Synthesis, properties, and use of copper-chelating amphiphilic dithiocarbamates as synergists of oxidant-generating herbicides

Pesticide Biochemistry and Physiology

Volumn 60, Issue 3, 1998, Pages 133-145

  Rogachev, Ilana ^a   Kampel, Vladimir ^a   Gusis, Vadim ^a   Cohen, Noa ^a   Gressel, Jonathan ^a   Warshawsky, Abraham ^a  

^a WEIZMANN INSTITUTE OF SCIENCE   (Israel)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0032147257     PISSN: 00483575     EISSN: None     Source Type: Journal    
DOI: 10.1006/pest.1998.2336     Document Type: Article

References (29)

1. 1. J. Gressel, Synergizing herbicides. Rev. Weed Sci. 5, 49 (1990).
2. 2. Y. Shaaltiel, J. Gressel, Biochemical analysis of paraquat resistance in Conyza leads to pinpointing synergists for oxidant generating herbicides, in "Pesticide Science and Biotechnology" (R. Greenhalgh and T. R. Roberts, Eds.), pp. 183-186, Blackwell Scientific, Oxford, 1987.
3. 3. M. Devine, S. O. Duke, C. Fedke "Physiology of Herbicide Action", Prentice Hall, Englewood Cliffs, NJ, (1993).
4. 4. Y. Shaaltiel, J. Gressel, Multienzyme oxygen radical detoxifying system correlated with paraquat resistance in Conyza bonariensis, Pestic. Biochem. Physiol. 26, 22 (1986).
5. 5. Y. Shaaltiel, J. Gressel, Kinetic analysis of resistance to paraquat in Conyza: Evidence that paraquat transiently inhibits leaf chloroplast reactions in resistant plants, Plant Physiol. 85, 869 (1987).
6. 6. Y. Shaaltiel, N. -H. Chua, S. Gepstein, J. Gressel, Dominant pleiotropy controls enzymes co-segregating with paraquat resistance in Conyza bonariensis, Theor. Appl. Genet. 75, 850 (1988).
7. 7. Y. Shaaltiel, A. Glazer, P. F. Bocion, J. Gressel, Cross tolerance to herbicidal and environmental oxidants of plant biotypes tolerant to paraquat, sulfur dioxide and ozone, Pestic. Biochem. Physiol. 31, 13 (1988).
8. 8. K. Asada, Y. Nakano, M. A. Hossain, in "Oxidative Damage and Relative Enzymes" (G. Rotillio and J. V. Bannister, Eds.), pp. 342-347, Harwood, London, (1984).
9. 9. C. H. Foyer, P. Mullineaux (Eds.). "Photooxidative Stresses in Plants: Causes and Amelioration," CRC Press, Boca Raton, (1994).
10. 10. Y. Shaaltiel, J. Gressel, Biorational herbicide synergists, in "Biotechnological Approaches to Plant Protection" (P.A. Hedin, Ed.), pp. 4-26, Washington DC, 1988.
11. 11. J. Gressel, Y. Shaaltiel, Use of three types of enzyme-inhibiting compounds as synergists for herbicides, U.S. Patent 5,219,825, 1993.
12. 12. G. Eckert, On the use of disubstituted dithiocarbamates for analytical separations, Z. Anal. Chem. 155, 23 (1957).
13. 13. Charlot, G., "Colorimetric Determination of Elements. Principles and Methods," pp. 238-241, Elsevier, Amsterdam, 1964.
14. 14. E. C. Humphries, Mineral components and ash analysis, in "Modern Methods in Plant Analysis." (K. Paech, M. V. Tracey, Eds.), Vol. 1, Springer-Verlag, Berlin, 1956.
15. 15. J. A. V. Webb, A rapid method for the determination of copper in hardened steel with diethyldithiocarbamate, S. African Ind. Chem. 4, 189 (1950).
16. 16. R. Heikkila, F. Cabbat, G. Cohen, In vivo inhibition of superoxide dismutase in mice by diethyldithiocarbamate, J. Biol. Chem. 251, 2182(1976).
17. 17. M. Wiedau-Pazos, J. J. Goto, S. Rabizadeh, E. B. Gralla, J. A. Roe, M. K. Lee, J. S. Valentine, D. E. Bredesen, Altered reactivity of superoxide dismutase in familial amylotrophic lateral sclerosis, Science 271, 515 (1996).
18. 18. D. Coucouvanis, The chemistry of the dithioacid and 1,1-dithiolate complexes, in "Progress in Inorganic Chemistry" (S. J. Lippard, Ed.), pp. 233-371, Interscience Pub, New York, 1970.
19. 19. H. Maeda, T. Kikui, Y. Nakatsuji, M. Okahara, Synthesis of aminomethyl crown ethers, J. Org. Chem. 47, 5167 (1982).
20. 20. E. Lieber, R. Orlowsky, Hydrazinolysis of 1-(alkyldithioate)-piperidine, J. Org. Chem. 22, 88 (1957).
21. 21. H. L. Klöpping, G. J. M. v. d. Kerk, Investigations in organic fungicides, Recueil 70, 917 (1951).
22. 22. T. Nash, The colorimetric estimation of formaldehyde by means of the Hantzsch reaction, Biochem. J. 55, 416 (1953).
23. 23. M. J. Janssen, The stability constants of metal complexes of some N-dialkyldithiocarbamatic acids. Part I. Copper complexes in 75% (v/v) ethanol water, Recueil 75, 1411 (1956).
24. 24. A. Leo, Hydrophobic parameter: Measurement and calculation, Meth. Enzymol. 202, 544 (1991).
25. 25. J. Fogh, P. O. Rasmussen, K. Skadhauge, Colorimetric method for quantitative microdetermination of quaternary ammonium compounds. Losses of quaternary ammonium compounds caused by glass adsorption and concentration in the foam, Anal. Chem. 26, 392 (1954).
26. 26. V. Gusis, 8-Hydroxyquinoline analogs as Fenton-type reaction inhibitors, M. Sc. Thesis, The Weizmann Institute of Science, Israel, 1994.
27. 27. B. Halliwell, J. M. C. Gutteridge, Formation of a thiobarbituric-acid-reactive substance from deoxyribose in the presence of iron salts. The role of superoxide and hydroxyl radicals, FEBS Lett. 128, 347 (1981).
28. 28. T. F. Slater, B. C. Sawyer, The stimulatory effects of carbon tetrachloride and other halogenoalkanes on peroxidative reactions in rat liver fractions in vitro. General features of the systems used, Biochem. J. 123, 805 (1971).
29. 29. K. H. Cheeseman, A. Beavis, H. Esterbauer, Hydroxyl-radical-induced iron-catalyzed degradation of 2-deoxy-ribose. Quantitative determination of malondialdehyde, Biochem. J. 252, 649 (1988).