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Volumn 121, Issue 4, 2010, Pages 973-979

Aneugenic 2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one (DIMBOA) and 2,4-dihydroxy-1,4-benzoxazin-3-one (DIBOA) in sprouts of Triticum aestivum cultivars - A 'safety health food'?

Author keywords

Aneugenic; Benzoxazinoids; Content in wheat sprouts; DIBOA; Dietary; DIMBOA; Health food; Triticum aestivum

Indexed keywords

2,4 DIHYDROXY 1,4 BENZOXAZIN 3 ONE; 2,4 DIHYDROXY 7 METHOXY 1,4 BENZOXAZIN 3 ONE; ANEUGEN; FUSED CARBON NITROGEN OXYGEN HETEROCYCLE; UNCLASSIFIED DRUG;

EID: 77949485936     PISSN: 03088146     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.foodchem.2010.01.030     Document Type: Article
Times cited : (5)

References (34)
  • 1
    • 84985633257 scopus 로고
    • Effect of light on DIMBOA-glucoside concentration in wheat (Triticum aestivum L.)
    • Aahman I., and Johansson M. Effect of light on DIMBOA-glucoside concentration in wheat (Triticum aestivum L.). Annals of Applied Biology 124 3 (1994) 569-574
    • (1994) Annals of Applied Biology , vol.124 , Issue.3 , pp. 569-574
    • Aahman, I.1    Johansson, M.2
  • 2
    • 0000869952 scopus 로고
    • Effect of content and distribution of hydroxamic acids in wheat on infestation by the aphid Schizaphis graminum
    • Argandona V.H., Niemeyer H.M., and Corcuera L.J. Effect of content and distribution of hydroxamic acids in wheat on infestation by the aphid Schizaphis graminum. Phytochemistry 20 4 (1981) 673-676
    • (1981) Phytochemistry , vol.20 , Issue.4 , pp. 673-676
    • Argandona, V.H.1    Niemeyer, H.M.2    Corcuera, L.J.3
  • 3
    • 0025973098 scopus 로고
    • Analogs of the cyclic hydroxamic acid 2,4-dihydroxy-7-methoxy-2H-1,4-benzoxazin-3-one (DIMBOA): Decomposition to benzoxazolinones and reaction with β-mercaptoethanol
    • Atkinson J., Morand P., Arnason J.T., Niemeyer H.M., and Bravo H.R. Analogs of the cyclic hydroxamic acid 2,4-dihydroxy-7-methoxy-2H-1,4-benzoxazin-3-one (DIMBOA): Decomposition to benzoxazolinones and reaction with β-mercaptoethanol. Journal of Organic Chemistry 56 5 (1991) 1788-1800
    • (1991) Journal of Organic Chemistry , vol.56 , Issue.5 , pp. 1788-1800
    • Atkinson, J.1    Morand, P.2    Arnason, J.T.3    Niemeyer, H.M.4    Bravo, H.R.5
  • 4
    • 0033985405 scopus 로고    scopus 로고
    • Benzoxazinoids - Cyclic hydroxamic acids, lactams and their corresponding glucosides in the genus Aphelandra (Acanthaceae)
    • Baumeler A., Hesse M., and Werner C. Benzoxazinoids - Cyclic hydroxamic acids, lactams and their corresponding glucosides in the genus Aphelandra (Acanthaceae). Phytochemistry 53 2 (2000) 213-222
    • (2000) Phytochemistry , vol.53 , Issue.2 , pp. 213-222
    • Baumeler, A.1    Hesse, M.2    Werner, C.3
  • 5
    • 34248223730 scopus 로고    scopus 로고
    • A reciprocal backcross monosomic analysis of the scab resistant spring wheat (Triticum aestivum L.) cultivar, 'Frontana'
    • Berzonsky W.A., Gebhard B.L., Gamotin E., Leach G.D., and Ali S. A reciprocal backcross monosomic analysis of the scab resistant spring wheat (Triticum aestivum L.) cultivar, 'Frontana'. Plant Breeding 126 3 (2007) 234-239
    • (2007) Plant Breeding , vol.126 , Issue.3 , pp. 234-239
    • Berzonsky, W.A.1    Gebhard, B.L.2    Gamotin, E.3    Leach, G.D.4    Ali, S.5
  • 6
    • 33845808196 scopus 로고    scopus 로고
    • Dihydroxy-7-methoxy-1,4-benzoxazin-3-one (DIMBOA) and 2,4-dihydroxy-1,4-benzoxazin-3-one (DIBOA), two naturally occurring benzoxazinones contained in sprouts of Gramineae are potent aneugens in human-derived liver cells (HepG2)
    • Buchmann C.A., Nersesyan A., Kopp B., Schauberger D., Darroudi F., Grummt T., et al. Dihydroxy-7-methoxy-1,4-benzoxazin-3-one (DIMBOA) and 2,4-dihydroxy-1,4-benzoxazin-3-one (DIBOA), two naturally occurring benzoxazinones contained in sprouts of Gramineae are potent aneugens in human-derived liver cells (HepG2). Cancer Letters 246 1-2 (2007) 290-299
    • (2007) Cancer Letters , vol.246 , Issue.1-2 , pp. 290-299
    • Buchmann, C.A.1    Nersesyan, A.2    Kopp, B.3    Schauberger, D.4    Darroudi, F.5    Grummt, T.6
  • 7
    • 0000581564 scopus 로고
    • Hydroxamic acid content of perennial Triticeae
    • Copaja S.V., Barria B.N., and Niemeyer H.M. Hydroxamic acid content of perennial Triticeae. Phytochemistry 30 5 (1991) 1531-1534
    • (1991) Phytochemistry , vol.30 , Issue.5 , pp. 1531-1534
    • Copaja, S.V.1    Barria, B.N.2    Niemeyer, H.M.3
  • 8
    • 0032903837 scopus 로고    scopus 로고
    • Accumulation of hydroxamic acids during wheat germination
    • Copaja S.V., Nicol D., and Wratten S.D. Accumulation of hydroxamic acids during wheat germination. Phytochemistry 50 1 (1999) 17-24
    • (1999) Phytochemistry , vol.50 , Issue.1 , pp. 17-24
    • Copaja, S.V.1    Nicol, D.2    Wratten, S.D.3
  • 9
    • 84984153521 scopus 로고
    • Hydroxamic acid levels in Chilean and British wheat seedlings
    • Copaja S.V., Niemeyer H.M., and Wratten S.D. Hydroxamic acid levels in Chilean and British wheat seedlings. Annals of Applied Biology 118 1 (1991) 223-227
    • (1991) Annals of Applied Biology , vol.118 , Issue.1 , pp. 223-227
    • Copaja, S.V.1    Niemeyer, H.M.2    Wratten, S.D.3
  • 10
    • 0000198169 scopus 로고
    • Purification and partial characterization of maize (Zea mays L.) β-glucosidase
    • Esen A. Purification and partial characterization of maize (Zea mays L.) β-glucosidase. Plant Physiology 98 1 (1992) 174-182
    • (1992) Plant Physiology , vol.98 , Issue.1 , pp. 174-182
    • Esen, A.1
  • 11
    • 33644850111 scopus 로고    scopus 로고
    • Chemical ecology in wheat plant-pest interactions. How the use of modern techniques and a multidisciplinary approach can throw new light on a well-known phenomenon: Allelopathy
    • Fomsgaard I.S. Chemical ecology in wheat plant-pest interactions. How the use of modern techniques and a multidisciplinary approach can throw new light on a well-known phenomenon: Allelopathy. Journal of Agricultural and Food Chemistry 54 4 (2006) 987-990
    • (2006) Journal of Agricultural and Food Chemistry , vol.54 , Issue.4 , pp. 987-990
    • Fomsgaard, I.S.1
  • 12
    • 77949487054 scopus 로고    scopus 로고
    • Die Evolution der Benzoxazinoid-Biosynthese in den Gramineae
    • Munic, Germany: Technical University of Munic
    • Grün, S. (2001). Die Evolution der Benzoxazinoid-Biosynthese in den Gramineae. Lehrstuhl für Genetik, Fakultät für Chemie (p. 97). Munic, Germany: Technical University of Munic.
    • (2001) Lehrstuhl für Genetik, Fakultät für Chemie , pp. 97
    • Grün, S.1
  • 13
    • 0036236858 scopus 로고    scopus 로고
    • A mechanistic dehydration study with [2-13C]-DIMBOA
    • Hao H., Sieler J., and Sicker D. A mechanistic dehydration study with [2-13C]-DIMBOA. Journal of Natural Products 65 4 (2002) 466-469
    • (2002) Journal of Natural Products , vol.65 , Issue.4 , pp. 466-469
    • Hao, H.1    Sieler, J.2    Sicker, D.3
  • 15
    • 27144478061 scopus 로고    scopus 로고
    • Completion of the spectroscopical data for the synthesis of DIMBOA
    • Handler N., and Erker T. Completion of the spectroscopical data for the synthesis of DIMBOA. Scientia Pharmaceutica 73 (2005) 95-100
    • (2005) Scientia Pharmaceutica , vol.73 , pp. 95-100
    • Handler, N.1    Erker, T.2
  • 16
    • 0020283710 scopus 로고
    • Reaction of 4-acetoxy-1,4-benzoxazin-3-one with DNA. A possible chemical mechanism for the antifungal and mutagenic activities
    • Ishizaki T., Hashimoto Y., Shudo K., and Okamoto T. Reaction of 4-acetoxy-1,4-benzoxazin-3-one with DNA. A possible chemical mechanism for the antifungal and mutagenic activities. Tetrahedron Letters 23 39 (1982) 4055-4056
    • (1982) Tetrahedron Letters , vol.23 , Issue.39 , pp. 4055-4056
    • Ishizaki, T.1    Hashimoto, Y.2    Shudo, K.3    Okamoto, T.4
  • 18
    • 0033932395 scopus 로고    scopus 로고
    • Simple method for large scale isolation of the cyclic arylhydroxamic acid DIMBOA from maize (Zea mays L.)
    • Larsen E., and Christensen L.P. Simple method for large scale isolation of the cyclic arylhydroxamic acid DIMBOA from maize (Zea mays L.). Journal of Agricultural and Food Chemistry 48 6 (2000) 2556-2558
    • (2000) Journal of Agricultural and Food Chemistry , vol.48 , Issue.6 , pp. 2556-2558
    • Larsen, E.1    Christensen, L.P.2
  • 19
    • 33746492474 scopus 로고
    • Separation and quantification of cyclic hydroxamic acids and related compounds by high-pressure liquid chromatography
    • Lyons P.C., Hipskind J.D., Wood K.V., and Nicholson R.L. Separation and quantification of cyclic hydroxamic acids and related compounds by high-pressure liquid chromatography. Journal of Agricultural and Food Chemistry 36 1 (1988) 57-60
    • (1988) Journal of Agricultural and Food Chemistry , vol.36 , Issue.1 , pp. 57-60
    • Lyons, P.C.1    Hipskind, J.D.2    Wood, K.V.3    Nicholson, R.L.4
  • 20
    • 58149359091 scopus 로고    scopus 로고
    • Modified benzoxazinones in the system Oryza sativa-Echinochloa crus-galli: An approach to the development of biorational herbicide models
    • Macias F.A., Chinchilla N., Varela R.M., Molinillo J.M.G., Marin D., and De Siqueira J.M. Modified benzoxazinones in the system Oryza sativa-Echinochloa crus-galli: An approach to the development of biorational herbicide models. Journal of Agricultural and Food Chemistry 56 21 (2008) 9941-9948
    • (2008) Journal of Agricultural and Food Chemistry , vol.56 , Issue.21 , pp. 9941-9948
    • Macias, F.A.1    Chinchilla, N.2    Varela, R.M.3    Molinillo, J.M.G.4    Marin, D.5    De Siqueira, J.M.6
  • 22
    • 0029163634 scopus 로고
    • Non-induced cyclic hydroxamic acids in wheat during juvenile stage of growth
    • Nakagawa E., Amano T., Hirai N., and Iwamura H. Non-induced cyclic hydroxamic acids in wheat during juvenile stage of growth. Phytochemistry 38 6 (1995) 1349-1354
    • (1995) Phytochemistry , vol.38 , Issue.6 , pp. 1349-1354
    • Nakagawa, E.1    Amano, T.2    Hirai, N.3    Iwamura, H.4
  • 24
    • 0033401085 scopus 로고    scopus 로고
    • Tissue localization of β-glucosidase in rye, maize and wheat seedlings
    • Nikus J., and Jonsson L.M.V. Tissue localization of β-glucosidase in rye, maize and wheat seedlings. Physiologia Plantarum 107 4 (1999) 373-378
    • (1999) Physiologia Plantarum , vol.107 , Issue.4 , pp. 373-378
    • Nikus, J.1    Jonsson, L.M.V.2
  • 25
    • 0002176560 scopus 로고
    • Allelopathic effect of hydroxamic acids from cereals on Avena sativa and A. fatua
    • Perez F.J. Allelopathic effect of hydroxamic acids from cereals on Avena sativa and A. fatua. Phytochemistry 29 3 (1990) 773-776
    • (1990) Phytochemistry , vol.29 , Issue.3 , pp. 773-776
    • Perez, F.J.1
  • 27
    • 12344330397 scopus 로고    scopus 로고
    • Benzoxazolin-2(3H)-ones - Generation, effects and detoxification in the competition among plants
    • Macías F.A., Galindo J.C.G., Molinillo J.M.G., and Cutler H.G. (Eds), CRC Press, Boca Raton
    • Sicker D., Hao H., and Schulz M. Benzoxazolin-2(3H)-ones - Generation, effects and detoxification in the competition among plants. In: Macías F.A., Galindo J.C.G., Molinillo J.M.G., and Cutler H.G. (Eds). Allelopathy: Chemistry and mode of action of allelochemicals (2004), CRC Press, Boca Raton 77-102
    • (2004) Allelopathy: Chemistry and mode of action of allelochemicals , pp. 77-102
    • Sicker, D.1    Hao, H.2    Schulz, M.3
  • 28
    • 12344337345 scopus 로고    scopus 로고
    • Benzoxazinones in plants: Occurence, synthetic access and biological activity
    • Atta-ur-Rahman S. (Ed), Elsevier, Amsterdam, The Netherlands
    • Sicker D., and Schulz M. Benzoxazinones in plants: Occurence, synthetic access and biological activity. In: Atta-ur-Rahman S. (Ed). Studies in natural products chemistry, vol. 27 (2002), Elsevier, Amsterdam, The Netherlands 185-232
    • (2002) Studies in natural products chemistry, vol. 27 , pp. 185-232
    • Sicker, D.1    Schulz, M.2
  • 29
    • 33750936608 scopus 로고    scopus 로고
    • Relationship between grain yield, osmotic adjustment and benzoxazinone content in Triticum aestivum L. cultivars
    • Silva H., Copaja S.V., Bravo H.R., and Argandona V.H. Relationship between grain yield, osmotic adjustment and benzoxazinone content in Triticum aestivum L. cultivars. Zeitschrift fuer Naturforschung C: Journal of Biosciences 61 9/10 (2006) 704-708
    • (2006) Zeitschrift fuer Naturforschung C: Journal of Biosciences , vol.61 , Issue.9-10 , pp. 704-708
    • Silva, H.1    Copaja, S.V.2    Bravo, H.R.3    Argandona, V.H.4
  • 30
    • 40049107600 scopus 로고    scopus 로고
    • Benzoxazinoid concentrations show correlation with Fusarium Head Blight resistance in Danish wheat varieties
    • Soltoft M., Joergensen L.N., Svensmark B., and Fomsgaard I.S. Benzoxazinoid concentrations show correlation with Fusarium Head Blight resistance in Danish wheat varieties. Biochemical Systematics and Ecology 36 4 (2008) 245-259
    • (2008) Biochemical Systematics and Ecology , vol.36 , Issue.4 , pp. 245-259
    • Soltoft, M.1    Joergensen, L.N.2    Svensmark, B.3    Fomsgaard, I.S.4
  • 31
    • 0021874560 scopus 로고
    • Benzoxazolinone, 2,4-dihydroxy-1,4-benzoxazin-3-one, and its glucoside from Acanthus mollis seeds inhibit velvetleaf germination and growth
    • Wolf R.B., Spencer G.F., and Plattner R.D. Benzoxazolinone, 2,4-dihydroxy-1,4-benzoxazin-3-one, and its glucoside from Acanthus mollis seeds inhibit velvetleaf germination and growth. Journal of Natural Products 48 1 (1985) 59-63
    • (1985) Journal of Natural Products , vol.48 , Issue.1 , pp. 59-63
    • Wolf, R.B.1    Spencer, G.F.2    Plattner, R.D.3
  • 33
    • 0001372076 scopus 로고
    • Decomposition of 2,4-dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one in aqueous solutions
    • Woodward M.D., Corcuera L.J., Helgeson J.P., and Upper C.D. Decomposition of 2,4-dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one in aqueous solutions. Plant Physiology 61 5 (1978) 796-802
    • (1978) Plant Physiology , vol.61 , Issue.5 , pp. 796-802
    • Woodward, M.D.1    Corcuera, L.J.2    Helgeson, J.P.3    Upper, C.D.4
  • 34
    • 0034910572 scopus 로고    scopus 로고
    • Allelochemicals in wheat (Triticum aestivum L.): Production and exudation of 2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one
    • Wu H., Haig T., Pratley J., Lemerle D., and An M. Allelochemicals in wheat (Triticum aestivum L.): Production and exudation of 2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one. Journal of Chemical Ecology 27 8 (2001) 1691-1700
    • (2001) Journal of Chemical Ecology , vol.27 , Issue.8 , pp. 1691-1700
    • Wu, H.1    Haig, T.2    Pratley, J.3    Lemerle, D.4    An, M.5


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