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Herbicidal activity of sulforaphene from stock (Matthiola incana)

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Abstract

A herbicidal compound was isolated from extracts ofMatthiola incana and identified as sulforaphene (4-methylsulfinyl-3-butenyl isothiocyanate). The ED50 of this compound against velvetleaf seedlings was approximately 2×10−4 M. Glucoraphenin, the glucosinolate that is the natural precursor of sulforaphene, was less phytotoxic, with an ED50 of near 6×10−3M.

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References

  • Balenovic, K., Deljac, A., Monkovic, I., andStefanac, Z. 1966. Synthesis of (±)-sulphoraphene.Tetrahedron 22:2139–2143.

    Google Scholar 

  • Bialy, Z., Oleszek, W., Lewis, J., andFenwick, G.R. 1990. Allelopathic potential of glucosinolates (mustard oil glycosides) and their degradation products against wheat.Plant Soil 129:277–281.

    Google Scholar 

  • Brown, P.D., Morra, M.J., McCaffrey, J.P., Auld, D.L., andWilliams, III, L. 1991. Allelochemicals produced during glucosinolate degradation in soil.J. Chem. Ecol. 17:2021–2034.

    Google Scholar 

  • Chang, C.-F., Suzuki, A., Kumai, S., andTamura, S. 1969. Chemical studies on “clover sickness.” Part II. Biological functions of isoflavonoids and their related compounds.Agric. Biol. Chem. 33:398–408.

    Google Scholar 

  • Cox, I.J., Hanley, A.B., Belton, P.S., andFenwick, G.R. 1984. N.M.R. spectra (1H,13C) of glucosinolates.Carbohydr. Res. 132:323–329.

    Google Scholar 

  • Daxenbichler, M.E., Spencer, G.F., Carlson, D.G., Rose, G.B., Brinker, A.M., andPowell, R.G. 1991. Glucosinolate composition of seeds from 297 species of wild plants.Phytochemistry 30:2623–2638.

    Google Scholar 

  • Esaki, H., andOnozaki, H. 1982. Antimicrobial action of pungent principles in radish root. Eiyo To Shokuryo 35:207–211.

    Google Scholar 

  • Gmelin, R., andKjaer, A. 1970. Glucosinolates inMatthiola fruticulosa and related species: A reinvestigation.Phytochemistry 9:569–573.

    Google Scholar 

  • Kawabata, J., Fukushi, Y., Hayashi, R., Suzuki, K., Mishima, Y., Yamane, A., andMizutani, J. 1989. 8-Methylsulfinyloctyl isothiocyanate as an allelochemical candidate fromRorippa sylvestris Besser.Agric. Biol. Chem. 53:3361–3362.

    Google Scholar 

  • Linscheid, M., Wendisch, D., andStrack, D. 1980. The structures of sinapic acid esters and their metabolism in cotyledons ofRaphanus sativus.Z. Naturforsch. 35C:907–914.

    Google Scholar 

  • Matas, L.C. 1960. Sobre los compuestos senevolicos deMatthiola tristis (L.)R. Br. Farmacognosia 20:307–313.

    Google Scholar 

  • Rice, E.L. 1984. Allelopathy, 2nd. ed. Academic Press, New York, p. 117.

    Google Scholar 

  • Sang, J.P., Minchinton, I.R., Johnstone, P.K., andTruscott, R.J.W. 1984. Glucosinolate profiles of the seed, root and leaf tissue of cabbage, mustard, rapeseed, radish and swede.Can. J. Plant Sci. 64:77–93.

    Google Scholar 

  • Spencer, G.F., andDaxenbichler, M.E. 1980. Gas chromatography-mass spectrometry of nitriles, isothiocyanates and oxazolidine-thiones derived from cruciferous glucosinolates.J. Sci. Food Agric. 31:359–367.

    Google Scholar 

  • Yamane, A., Fujikura, J., Ogawa, H., andMizutani, J. 1992. Isothiocyanates as allelopathic compounds from Rorippa indica Hiem. (Cruciferae) roots.J. Chem. Ecol. 18:1941–1954.

    Google Scholar 

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Brinker, A.M., Spencer, G.F. Herbicidal activity of sulforaphene from stock (Matthiola incana). J Chem Ecol 19, 2279–2284 (1993). https://doi.org/10.1007/BF00979663

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