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2002 | 07 | 3 |

Tytuł artykułu

Antioxidative activity of some phenoxy and organophosphorous compounds

Warianty tytułu

Języki publikacji

EN

Abstrakty

EN
Experiments were performed in order to check whether biological activity of some organophosphorous compounds widely applied as herbicides: 2,4-dichlorophenoxyacetic acid (1) and its sodium salt (2), N- phosphonomethylglycine acid (3) and its sodium salt (4), diethyl 1-butylamino- l-cyclohexanephosphonate (5) and diethyl 9-butylamino-9-fluorenephosphonate (6) followed from their oxidative activity. The compounds studied differed in their polarity and hydrophobicity. On the contrary, it was found that all herbicides protected erythrocyte membranes against partial peroxidation induced by UV irradiation. The effect was somewhat differentiated and followed the sequence: 5>1>2>6>3>4. The observed differences between the antioxidative activities of the compounds are probably related to differences in their ability to incorporate into the lipid phase of the erythrocyte membrane. Once incorporated, they change fluidity of the membranes. The extent of the changes was determined in fluorescence measurements. Polarization and anisotropy coefficients of erythrocyte membranes modified by micromolar concentrations of herbicides at different temperatures were measured for that purpose. Generally, they followed the sequence found for antioxidative activity of the herbicides studied, which confirms the assumption of close correlation between the depth of incorporation of a herbicide into the erythrocyte membrane and its protective efficiency.

Wydawca

-

Rocznik

Tom

07

Numer

3

Opis fizyczny

p.929-935,fig.

Twórcy

autor
  • Agricultural University, Norwida 25, 50-375 Wroclaw, Poland
autor

Bibliografia

  • 1. Suwalsky, M., Benites, M., Villena, F., Aguilar, F. and Sotomayor, C. P. Interaction of 2,4-dichlorophenoxyacetic acid (2,4-D) with cell and model membranes. Biochim. Biophys. Acta 1285 (1996) 267-276.
  • 2. Medyantseva, E. P., Vertlib, M. G., Kutyreva, M. P., Khaldeeva, E. I., Budnikov, G. K. and Eremin, S. A. The specific immunochemical detection of 2,4-dichlorophenoxyacetic acid and 2,4,5-trichlorophenoxyacetic acid pesticides by amperometric cholinesterase biosensors. Anal. Chim. Acta 347 (1997) 71-78.
  • 3. Oruς, E. Ö. and Üner, N. Effects of 2,4-Diamin on some parameters of protein and carbohydrate metabolisms in the serum, muscle and liver of Cyprinus carpio. Environ. Poll. 105 (1999) 267-272.
  • 4. Cole, D. J. Mode of action of glyphosate - a literature analysis. In: The herbicide glyphosate. (Grossbard, E. and Atkinson, D., Eds.), Butterworths, London (1985) pp. 48-74.
  • 5. Perkow, W. Wirsubstanzen der Pflantzenschutz und Schadlings- bekampfungsmittel. Part II. (Parey, P. Ed.), Verlag, Berlin und Hamburg (1983/1988) p. 24.
  • 6. Lejczak, B., Kafarski, P. and Gancarz, R. Plant growth regulating properties of 1-amino-1-methyl phosphonic acid and its derivatives. Pest. Sci. 22 (1988) 263-275.
  • 7. Gancarz, R. and Dudek, M. Structure-activity studies of aminophosphonic derivatives of fluorene. Phosphorus, Sulfur and Silicon 114 (1996) 135- 142.
  • 8. Videira, R. A., Antunes-Madeira, M. C., Lopes, V. I. C. F. and Madeira, V. M. C. Changes induced by malathion, methylparathion on membrane lipid physicochemical properties correlate with their toxicity. Biochim. Biophys. Acta 1522 (2001) 360-368.
  • 9. Hagerstrand, H. and Isomaa, B. Amphiphile-induced antihaemolysis is not causally related to shape changes and vesiculation. Chem. Biol. Interactions 79 (1991) 335-347.
  • 10. Isomaa, B., Hagerstrand, H., Paatero, G. and Engblom, A. C. Permeability alterations and antihaemolysis induced by amphiphiles in human erythrocytes. Biophys. Biochim. Acta 860 (1986) 510-524.
  • 11. Kleszczyńska, H., Oświęcimska, M., Witek, S. and Przestalski, S. Inhibition of lipid peroxidation in the erythrocyte membranes by quaternary morpholinium salts with antioxidant function. Z. Naturforsch. 53c (1998) 425-430.
  • 12. Kleszczyńska, H., Sarapuk, J., Oświęcimska, M. and Witek, S. Antioxidative activity of some quaternary ammonium salts incorporated into erythrocyte membranes. Z. Naturforsch. 55c (2000) 976-980.
  • 13. Kleszczyńska, H. and Sarapuk, J. New aminophosphonates with antioxidative acdvity. Cell. Mol. Biol. Lett. 6 (2001) 83-91.
  • 14. Dodge, J. T., Mitchell, C. and Hanahan, D. J. The preparation and chemical characteristics of hemoglobin-free ghosts of erythrocytes. Arch. Biochem. 100 (1963) 119-130.
  • 15. Lakowicz, J. R. Fluorescence polarization. In: Principles of Fluorescence Spectroscopy. Plenum Press. New York and London, (1983) pp. 112-151.
  • 16. Campbell, L. D. and Dwek, R. A. Fluorescence. In: Fluorescence in Biological Spectroscopy. The Benjamin Cunnings Publishing Company Inc. Menlo Park, London (1984) pp. 91-120.
  • 17. Lentz, B. R. Membrane „Fluidity” from fluorescence anisotropy measurements. In: Spectroscopic Membrane Probes (Loew, L. M. Ed.), CRC Press Inc. Boca Raton, Florida (1988) vol. 1, pp. 13-41.
  • 18. Oruς, E. Ö. and Üner, N. Combined effects of 2,4-D and azinphosmethyl on antioxidant enzymes and lipid peroxidation in liver of Oreochromis niloticus. Comp. Biochem. Physiol. 127 (2000) 291-296.
  • 19. Kleszczyńska, H. and Sarapuk, J. The role of counterions in the protective action of some antioxidants in the process of red cell oxidation. Biochem. Mol. Biol. Int. 2 (1998) 385-390.
  • 20. Kleszczyńska, H., Oświęcimska, M., Sarapuk, J., Witek, S. and Przestalski, S. Protective effect of quaternary piperidinium salts on lipid oxidation in the erythrocyte membrane. Z. Naturforsch. 54c (1999) 424-428.

Typ dokumentu

Bibliografia

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Identyfikator YADDA

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