Hostname: page-component-77c89778f8-cnmwb Total loading time: 0 Render date: 2024-07-16T10:12:56.364Z Has data issue: false hasContentIssue false
  • English
  • Français

Soybean (Glycine max) cultivar differences in response to sulfentrazone

Published online by Cambridge University Press:  12 June 2017

Franck E. Dayan ,
John D. Weete ,
Stephen O. Duke  and
H. Gary Hancock
Franck E. Dayan
Affiliation:
U.S. Department of Agriculture, Agricultural Research Service, Southern Weed Science Laboratory, Stoneville, MS 38776
Stephen O. Duke
Affiliation:
Southern Weed Science Laboratory, Stoneville, MS 38776
H. Gary Hancock
Affiliation:
FMC Corporation, Hamilton, GA 31811
Get access Rights & Permissions [Opens in a new window]

Abstract

Greenhouse-grown soybean cultivars varied in their tolerance to preemergence application of sulfentrazone. The cultivars Ransom, Hutcheson, Kato, Gasoy 17, and Cobb exhibited relatively low tolerance to 0.5 kg ai ha−1 sulfentrazone with 38, 41, 46, 50, and 58% height reduction compared to respective controls. The growth of tolerant cultivars Centennial, Edison, and Hartz 5164 was not affected by this treatment. However, the growth of all cultivars was reduced at the excessive rate of 2.0 kg ha−1 preemergence application of sulfentrazone. No differences in root uptake or translocation of [14C] sulfentrazone were observed between the relatively tolerant and less tolerant cultivars tested. Centennial and Hutcheson cultivars rapidly metabolized sulfentrazone via oxidative degradation of the 3-methyl group on the triazolinone ring of the herbicide. Only 4.7 and 4.9% of the active ingredient remained in the foliage of Hutcheson and Centennial 24 h after treatment, respectively. While there were no differences in Protox inhibition or Proto IX accumulation between the two cultivars, Hutcheson was more sensitive than Centennial to peroxidative stresses induced by either Proto IX accumulation or rose bengal. Therefore, tolerance to sulfentrazone is due to rapid metabolism of the herbicide; however, the intraspecific difference in response to sulfentrazone appears to be due to intrinsic differential tolerance to the herbicide-induced peroxidative stress.

Keywords

Sulfentrazone technical grade (98.2%), N-[2,4-dichloro-5-[4-(difluoromethyl)-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl]-phenyl]methanesulfonamide3-hydroxymethyl derivative (97.2%), N-[2,4-dichloro-5-[4-(difluoromethyl)-4,5-dihydro-3-hydroxymethyl-5-oxo-1H-1,2,4-triazol-1-yl]phenyl]methanesulfonamide3-carboxylic acid derivative (95.2%), N-[2,4-dichloro-5-[4-(difluoromethyl)-4,5-dihydro-3- carboxyl-5-oxo-1H-1,2,4-triazol-1-yl] phenyl]methanesulfonamideIV. 3-desmethyl derivative (95.6%), N-[2,4-dichloro-5-[4-(difluoromethyl)-4,5-dihydro-5-oxo-1H-1,2,4-triazol-1-yl] phenyl]-methanesulfonamide5&-amino derivative (91.7%), N-2,4-dichloro-5-[4-(difluoromethyl)-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl]anilinesoybean, Glycine max (L.) MerrHerbicide tolerancemetabolismmode of actionperoxidizing herbicideprotoporphyrin IXprotoporphyrinogen oxidasetranslocationuptake
Type
Physiology, Chemistry, and Biochemistry
Information
Weed Science , Volume 45 , Issue 5 , October 1997 , pp. 634 - 641
Copyright
Copyright © 1997 by the Weed Science Society of America 

Access options

Get access to the full version of this content by using one of the access options below. (Log in options will check for institutional or personal access. Content may require purchase if you do not have access.)

References

Literature Cited

Becerril, J. M. and Duke, S. O. 1989a. Acifluorfen effects on intermediates of chlorophyll synthesis in green cucumber cotyledon tissues. Pestic. Biochem. Physiol. 35: 119.Google Scholar
Becerril, J. M. and Duke, S. O. 1989b. Protoporphyrin IX content correlates well with activity of photobleaching herbicides. Plant Physiol. 35: 1175.Google Scholar
Bradford, M. M. 1976. A rapid and sensitive method for the quantification of microgram quantities of protein-dye binding. Anal. Biochem. 72: 248.CrossRefGoogle Scholar
Bruff, S. A. and Hancock, H. G. 1995. Sulfentrazone: a promising new herbicide for tobacco. Proc. South. Weed Sci. Soc. 48: 10.Google Scholar
Dayan, F. E. 1995. Effect of sulfentrazone on protoporphyrinogen oxidase from soybean. in Physiological and Biochemical Basis for Differential Sensitivity to Sulfentrazone by Soybean and Selected Weeds. Ph.D. dissertation. Auburn University, Auburn, AL, pp. 124–144.Google Scholar
Dayan, F. E., Duke, S. O., Reddy, K. N., Hamper, B. C., and Leschinsky, K. L. 1997. Effects of isoxazoles on protoporphyrinogen oxidase and porphyrin physiology. J. Agric. Food Chem. 52: 967–975.Google Scholar
Dayan, F. E., Green, H. M., Weete, J. D., and Hancock, H. G. 1996a. Postemergence activity of sulfentrazone: effects of surfactants and leaf surfaces. Weed Sci. 44: 797–803.Google Scholar
Dayan, F. E. and Weete, J. D. 1996. Mechanism of tolerance to a novel phenyl triazolinone herbicide. Proc. Am. Soc. Plant Physiol. 111: 119.Google Scholar
Dayan, F. E., Weete, J. D., and Hancock, H. G. 1996b. Differential sensitivity to sulfentrazone by sicklepod (Senna obtusifolia) and coffee senna (Cassia occidentalis). Weed Sci. 44: 12–17.Google Scholar
Duke, S. O, Lee, H. J., and Duke, M. V. 1994. Protoporphyrinogen oxidase as the optimal herbicide binding site in the porphyrin pathway. in Duke, S. O. and Rebeiz, C. A., eds. Porphyric Pesticides: Chemistry, Toxicology, and Pharmaceutical Applications. American Chemical Society Symposium Series 559, pp. 191–204.Google Scholar
Duke, S. O., Lydon, J. L., Becerril, J. M., Sherman, T. D., Lehnen, L. P., and Matsumoto, H. 1991. Protoporphyrinogen oxidase-inhibiting herbicides. Weed Sci. 39: 465–473.Google Scholar
ElNaggar, S. F., Creekmore, R. W., Schoken, M. J., Rosen, R. T., and Robinson, R. A. 1992. Metabolism of clomazone herbicide in soybean. J. Agric. Food Chem. 40: 880–883.Google Scholar
Finck, B. F. and Kunert, K. J. 1985. Vitamins C and E: an antioxidative system against herbicide-induced lipid peroxidation in higher plants. J. Agric. Food Chem. 33: 574–577.Google Scholar
Fonne-Pfister, R. and Kreuz, K. 1990. Ring-methyl hydroxylation of chlortoluron by an inducible cytochrome P-450-dependent enzyme from maize. Phytochemistry 29: 2793–2796.Google Scholar
Frear, D. S., Swanson, H. R., and Mansager, E. R. 1983. Acifluorfen metabolism in soybean: diphenyl ether bond cleavage and the formation of homoglutathione, cysteine and glucose conjugates. Pestic. Biochem. Physiol. 20: 299–310.Google Scholar
Hancock, H. G. 1992. Weed spectrum of F6285 in soybeans. Proc. South. Weed Sci. Soc. 45: 49.Google Scholar
Hardcastle, W. S. 1974. Differences in the tolerance of metribuzin by varieties of soybeans. Weed Res. 14: 181–184.Google Scholar
Hardcastle, W. S. 1979. Soybean (Glycine max) cultivar response to metribuzin in solution culture. Weed Sci. 27: 278–279.Google Scholar
Jacobs, J. M. and Jacobs, N. J. 1987. Oxidation of protoporphyrinogen to protoporphyrin, a step in chlorophyll and haem biosynthesis. Biochem. J. 244: 219.Google Scholar
Jacobs, N. J. and Jacobs, J. M. 1982. Assay for enzymatic protoporphyrinogen oxidase, a late step in heme synthesis. Enzyme 28: 206.Google Scholar
Kent, L. M., Barrentine, W. L., and Wills, G. D. 1988. Response of twenty determinate soybean (Glycine max) cultivars to imazaquin. Proc. South. Weed Sci. Soc. 41: 50.Google Scholar
Kenyon, W. H., Duke, S. O., and Vaughn, K. C. 1985. Sequence of herbicidal effects of acifluorfen on ultrastructure and physiology of cucumber cotyledons. Pestic. Biochem. Physiol. 24: 240–250.Google Scholar
Komives, T. and Gullner, G. 1994. Mechanisms of plant tolerance to photodynamic herbicides. in Duke, S. O. and Rebeiz, G. A., eds. Porphyric Pesticides: Chemistry, Toxicology, and Pharmaceutical Applications. American Chemical Society Symposium Series 559, pp. 177–190.Google Scholar
Lee, H.J., Duke, M. V., and Duke, S. O. 1993. Cellular localization of protoporphyrinogen-oxidizing activities of etiolated barley (Hordeum vulgare L.) leaves. Plant Physiol. 102: 881–889.Google Scholar
Lehnen, L. P., Sherman, T. D., Becerril, J. M., and Duke, S. O. 1990. Tissue and cellular localization of acifluorfen-induced porphyrins in cucumber cotyledons. Pestic. Biochem. Physiol. 37: 239–248.CrossRefGoogle Scholar
Leung, L. Y., Lyga, J. W., and Robinson, R. A. 1991. Metabolism and distribution of the experimental triazolone herbicide sulfentrazone in the rat, goat, and hen. J. Agric. Food Chem. 39: 1509–1514.Google Scholar
Mangeot, B. L., Slife, F. E., and Rieck, C. E. 1979. Differential metabolism of metribuzin by two soybean (Glycine max) cultivars. Weed Sci. 27: 267–269.Google Scholar
Matringe, M., Camadro, J. M., Block, M. A., Joyard, J., Scalla, R., Labbe, P., and Douce, R. 1992. Localization within the chloroplast of protoporphyrinogen oxidase, the target enzyme for diphenylether-like herbicides. J. Biol. Chem. 267: 4646–4651.Google Scholar
Matringe, M., Camadro, J. M., Labbe, P., and Scalla, R. 1989a. Protoporphyrinogen oxidase as a molecular target for diphenyl ether herbicides. Biochem. J. 260: 231–235.Google Scholar
Matringe, M., Camadro, J. M., Labbe, P., and Scalla, R. 1989b. Protoporphyrinogen oxidase inhibition by three peroxidizing herbicides: oxadiazon, LS 82–556 and M&B 39279. FEBS Lett. 245: 35–38.Google Scholar
Matringe, M. and Scalla, R. 1989. Effects of acifluorfen-methyl on cucumber cotyledons: porphyrin accumulation. Pestic. Biochem. Physiol. 32: 164.Google Scholar
Matsumoto, H., Lee, J. J., and Ishizuka, K. 1995. Variation in crop response to protoporphyrinogen oxidase inhibitors. in Duke, S. O. and Rebeiz, C. A., eds. Porphyric Pesticides: Chemistry, Toxicology, and Pharmaceutical Applications. American Chemical Society Symposium Series 559, pp. 120–132.Google Scholar
Moore, J. M., Wilcut, J. W., Bridges, D. C., and Richburg, J. S. 1995. tobacco and weed response to F-6285. Proc. South. Weed Sci. Soc. 48: 235.Google Scholar
Mougin, C., Cabanne, F., Canivenc, M. C., and Scalla, R. 1990. Hydroxylation and N-demethylation of chlortoluron by wheat microsomal enzymes. Plant Sci. 66: 195–203.Google Scholar
Nandihalli, U. B., Duke, M. V., and Duke, S. O. 1992a. Quantitative structure-activity relationships of protoprophyrinogen oxidase-inhibiting diphenyl ether herbicides. Pesric. Biochem. Physiol. 43: 193–211.Google Scholar
Nandihalli, U. B., Duke, M. V., and Duke, S. O. 1992b. Relationships between molecular properties and biological activities of O-phenyl pyrrolidino- and piperidinocarbamate herbicides. J. Agric. Food Chem. 40: 1993–4000.Google Scholar
Nandihalli, U. B. and Duke, S. O. 1993. The porphyrin pathway as a herbicide target site. in Duke, S. O., Menn, J. J., and Plimmer, J. R., eds. Pest Control with Enhanced Environmental Safety. American Chemical Society Symposium Series 524, pp. 62–78.Google Scholar
Pornprom, T., Matsumoto, H., Usui, K., and Ishizuka, J. 1994. Characterization of oxyfluorfen tolerance in selected soybean cell line. Pestic. Biochem. Physiol. 50: 107–114.Google Scholar
Scalla, R., Matringe, M., Camadro, J. M., and Labbe, P. 1990. Recent advances in the mode of action of diphenyl ether and related herbicides. Z. Naturforsch. 45c: 503.Google Scholar
Sherman, T. D., Becerril, J. M., Matsumoto, H., Duke, M. V., Jacobs, J. M., Jacobs, N. J., and Duke, S. O. 1991. Physiological basis for differential sensitivities of plant species to protoporphyrinogen oxidase-inhibiting herbicides. Plant Physiol. 97: 280.Google Scholar
Tecle, B., Da Cunha, A., and Shaner, D. L. 1993. Differential rout of metabolism of imidazolinoncs: basis for soybean (Glycine max) selectivity. Pestic. Biochem. Physiol. 46: 120–130.Google Scholar
Theodoridis, G., Baum, J. S., Hotzman, F. W., et al. 1992. Synthesis and Herbicidal Properties of Aryltriazolinones. A New Class of Pre- and Postemergence Herbicides. American Chemical Society Symposium Series 504, pp. 135–146.Google Scholar
Upadhyaya, M. K. and Nooden, L. D. 1987. Comparison of [14C] oryzalin uptake in root segments of a sensitive and resistant species. J. Bot. 59: 483–485.Google Scholar
Vidrine, P. R., Jordan, D. L., and Girlinghouse, J. M. 1994. Efficacy of F-6285 in soybeans. Proc. South. Weed Sci. Soc. 47: 62.Google Scholar
Walker, R. H. 1994. F-6285 applied postemergence in soybean. Proc. South. Weed Sci. Soc. 47: 64.Google Scholar
Walker, R. H., Richburg, J. S., and Jones, R. E. 1992. F6285 efficacy as affected by rate and method of application. Proc. South. Weed Sci. Soc. 45: 51.Google Scholar
Wixson, M. B. and Shaw, D. R. 1991. Differential response of soybean (Glycine max) cultivars to AC 263–222. Weed Technol. 5: 430–433.Google Scholar
Zimmerlin, A. and Durst, F. 1992. Aryl hydroxylation of the herbicide diclofop by wheat cytochrome P-450 monooxygenase. Plant Physiol. 100: 874–881.Google Scholar