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Volumn 45, Issue 11, 1997, Pages 4290-4296

Enzymatic, Chemical, and Thermal Breakdown of 3H-Labeled Glucobrassicin, the Parent Indole Glucosinolate

Author keywords

Anticarcinogenic substances; Chemical breakdown; Enzymatic breakdown; Glucobrassicin; Glucosinolates; Indole derivatives; Thermal breakdown

Indexed keywords


EID: 0000167232     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf970449k     Document Type: Article
Times cited : (56)

References (30)
  • 2
    • 0001974571 scopus 로고
    • Condensation of 3-hydroxymethylindoles with 3-substituted indoles. Formation of 2,3′-methylenediindole derivatives
    • Amat-Guerri, P.; Martinez-Utrilla, R.; Pascual, C. Condensation of 3-hydroxymethylindoles with 3-substituted indoles. Formation of 2,3′-methylenediindole derivatives. J. Chem. Res. (M) 1984, 1578-1586.
    • (1984) J. Chem. Res. (M) , pp. 1578-1586
    • Amat-Guerri, P.1    Martinez-Utrilla, R.2    Pascual, C.3
  • 3
    • 1542449781 scopus 로고
    • Mechanism of corn indole-3-acetic acid oxidase in vitro
    • BeMiller, J. N.; Collila, W. Mechanism of corn indole-3-acetic acid oxidase in vitro. Phytochemistry 1972, 11, 3393-3402.
    • (1972) Phytochemistry , vol.11 , pp. 3393-3402
    • BeMiller, J.N.1    Collila, W.2
  • 4
    • 0001453281 scopus 로고
    • Condensation of indole and formaldehyde in the presence of air and sensitizers
    • Bergman, J. Condensation of indole and formaldehyde in the presence of air and sensitizers. Tetrahedron 1970, 26, 3353-3355.
    • (1970) Tetrahedron , vol.26 , pp. 3353-3355
    • Bergman, J.1
  • 5
    • 0023265761 scopus 로고
    • High performance liquid chromatographic analysis of anticarcinogenic indoles in Brassica oleracea
    • Bradfield, C. A.; Bjeldanes, L. F. High performance liquid chromatographic analysis of anticarcinogenic indoles in Brassica oleracea. J. Agric. Food Chem. 1987, 35, 46-49.
    • (1987) J. Agric. Food Chem. , vol.35 , pp. 46-49
    • Bradfield, C.A.1    Bjeldanes, L.F.2
  • 8
    • 77950285475 scopus 로고
    • Glucosinolates and their breakdown products in food and food plants
    • Fenwick, G. R.; Heaney, R. K.; Mullin, N. J. Glucosinolates and their breakdown products in food and food plants. CRC Crit. Rev. Food Sci. Nutr. 1983, 18, 123-201.
    • (1983) CRC Crit. Rev. Food Sci. Nutr. , vol.18 , pp. 123-201
    • Fenwick, G.R.1    Heaney, R.K.2    Mullin, N.J.3
  • 9
    • 0005593323 scopus 로고
    • Occurrence, isolation, and properties of glucobrassicin and neoglucobrassicin
    • Gmelin, R. Occurrence, isolation, and properties of glucobrassicin and neoglucobrassicin. Colloq. Int. CNRS Paris 1964, 123, 159-167.
    • (1964) Colloq. Int. CNRS Paris , vol.123 , pp. 159-167
    • Gmelin, R.1
  • 10
    • 0002633446 scopus 로고
    • -, 3-indolylacetonitril und ascorbigen in Brassica oleracea species
    • -, 3-indolylacetonitril und ascorbigen in Brassica oleracea species. Ann. Acad. Sci. Fenn. 1961, 107, 1-25.
    • (1961) Ann. Acad. Sci. Fenn. , vol.107 , pp. 1-25
    • Gmelin, R.1    Virtanen, A.I.2
  • 11
    • 0026591316 scopus 로고
    • Oligomerization of indole-3-carbinol in aqueous acid
    • Grose, K. R.; Bjeldanes, L. F. Oligomerization of indole-3-carbinol in aqueous acid. Chem. Res. Toxicol. 1992, 5, 188-193.
    • (1992) Chem. Res. Toxicol. , vol.5 , pp. 188-193
    • Grose, K.R.1    Bjeldanes, L.F.2
  • 12
    • 37049068013 scopus 로고
    • Chemistry of indole glucosinolates: Intermediacy of indol-3-ylmethyl isothiocyanates in the enzymic hydrolysis of indole glucosinolates
    • Hanley, A. B.; Parsley, K. R.; Lewis, J. A.; Fenwick, G. R. Chemistry of indole glucosinolates: Intermediacy of indol-3-ylmethyl isothiocyanates in the enzymic hydrolysis of indole glucosinolates. J. Chem. Soc., Perkin Trans. 1 1990, 2273-2276.
    • (1990) J. Chem. Soc., Perkin Trans. 1 , pp. 2273-2276
    • Hanley, A.B.1    Parsley, K.R.2    Lewis, J.A.3    Fenwick, G.R.4
  • 13
    • 0026076308 scopus 로고
    • Identification of enzymatic degradation products from synthesized glucobrassicin by gas chromatography-mass spectrometry
    • Latxague, L.; Gardrat, C.; Coustille, J. L.; Viaud, M. C.; Rollin, P. Identification of enzymatic degradation products from synthesized glucobrassicin by gas chromatography-mass spectrometry. J. Chromatogr. 1991, 586, 166-170.
    • (1991) J. Chromatogr. , vol.586 , pp. 166-170
    • Latxague, L.1    Gardrat, C.2    Coustille, J.L.3    Viaud, M.C.4    Rollin, P.5
  • 14
    • 0000311595 scopus 로고
    • The hydrogenolysis of 3-hydroxymethylindole and other indole derivatives with lithium aluminium hydride
    • Leete, E.; Marion, L. The hydrogenolysis of 3-hydroxymethylindole and other indole derivatives with lithium aluminium hydride. Can. J. Chem. 1953, 31, 775-784.
    • (1953) Can. J. Chem. , vol.31 , pp. 775-784
    • Leete, E.1    Marion, L.2
  • 15
    • 0016803938 scopus 로고
    • Aryl hydrocarbon hydroxylase induction in rat tissues by naturally occurring indoles of cruciferous plants
    • Loub, W. D.; Wattenberg, L. W.; Davis, D. W. Aryl hydrocarbon hydroxylase induction in rat tissues by naturally occurring indoles of cruciferous plants. J. Natl. Cancer Inst. 1975, 54, 985-988.
    • (1975) J. Natl. Cancer Inst. , vol.54 , pp. 985-988
    • Loub, W.D.1    Wattenberg, L.W.2    Davis, D.W.3
  • 16
    • 0023215434 scopus 로고
    • Differential induction of mixed-function oxidase (MFO) activity in rat liver and intestine by diets containing processed cabbage: Correlation with cabbage levels of glucosinolates and glucosinolate hydrolysis products
    • McDanell, R.; McLean, A. E. M.; Hanley, A. B.; Heaney, R. K.; Fenwick, G. R. Differential induction of mixed-function oxidase (MFO) activity in rat liver and intestine by diets containing processed cabbage: correlation with cabbage levels of glucosinolates and glucosinolate hydrolysis products. Food Chem. Toxicol. 1987, 25, 363-368.
    • (1987) Food Chem. Toxicol. , vol.25 , pp. 363-368
    • McDanell, R.1    McLean, A.E.M.2    Hanley, A.B.3    Heaney, R.K.4    Fenwick, G.R.5
  • 17
    • 0023845479 scopus 로고
    • Chemical and biological properties of indole glucosinolates (Glucobrassicins): A review
    • McDanell, R.; McLean, A. E. M.; Hanley, A. B.; Heaney, R. K.; Fenwick, G. R. Chemical and biological properties of indole glucosinolates (Glucobrassicins): A review. Food Chem. Toxicol. 1988, 26, 59-70.
    • (1988) Food Chem. Toxicol. , vol.26 , pp. 59-70
    • McDanell, R.1    McLean, A.E.M.2    Hanley, A.B.3    Heaney, R.K.4    Fenwick, G.R.5
  • 18
    • 0000067054 scopus 로고
    • The conversion of 3-indolylmethylglucosinolate to 3-indolylacetonitrile by myrosinase, and its relevance to the clubroot disease of the cruciferae
    • Searle, L. M.; Chamberlain, K.; Rausch, T.; Butcher, D. N. The conversion of 3-indolylmethylglucosinolate to 3-indolylacetonitrile by myrosinase, and its relevance to the clubroot disease of the cruciferae. J. Exp. Bot. 1982, 33, 935-942.
    • (1982) J. Exp. Bot. , vol.33 , pp. 935-942
    • Searle, L.M.1    Chamberlain, K.2    Rausch, T.3    Butcher, D.N.4
  • 19
    • 84986865467 scopus 로고
    • Gas chromatographic determination of indole glucosinolates - A re-examination
    • Slominski, B. A.; Campbell, L. D. Gas chromatographic determination of indole glucosinolates - A re-examination. J. Sci. Food Agric. 1987, 40, 131-143.
    • (1987) J. Sci. Food Agric. , vol.40 , pp. 131-143
    • Slominski, B.A.1    Campbell, L.D.2
  • 20
    • 0011289109 scopus 로고
    • Gas chromatographic determination of indoleacetonitriles in rapeseed and Brassica vegetables
    • Slominski, B. A.; Campbell, L. D. Gas chromatographic determination of indoleacetonitriles in rapeseed and Brassica vegetables. J. Chromatogr. 1988, 454, 285-291.
    • (1988) J. Chromatogr. , vol.454 , pp. 285-291
    • Slominski, B.A.1    Campbell, L.D.2
  • 21
    • 84986808901 scopus 로고
    • Indoleacetonitriles - Thermal degradation products of indole glucosinolates in commercial rapeseed (Brassica napus) meal
    • Slominski, B. A.; Campbell, L. D. Indoleacetonitriles - Thermal degradation products of indole glucosinolates in commercial rapeseed (Brassica napus) meal. J. Sci. Food Agric. 1989a, 47, 75-84.
    • (1989) J. Sci. Food Agric. , vol.47 , pp. 75-84
    • Slominski, B.A.1    Campbell, L.D.2
  • 22
    • 0000044077 scopus 로고
    • Formation of indole glucosinolate breakdown products in autolyzed, steamed and cooked Brassica vegetables
    • Slominski, B. A.; Campbell, L. D. Formation of indole glucosinolate breakdown products in autolyzed, steamed and cooked Brassica vegetables. J. Agric. Food Chem. 1989b, 37, 1297-1302.
    • (1989) J. Agric. Food Chem. , vol.37 , pp. 1297-1302
    • Slominski, B.A.1    Campbell, L.D.2
  • 24
    • 0029123884 scopus 로고
    • Mechanisms of tumor modulation by indole-3-carbinol. Disposition and excretion in male Fisher 344 rats
    • Stresser, D. M.; Williams, D. E.; Griffin, D. A.; Bailey, G. S. Mechanisms of tumor modulation by indole-3-carbinol. Disposition and excretion in male Fisher 344 rats. Drug Metab. Dispos. 1995, 23, 965-975.
    • (1995) Drug Metab. Dispos. , vol.23 , pp. 965-975
    • Stresser, D.M.1    Williams, D.E.2    Griffin, D.A.3    Bailey, G.S.4
  • 27
    • 0025254466 scopus 로고
    • First synthesis of an indole glucosinolate
    • Viaud, M. C.; Rollin, P. First synthesis of an indole glucosinolate. Tetrahedron Lett. 1990, 31, 1417-1418.
    • (1990) Tetrahedron Lett. , vol.31 , pp. 1417-1418
    • Viaud, M.C.1    Rollin, P.2
  • 28
    • 0001415407 scopus 로고
    • Synthetic studies on indole glucosinolates. Part 1. Synthesis of glucobrassicin and its 4- and 5- methoxy derivatives
    • Viaud, M. C.; Rollin, P.; Latxague, L.; Gardrat, C. Synthetic studies on indole glucosinolates. Part 1. Synthesis of glucobrassicin and its 4-and 5-methoxy derivatives. J. Chem. Res. (S) 1992, 207; (M) 1992, 1669-1681.
    • (1992) J. Chem. Res. (S) , pp. 207
    • Viaud, M.C.1    Rollin, P.2    Latxague, L.3    Gardrat, C.4
  • 29
    • 1542764658 scopus 로고
    • Viaud, M. C.; Rollin, P.; Latxague, L.; Gardrat, C. Synthetic studies on indole glucosinolates. Part 1. Synthesis of glucobrassicin and its 4-and 5-methoxy derivatives. J. Chem. Res. (S) 1992, 207; (M) 1992, 1669-1681.
    • (1992) J. Chem. Res. (M) , pp. 1669-1681


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.