Hostname: page-component-586b7cd67f-2brh9 Total loading time: 0 Render date: 2024-11-28T17:03:38.801Z Has data issue: false hasContentIssue false

Herbicidal Activity and Metabolism of Dyrene in Canada Thistle

Published online by Cambridge University Press:  12 June 2017

P. B. Marriage*
Affiliation:
Res. Sta., Agriculture Canada, Harrow, Ont., Canada. NOR 1GO

Abstract

The fungicide, Dyrene [2,4-dichloro-6-(o-chloroanilino)-s-triazine], severely injured var. mite of Canada thistle [Cirsium arvense (L.) Scop.]; and the damage resembled that caused by bipyridylium herbicides. Regrowth from treated plants was abnormal. Other arylamino-s-triazines were from slightly to severely phytotoxic to leaf sections of the var. mite. The var. horridum of Canada thistle was not affected by Dyrene or related compounds. Dyrene and metabolites of Dyrene which were phytotoxic to var. mite leaf disks in bioassay tests were isolated from treated var. mite and horridum plants, but none of these compounds injured the var. horridum. One metabolite was found only in the var. mite; the other five occurred in both varieties. The metabolites were apparently formed from Dyrene by conjugation reactions.

Type
Research Article
Copyright
Copyright © 1973 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

1. Barry, D. L. and Lisk, D. J. 1959. Determination of Dyrene in apples by application of the Zincke reaction. J. Agr. Food Chem. 7:560561.Google Scholar
2. Burchfield, H. P. and Storrs, E. E. 1957. Effect of chlorine substitution and isomerism on the interactions of s-triazine derivatives with conidia of Neurospora sitophila . Contr. Boyce Thompson Inst. 18:429452.Google Scholar
3. Burchfield, H. P. and Storrs, E. E. 1957. Relative reactivities of 1-fluoro-2,4-dinitrobenzene and 2,4-dichloro-6-(o-chloroanilino)-s-triazine with metabolites containing various functional groups. Contr. Boyce Thompson Inst. 19:169176.Google Scholar
4. Chandler, W. A. 1958. Control of bacterial spot and ripe rot of pimento peppers. Plant Dis. Rep. 42:652655.Google Scholar
5. Cox, R. S. and Winfree, J. P. 1957. Observations on the effect of fungicides on grey mold and leafspot and on the chemical composition of strawberry plant tissues. Plant Dis. Rep. 41:755759.Google Scholar
6. Dodge, A. D. 1971. The mode of action of the bipyridylium herbicides, paraquat and diquat. Endeavour 30:130135.Google Scholar
7. Evans, E. and Pfeiffer, R. K. 1967. Selective phytotoxicity of 2,4-dichloro-6-(o-chloroanilino)-s-triazine (‘Dyrene’) to Cirsium arvense . Nature 215:782783.CrossRefGoogle Scholar
8. Heckle, W. A., Ory, H. A., and Talbert, J. M. 1961. The infrared spectra of some chlorinated derivatives of s-triazine. Spectrochim. Acta 17:600606.Google Scholar
9. Hodgson, J. M. 1964. Variations in ecotypes of Canada thistle. Weeds 12:167171.CrossRefGoogle Scholar
10. Jones, J. P. 1961. Dyrene phytotoxicity effects in tomato. Plant Dis. Rep. 45:168172.Google Scholar
11. Lamoureux, C. L., Shimabukuro, R. H., Swanson, H. R., and Frear, D. S. 1970. Metabolism of 2-chloro-4-ethylamino-6-isopropylamino-s-triazine (atrazine) in excised sorghum leaf sections. J. Agr. Food Chem. 18:8186.CrossRefGoogle ScholarPubMed
12. Saidak, W. J. 1968. Differential response of varieties of Canada thistle to Dyrene. Weed Sci. Soc. Amer. Abstr. p. 2223.Google Scholar
13. Smith, L. W., Bayer, D. E., and Foy, C. L. 1968. Metabolism of amitrole in excised leaves of Canada thistle ecotypes and bean. Weed Sci. 16:523527.CrossRefGoogle Scholar
14. Wolf, C. N., Schuldt, P. H., and Baldwin, M. M. 1955. s-Triazine derivatives—a new class of fungicides. Science 121:6162.Google Scholar
15. Wong, M. K. and Romanowski, R. R. Jr. 1968. The relationship between foliar symptoms and tissue content of cucumbers sprayed with atrazine. Weed Sci. 16:441443.CrossRefGoogle Scholar