaling mechanisms. Mutat Res 555, 191-202.
4. Zhang YS, Yao S & Li J (2006) Vegetable-derived isothiocyanates: anti-proliferative activity and mechanism of action. Proc Nutr Soc 65, 68-75.
5. Steinkellner H, Rabot S, Freywald C, Nobis E, Chabicovsky M, Knasmüller S & Kassie F (2001) Effects of cruciferoui vegetables and their constituents on drug metabolizing enzymes involved in the bioactivation of DNA-reactive dietary carcinogens. Mutat Res 480-481, 285-297.
6. Verkerk R & Dekker M (2004) Glucosinolates and myrosinase activity in red cabbage (Brassica oleracea L. var. Capitata f. rubra DC.) after various microwave treatments. J Agric Food Chem 52 7318-7323.
7. Rungapamestry V, Duncan AJ, Fuller Z & Ratcliffe B (2007) Effect of cooking brassica vegetables on the subsequent hydrolysis and metabolic fate of glucosinolates. Proc Nutr Soc 66, 69-81.
8. Elfoul L, Rabot S, Khelifa N, Quinsac A, Duguay A & Rimbault A (2001) Formation of allyl isothiocyanate from sinigrin in the digestive tract of rats monoassociated with a human colonic strain of Bacteroides thetaiataomicron. FEMS Microbiol Lett 197, 99-103.
9. Krul C, Humblot C, Philippe C, Vermeulen M, van Nuenen M, Havenaar R & Rabot S (2002) Metabolism of sinigrin (2-propenyl glucosinolate) by the human colonic microflora in a dynamic in vitro large-intestinal model. Carcinogenesis 23, 1009-1016.
10. Brüsewitz G, Cameron BD, Chasseaud LF, Görler K, Hawkins DR, Koch H & Mennicke WH (1977) The metabolism of benzyl isothiocyanate and its cysteine conjugate. Biochem J 162, 99-107.
11. Duncan AJ, Rabot S & Nugon-Baudon L (1997) Urinary mercapturic acids as markers for the determination of isothiocyanate release from glucosinolates in rats fed a cauliflower diet. J Sci Food Agric 73, 214-220.
12. Shapiro TA, Fahey JW, Wade KL, Stephenson KK & Talalay P (1998) Human metabolism and excretion of cancer chemoprotective glucosinolates and isothiocyanates of cruciferous vegetables. Cancer Epidemiol Biomarkers Prev 7, 1091-1100.
13. Conaway CC, Getahun SM, Liebes LL, Pusateri DJ, Topham DKW, Botero-Omary M & Chung FL (2000) Disposition of glucosinolates and sulforaphane in humans after ingestion of steamed and fresh broccoli. Nutr Cancer 38, 168-178.
14. Rouzaud G, Rabot S, Ratcliffe B & Duncan AJ (2003) Influence of plant and bacterial myrosinase activity on the metabolic fate of glucosinolates in gnotobiotic rats. Br J Nutr 90, 395-404.
15. Rungapamestry V, Duncan AJ, Fuller Z & Ratcliffe B (2006) Changes in gluposinolate concentrations, myrosinase activity and production of metabolites of glucosinolates in cabbage (Brassica oleracea var. capitata) cooked for different durations. J Agric Food Chem 54, 7628-7634.
16. Coates ME (1968) The Germ-free Animal in Research. London: Academic Press.
17. Lhoste EF, Ouriet V, Bruel S, Flinois JP, Brezillon C, Magdalou J, Cheze C & Nugon-Baudon L (2003) The human colonic microflora influences the alterations of xenobiotic-metabolizing enzymes by catechins in male F344 rats. Food Chem Toxicol 41, 695-702.
18. Minchinton I, Sang J, Burke D & Truscott RJW (1982) Separation of desulphoglucosinolates by reversed-phase high-performance liquid chromatography. J Chromatogr 247, 141-148.
19. European Union (1997) Oil seeds - determination of glucosinolates. Off J Eur Communities L170, 28-34.
20. Mennicke WH, Kral T, Krumbiegel G & Rittmann N (1987) Determination of N-acetyl-S-(N-alkylthiocarbamoyl)-L-cysteine, a principal metabolite of alkyl isothiocyanates, in rat urine. J Chromatogr B Biomed Appl 414, 19-24.
21. Mennicke WH, Gorter K & Krumbiegel G (1983) Metabolism of some naturally-occurring isothiocyanates in the rat. Xenobiotica 13 203-207.
22. Ryan D (1978) Purification of cytochrome P450 and P448 from rat liver microsome. In Methods in Enzymology, pp. 172-173 [S Fleisher and L Packer, editors]. New York: Academic Press.
23. Lowry OH, Rosebrough NJ, Farr AL & Randall RJ (1951) Protein measurement with the Folin phenol reagent. J Biol Chem 193, 265-275.
24. Habig WH, Pabst MJ & Jakoby WB (1974) Glutathione-S-transferase: the first enzymatic step in mercapturic acid formation. J Biol Chem 249, 7130-7139.
25. Young WS & Lietman PS (1978) Chloramphenicol glucuronyl transferase - assay, ontogeny and inducibility. J Pharmacol Exp Ther 204, 203-211.
26. Rabot S, Nugon-Baudon L & Szylit O (1993) Alterations of the hepatic xenobiotic-metabolizing enzymes by a glucosinolate-rich diet in germ-free rats - influence of a preinduction with phenobarbital. Br J Nutr 70, 347-354.
27. GenStat 5 Committee (2005) GenStat Release 8.1. Rothamsted: Lawes Agricultural Trust.
28. Rouzaud G, Young SA & Duncan AJ (2004) Hydrolysis of glucosinolates to isothiocyanates after ingestion of raw or microwaved cabbage by human volunteers. Cancer Epidemiol Biomarkers Prep 13, 125-131.
29. Rungapamestry V, Duncan AJ, Fuller Z & Ratcliffe B (2007) Effect of meal composition and cooking duration on the fate of sulforaphane following consumption of broccoli by healthy human subjects. Br J Nutr 97 644-652.
30. Whitty JP & Bjeldanes LF (1987) The effects of dietary cabbage on xenobiotic-metabolizing enzymes and the binding of aflatoxin-B1 to hepatic DNA in rats. Food Chem Toxicol 25, 581-587.
31. Guo ZY, Smith TJ, Wang E, Sadrieh N, Ma Q, Thomas PE & Yang CS (1992) Effects of phenethyl isothiocyanate, a carcinogenesis inhibitor, on xenobiotic-metabolizing enzymes and nitrosamine metabolism in rats. Carcinogenesis 13, 2205-2210.
32. Kassie F, Uhl M, Rabot S, Grasl-Kraupp B, Verkerk R, Kundi M, Chabicovsky M, Schulte-Hermann R & Knasmuller S (2003) Chemoprevention of 2-amino-3-methylimidazo[4,5-f]quinoline (IQ)-induced colonic and hepatic preneoplastic lesions in the F344 rat by cruciferous vegetables administered simultaneously with the carcinogen. Carcinogenesis 24, 255-261.
33. Munday R & Munday CM (2004) Induction of phase II detoxification enzymes in rats by plant-derived isothlocyanates: Comparison of allyl isothiocyanate with sulforaphane and related compounds. J Agric Food Chem 52, 1967-1871.
34. Debure A, Colombel JF, Flounie B, Rautureau M & Rambaud JC (1989) Implantation and metabolic activity of rat and human fecal bacterial flora administered to germ-free rats. Gastroenterol Clin Biol 13, 25-31.
35. Kassie F, Rabot S, Kundi M, Chabicovsky M, Qin HM & Knasmuller S (2001) Intestinal microflora plays a crucial role in the genotoxicity of the cooked food mutagen 2-amino-3-methylimidazo [4,5-f]quinoline (IQ), Carcinogenesis 22, 1721-1725.
36. Humblot C, Lhoste E, Knasmuller S, Gloux K, Bruneau A, Bensaada M, Durao J, Rabot S, Andrieux C & Kassie F (2004) Protective effects of Brussels sprouts, oligosaccharides and fermented milk towards 2-amino-3-methylimidazo[4,5-f]quinoline (IQ)-induced genotoxicity in the human flora associated F344 rat: Role of xenobiotic metabolising enzymes and intestinal microflora. J Chromatogr B Anal Technol Biomed Life Sci 802, 231-237.
37. Mallett AK, Bearne CA, Rowland IR, Farthing MJG & Cole CB (1987) The use of rats associated with a human fecal flora as a model for studying the effects of diet on the human gut microflora. J Appl Bacteriol 63, 39-45.
38. Rumney CJ & Rowland IR (1992) In vivo and in vitro models of the human colonic flora. Crit Rev Food Sci Nutr 31, 299-331.
39. Shapiro TA, Fahey JW, Wade KL, Stephenson KK & Talalay P (2001) Chemoprotective glucosinolates and isothiocyanates of broccoli sprouts: metabolism and excretion in humans. Cancer Epidemiol Biomarkers Prev 10, 501-508.
40. Combourieu B, Elfoul L, Delort AM & Rabot S (2001) Identification of new derivatives of sinigrin and glucotropaeolin produced by the human digestive microflora using 1H NMR spectroscopy analysis of in vitro incubations. Drug Metab Dispos 29, 1440-1445.
41. Kushad MM, Cloyd R & Babadoost MB (2004) Distribution of glucosinolates in ornamental cabbage and kale cultivars. Scientia Horticulturae 101, 215-221.
42. Bradfield CA & Bjeldanes LF (1994) Effect of dietary indole-3-carbinol on intestinal and hepatic monooxygenase, glutathione-S-transferase and epoxide hydrolase activities in the rat. Food Chem Toxicol 22, 977-982.
43. Bogaards JJP, Vanommen B, Falke BE, Willems MI & Vanbladeren PJ (1990) Glutathione-S-transferase subunit induction patterns of Brussels sprouts, allyl isothiocyanate and goitrin in rat liver and small intestinal mucosa - a new approach for the identification of inducing xenobiotics. Food Chem Toxicol 28, 81-88.
44. Wortelboer WA, Dekruif CA, Vaniersel AAJ, Noordhoek J, Blaauboer BJ, Vanbladeren PJ & Falke HE (1992) Effects of cooked Brussels sprouts on cytochrome P-450 profile and phase-II enzymes in liver and small intestinal mucosa of the rat. Food Chem Toxicol 30, 17-27.
45. Nugon-Baudon L, Rabot S, Szylit O & Raibaud P (1990) Glucosinolates toxicity in growing rats - interactions with the hepatic detoxification system. Xenobiotica 20, 223-230.
46. Roland N, Rabot S & Nugon-Baudou L (1996) Modulation of the biological effects of glucosinolates by inulin and oat fibre in gnotobiotic rats inoculated with a human whole faecal flora. Food Chem Toxicol 34, 671-677.
47. Tan W, Lin DX, Xiao Y, Kadlubar FF & Chen JS (1999) Chemoprevention of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine-induced carcinogen-DNA adducts by Chinese cabbage in rats. World J Gastroenterol 5, 138-142.
48. Nijhoff WA, Groen GM & Peters WHM (1993) Induction of rat hepatic and intestinal glutathione-S-transferases and glutathione by dietary naturally occurring anticarcinogens. Int Oncol 3, 1131-1139.
49. Stahl W, van den Berg H, Arthur J, Bast A, Dainty J, Faulks RM, Gartner C, Haenen G, Hollman P & Holst B (2002) Bioavailability and metabolism. Mol Aspects Med 23, 39-100.