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Use of isothiocyanates for suppression of Palmer amaranth (Amaranthus palmeri), pitted morningglory (Ipomoea lacunosa), and yellow nutsedge (Cyperus esculentus)

  • Jason K. Norsworthy and John T. Meehan (a1)

Abstract

A greenhouse experiment was conducted to evaluate the herbicidal activity of five aliphatic (ethyl, propyl, butyl, allyl, and 3-methylthiopropyl) and three aromatic (phenyl, benzyl, and 2-phenylethyl) isothiocyanates (ITCs) on Palmer amaranth, pitted morningglory, and yellow nutsedge. All ITCs were applied to soil at 0, 10, 100, 1,000, and 10,000 nmol g−1 of soil and incorporated. All ITCs had a deleterious effect on Palmer amaranth and pitted morningglory emergence. LC50 values for Palmer amaranth emergence inhibition from aliphatic and aromatic ITCs ranged from a low of 32 nmol g−1 of soil for phenyl ITC to a high of 941 nmol g−1 of soil for propyl ITC. Pitted morningglory was slightly more tolerant than Palmer amaranth to each of the ITCs, with LC50 values for emergence ranging from 347 to 2,855 nmol g−1 of soil for 3-methylthiopropyl and butyl ITC, respectively. Yellow nutsedge was the most tolerant of the three species, with LC50 values for ethyl, butyl, benzyl, and 2-phenylethyl being greater than the highest evaluated concentration of 10,000 nmol g−1 of soil. Phenyl and 3-methylthiopropyl at 10,000 nmol g−1 of soil were the most effective ITCs against yellow nutsedge, reducing emergence by 92%. Effectiveness of the ITCs varied across structure and species, but 3-methylthiopropyl and phenyl ITC were generally the most efficacious for the three species evaluated.

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Corresponding author

Corresponding author. Department of Entomology, Soils, and Plant Sciences, Clemson University, 277 Poole Agricultural Center, Clemson, SC 29634; jnorswo@clemson.edu

References

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Al-Khatib, K., Libbey, C., and Boydston, R. 1997. Weed suppression with Brassica green manure crops in green pea. Weed Sci 45:439445.
Bell, D. T. and Muller, C. H. 1973. Dominance of California annual grasslands by Brassica nigra . Am. Midl. Nat 90:277299.
Bialy, Z., Oleszek, W., Lewis, J., and Fenwick, G. R. 1990. Allelopathic potential of glucosinolates (mustard oil glycosides) and their degradation products against wheat. Plant Soil 129:277281.
Björkman, R. 1976. Properties and function of plant myrosinase. Pages 191203 in Vaughan, J. G., MacLeod, A. J., and Jones, B.M.G eds. The Biology and Chemistry of the Cruciferae. London: Academic.
Bones, A. M. and Rossiter, J. T. 1996. The myrosinase-glucosinolate system, its organization and biochemistry. Physiol. Plant 97:194208.
Borek, V., Elberson, L. R., McCaffrey, J. P., and Morra, M. J. 1998. Toxicity of isothiocyanates produced by glucosinolates in Brassicaceae species to black vine weevil eggs. J. Agric. Food Chem 46:53185323.
Borek, V., Morra, M. J., Brown, P. D., and McCaffrey, J. P. 1995. Transformation of the glucosinolate-derived allelochemicals allyl isothiocyanate and allyl nitrile in soil. J. Agric Food Chem 43:19351940.
Brown, P. D. and Morra, M. J. 1995. Glucosinolate-containing plant tissues as bioherbicides. J. Agric Food Chem 43:30703074.
Chew, F. S. 1988. Biological effects of glucosinolates. Pages 155181 in Cutler, H. G. ed. Biologically Active Natural Products: Potential Use in Agriculture. ACS Symposium Ser. 380. Washington, D.C.: American Chemical Society.
Cole, R. A. 1976. Isothiocyanates, nitriles, and thiocyanates as products of autolysis of glucosinolates in Cruciferae. Phytochem 15:759762.
Drobinca, L., Kristian, P., and Augustin, J. 1977. The chemistry of the NCS group. Pages 10031197 in Patai, S. ed. The Chemistry of Cyanates and Their Derivates. Part 2. New York: J. Wiley.
[EPA] Environmental Protection Agency. 2004. Protection of stratospheric ozone: process for exempting critical uses from the phaseout of methyl bromide. http://www.epa.gov/ozone/mbr/CUE_NPRM_080904.pdf.
Fahey, J. W., Zalcmann, A. T., and Talaly, P. 2001. The chemical diversity and distribution of glucosinolates and isothiocyanates among plants. Phytochem 56:551.
Fenwick, G. R., Heaney, R. K., and Mullin, W. J. 1983. Glucosinolates and their breakdown products in food and food plants. Crit. Rev. Food Sci. Nutr 18:123301.
Gomez, K. A. and Gomez, A. A. 1984. Statistical Procedures for Agricultural Research. New York: J. Wiley. Pp. 783.
Lear, B. 1956. Results of laboratory experiments with Vapam for control of nematodes. Plant Dis. Rep 40:847852.
Lide, D. R. 1995. Handbook of Organic Solvents. Boca Raton, FL: CRC. Pp. 6, 303.
Matthiessen, J. N. and Shackleton, M. A. 2000. Advantageous attributes of larval whitefringed weevil, Naupactus leucoloma (Coleoptera: Curculionidae) for bioassaying soil fumigants, and responses to pure and plant-derived isothiocyanates. Bull. Entomol. Res 90:349355.
McCaffrey, J. P., Williams, L. III, Borek, V., Brown, P. D., and Morra, M. J. 1995. Toxicity of ionic thiocyanate-amended soil to the wireworm, Limonius californicus . J. Econ. Entomol 88:793797.
McMurry, J. 2000. Organic Chemistry. Pacific Grove, CA: Thomson Learning. Pp. 206, 565, 660, 911.
Minchinton, I., Sang, J., Burke, D., and Truscott, R. J. W. 1982. Separation of desulphoglucosinolates by reversed-phase high-performance liquid chromatography. J. Chromatogr 247:141148.
Norsworthy, J. K. 2003. Allelopathic potential of wild radish (Raphanus raphanistrum). Weed Technol 17:307313.
Norsworthy, J. K. and Meehan, J. T. IV. 2005. Herbicidal activity of eight isothiocyanates on large crabgrass, Texas panicum, and sicklepod. Weed Sci 53:515520.
Ott, R. L. and Longnecker, M. 2001. An Introduction to Statistical Methods and Data Analysis. Pacific Grove, CA: Duxbury. Pp. 646657.
Petersen, J., Belz, R., Walker, F., and Hurle, K. 2001. Weed suppression by release of isothiocyanates from turnip-rape mulch. Agron. J 93:3743.
Sarwar, M., Kirkegaard, J. A., Wong, P. T. W., and Desmarchelier, J. M. 1998. Biofumigation potential of brassicas. Part III: in vitro toxicity of isothiocyanates to soil-borne fungal pathogens. Plant Soil 201:103112.
Shaw, G. J., Andrzejewski, D., Roach, J. A. G., and Sphon, J. A. 1989. Separation and identification of glucosinolates from Brassica vegetables using high-performance capillary gas chromatography (GC)-positive-ion chemical ionization mass spectrometry (PICIMS) and GC-PICIMS/MS. J. Agric. Food Chem 37:372378.
Smolinska, U., Knudsen, G. R., Morra, M. J., and Borek, V. 1997. Inhibition of Aphanomyces euteiches f. sp. pisi by volatile allelochemicals form Brassica napus seed meal. Plant Dis 81:288292.
Streibig, J. C. 1988. Herbicide bioassay. Weed Res 28:479484.
Teasdale, J. R. and Taylorson, R. B. 1986. Weed seed response to methyl isothiocyanate and metham. Weed Sci 34:520524.
[USDA] U.S. Department of Agriculture. 1999. Vegetable chemical usage. http://www.nass.usda.gov/fl/chem/vegch99.htm, http://www.nass.usda.gov/fl/chem/vegch99.htm.
[USDA] U.S. Department of Agriculture. 2003. U.S. Tomato Statistics (92010). usda.mannlib.cornell.edu.
Vaughn, S. F. and Boydston, R. A. 1997. Volatile allelochemicals released by crucifer green manures. J. Chem. Ecol 23:21072116.
Webster, T. M. 2002. Weed Survey—southern states. Proc. South. Weed Sci. Soc 55:237254.
Williams, L. III, Morra, M., Brown, P., and McCaffrey, J. 1993. Toxicity of allyl isothiocyanate-amended soil to Limonius californicus (Mann.) (Coleoptera: Elateridae) wireworms. J. Chem. Ecol 19:10331046.
Wolf, R. B., Spencer, G. F., and Kwolek, W. F. 1984. Inhibition of velvetleaf (Abutilon theophrasti) germination and growth by benzyl isothiocyanate, a natural toxicant. Weed Sci 32:612615.
Wood, J. L. 1975. Chemistry and biochemistry of thiocyanic acid and its derivatives. Pages 156221 in Newman, A. A. ed. Biochemistry. London: Academic.

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