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Involvement of Soil Microorganisms in the Accelerated Degradation of Diphenamid

Published online by Cambridge University Press:  12 June 2017

Elana Avidov
Affiliation:
Dep. Chem. of Pesticides and Natural Products, ARO, The Volcani Ctr., Bet Dagan 50-250, Israel
Nadav Aharonson
Affiliation:
Dep. Chem. of Pesticides and Natural Products, ARO, The Volcani Ctr., Bet Dagan 50-250, Israel
Jaacov Katan
Affiliation:
Dep. Plant Pathol. and Microbiol., The Hebrew Univ. Jerusalem, Faculty of Agric., Rehovot 76-100, Israel

Abstract

Degradation of diphenamid in soil with accelerated degradation and in nontreated control soil and the involvement of soil microorganisms in these processes were investigated. Soil with accelerated degradation and mixed bacterial cultures originating from the same soil degraded diphenamid and its monodemethylated metabolite (diphen M-1) much faster than the control. The bidemethylated derivative (diphen M-2) was degraded much more slowly than diphenamid or diphen M-1. The abundance of fungi capable of degrading diphenamid was similar in the soils with and without accelerated degradation. Degradation of diphenamid by mixed bacterial cultures from a soil with accelerated degradation was much faster than by a culture from nontreated soil and was suppressed by the fungicides thiram and fentin acetate. These two fungicides, as well as the bactericide chloramphenicol, suppressed diphenamid degradation in mixed bacterial cultures. The antifungal cycloheximide and the actinomycete suppressor PCNB did not affect the degradation of diphenamid. Metabolism of 14C-diphenamid in a soil with accelerated degradation and in mixed bacterial cultures originating from the same soil showed similarities with regard to evolution of 14CO2 and production of certain metabolites, while the metabolism of diphenamid by Fusarium, which rapidly degrades diphenamid in cultures, was different with regard to the above parameters. This study suggests that development of accelerated degradation in a soil involves a shift in population and/or in activity of microbial degraders in favor of bacteria. It appears that the accelerated degradation occurred by inducing oxidative reaction which involves demethylation of diphenamid.

Type
Soil, Air, and Water
Copyright
Copyright © 1990 by the Weed Science Society of America 

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References

Literature Cited

1. Avidov, E., Aharonson, N., and Katan, J. 1988. Accelerated degradation of diphenamid in soils and means for its control. Weed Sci. 36:519523.Google Scholar
2. Baily, A. M. and Coffey, M. D. 1986. Characterization of microorganisms involved in accelerated biodegradation of metalaxyl and metolachlor in soils. Can. J. Microbiol. 32:562569.Google Scholar
3. Brodie, B. B., Gillette, J. R., and LaDu, B. N. 1958. Enzymatic metabolism of drugs and other foreign compounds. Annu. Rev. Biochem. 27:427454.Google Scholar
4. Farely, J. D. and Lockwood, J. L. 1968. The suppression of actinomycetes by PCNB in culture media used for enumerating soil bacteria. Phytopathology 58:714715.Google Scholar
5. Glad, G., Goransson, B., Popoff, T., Theander, O., and Torstensson, N.T.L. 1981. Decomposition of linuron by fungi isolated from soil. Swed. J. Agric. Res. 11:127134.Google Scholar
6. Golab, T., Gramlich, J. V., and Probst, G. W. 1968. Studies on the fate of diphenamid in soils. Abstr. 155th Meeting Am. Chem. Soc. San Francisco. April 1–5. A–50.Google Scholar
7. Golab, T., Herberg, R. J., Parka, S. J., and Tepe, J. B. 1966. The metabolism of carbon 14 diphenamid in strawberry plants. J. Agric. Food Chem. 14:592596.Google Scholar
8. Harvey, R. G. 1987. Herbicide dissipation from soils with different herbicide use histories. Weed Sci. 35:583589.Google Scholar
9. Head, I. M., Cain, R. B., Suett, D. L., and Walker, A. 1988. Degradation of carbofuran, iprodione and vinclozolin by soil bacteria and initial evidence for plasmid involvement in their metabolism. Brighton Crop Prot. Conf.-Pest and Diseases Pages 699704.Google Scholar
10. Ho, W. C. and Ko, W. H. 1979. Alkalized water agar as a selective medium for enumerating soil actinomycetes. Phytopathology 69:1031.Google Scholar
11. Kaufman, D. D. and Edwards, D. F. 1983. Pesticide/microbe interaction effects on persistence of pesticides in soil. Pages 177182 in Miyamoto, J. and Kearney, P. C., eds. Proc. 5th Int. Congr. Pestic. Chem.: Human Welfare and the Environment. Vol. 4. Pergamon Press, Oxford.Google Scholar
12. Kaufman, D. D., Katan, J., Edwards, D. F., and Jordan, E. G. 1985. Microbial adaptation and metabolism of pesticides. Pages 437451 in Hilton, J. L., ed. Agricultural Chemicals of the Future. Rowman & Allanheld Press, New Jersey.Google Scholar
13. Kesner, C. D. and Ries, S. K. 1967. Diphenamid metabolism in plants. Science 155:210211.Google Scholar
14. Lemin, A. J. 1966. Absorption, translocation, and metabolism of diphenamid-1-14C by tomato seedlings. J. Agric. Food Chem. 2:109111.Google Scholar
15. Marty, J. L., Kahfif, T., Vega, Daniela, and Bastide, J. 1986. Degradation of phenyl carbamate herbicides by Pseudomonas alcaligenes isolated from soil. Soil Biol. Biochem. 18:649653.Google Scholar
16. McMahon, R. E. 1963. The demethylation in vitro of N-methyl barbiturates and related compounds by mammalian liver microsomes. Biochem. Pharmacol. 12:12251238.Google Scholar
17. Moore, J. K., Braymer, H. D., and Larson, A. D. 1983. Isolation of Pseudomonas sp. which utilize the phosphonate herbicide glyphosate. Appl. Environ. Microbiol. 46:316320.Google Scholar
18. Racke, K. D. and Coats, J. R. 1988. Enhanced degradation and the comparative fate of carbamate insecticides in soil. J. Agric. Food Chem. 36:10671072.Google Scholar
19. Read, D. C. 1987. Greatly accelerated microbial degradation of aldicarb in re-treated field soil, in flooded soil, and in water. J. Econ. Entomol. 80:156163.Google Scholar
20. Sethunathan, N. and Pathak, M. D. 1971. Development of a diazinondegrading bacterium in paddy water after repeated applications of diazinon. Can. J. Microbiol. 17:699702.Google Scholar
21. Sirons, G. J., Zilkey, B. F., Frank, R., and Paik, N. J. 1981. Residues of diphenamid and its phytotoxic metabolite in flue-cured tobacco. J. Agric. Food Chem. 29:661664.Google Scholar
22. Spain, J. C., Pritchard, P. H., and Bourquin, A. W. 1980. Effects of adaptation on biodegradation rates in sediment/water cores from estuarine and freshwater environments. Appl. Environ. Microbiol. 40:726734.Google Scholar
23. Subba-Rao, R. V., Cromartie, T. H., and Gray, R. A. 1987. Methodology in accelerated biodegradation of herbicides. Weed Technol. 1:333340.Google Scholar
24. Tarn, A. C., Behki, R. M., and Khan, S. U. 1988. Effect of dietholate (R-33865) on the degradation of thiocarbamate herbicides by an EPTC-degrading bacterium. J. Agric. Food Chem. 36:654657.Google Scholar
25. Tal, A. 1988. Accelerated degradation of thiocarbamate herbicides in Israeli soils and its curbing by disinfestation and chemicals. Ph.D. Thesis. The Hebrew Univ. of Jerusalem, Israel. Page 84.Google Scholar
26. Tillmanns, G. M., Wallnofer, P. R., Engelhardt, G., Oliefive, K., and Hutzinger, O. 1978. Oxidative dealkylation of five phenylurea herbicides by the fungus Cunninghamella echinulata Thaxter. Chemosphere 1:5964.Google Scholar
27. Yarden, O., Katan, J., Aharonson, N., and Ben Yephet, Y. 1985. Delayed and enhanced degradation of benomyl and carbendazim in disinfested and fungicide-treated soils. Phytopathology. 75:763767.Google Scholar
28. Yarden, O., Salomon, R., Katan, J., and Aharonson, N. 1990. Involvement of fungi and bacteria in enhanced and non-enhanced biodegradation of carbendazim (MBC) and other benzimidazole compounds in soil. Can. J. Microbiol. 36:1523.Google Scholar