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Chemical Compound Review

Galigan     4-[2-chloro-4- (trifluoromethyl)phenoxy]- 2...

Synonyms: Goldate, Oxygold, Koltar, Zoomer, Oxyfluorfen, ...
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Disease relevance of OXYFLUOREN


High impact information on OXYFLUOREN

  • TAT can be also induced by the octadecanoids methyl jasmonate (MeJA) and methyl-12-oxophytodienoic acid (MeOPDA), as well as by wounding, high light, UV light and the herbicide oxyfluorfen [5].
  • It is also suitable to determine in vivo block as illustrated by an approximately 50% decrease in [3H]THP binding in liver mitochondria from mice treated ip with oxyfluorfen at 4 mg/kg [6].
  • The transgenic plants expressing the B. subtilis Protox gene at T0 generation were found to be resistant to oxyfluorfen when judged by cellular damage with respect to cellular leakage, Chl loss, and lipid peroxidation [1].
  • Dissipation of oxyfluorfen and oxadiazon followed first order reaction kinetics with half-life (T(1/2)) of 8.8 and 12 days, respectively [7].
  • When oxyfluorfen was used as a competitive inhibitor, the Val311Met mutant protoporphyrinogen oxidase showed an increased inhibition constant about 1.5 times that of wild type protoporphyrinogen oxidase [8].

Biological context of OXYFLUOREN


Anatomical context of OXYFLUOREN

  • The study of BFU-E/CFU-E proliferation and differentiation showed a cytotoxic effect of oxyfluorfen only at very high concentrations [9].
  • Fomesafen, oxyfluorfen and oxadiazon increased the cellular porphyrin content of rat hepatocytes after 24 h of incubation (control, 3.2 pmol/mg protein, fomesafen, oxyfluorfen and oxadiazon at 0.125 mM concentration 51.5, 54.3 and 44.0 pmol/mg protein, respectively) [12].
  • Therefore, the resistance of the selected soybean cell line to oxyfluorfen is probably mainly due to the overproduction of mitochondrial Protox [13].

Associations of OXYFLUOREN with other chemical compounds


Gene context of OXYFLUOREN


Analytical, diagnostic and therapeutic context of OXYFLUOREN


  1. Transgenic rice plants expressing a Bacillus subtilis protoporphyrinogen oxidase gene are resistant to diphenyl ether herbicide oxyfluorfen. Lee, H.J., Lee, S.B., Chung, J.S., Han, S.U., Han, O., Guh, J.O., Jeon, J.S., An, G., Back, K. Plant Cell Physiol. (2000) [Pubmed]
  2. Oxyfluorfen toxic effect on S. obliquus evaluated by different photosynthetic and enzymatic biomarkers. Geoffroy, L., Dewez, D., Vernet, G., Popovic, R. Arch. Environ. Contam. Toxicol. (2003) [Pubmed]
  3. Herbicide-induced experimental variegate porphyria in mice: tissue porphyrinogen accumulation and response to porphyrogenic drugs. Krijt, J., Stranska, P., Maruna, P., Vokurka, M., Sanitrak, J. Can. J. Physiol. Pharmacol. (1997) [Pubmed]
  4. Degradation of oxyfluorfen by Azotobacter chroococcum (Beijerink). Chakraborty, S.K., Bhattacharyya, A., Chowdhury, A. Bulletin of environmental contamination and toxicology. (2002) [Pubmed]
  5. Jasmonate is involved in the induction of tyrosine aminotransferase and tocopherol biosynthesis in Arabidopsis thaliana. Sandorf, I., Holländer-Czytko, H. Planta (2002) [Pubmed]
  6. Protoporphyrinogen oxidase: high affinity tetrahydrophthalimide radioligand for the inhibitor/herbicide-binding site in mouse liver mitochondria. Birchfield, N.B., Casida, J.E. Chem. Res. Toxicol. (1996) [Pubmed]
  7. Effect of the herbicides oxadiazon and oxyfluorfen on phosphates solubilizing microorganisms and their persistence in rice fields. Das, A.C., Debnath, A., Mukherjee, D. Chemosphere (2003) [Pubmed]
  8. A point mutation of valine-311 to methionine in Bacillus subtilis protoporphyrinogen oxidase does not greatly increase resistance to the diphenyl ether herbicide oxyfluorfen. Jeong, E., Houn, T., Kuk, Y., Kim, E.S., Chandru, H.K., Baik, M., Back, K., Guh, J.O., Han, O. Bioorg. Chem. (2003) [Pubmed]
  9. Effects of a diphenyl-ether herbicide, oxyfluorfen, on human BFU-E/CFU-E development and haemoglobin synthesis. Rio, B., Parent-Massin, D., Lautraite, S., Hoellinger, H. Human & experimental toxicology. (1997) [Pubmed]
  10. Herbicidal and antioxidant responses of transgenic rice overexpressing Myxococcus xanthus protoporphyrinogen oxidase. Jung, S., Back, K. Plant Physiol. Biochem. (2005) [Pubmed]
  11. Toxicological effects of the herbicide oxyfluorfen on acetylcholinesterase in two fish species: Oreochromis niloticus and Gambusia affinis. Hassanein, H.M. Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering. (2002) [Pubmed]
  12. Effect of diphenyl ether herbicides and oxadiazon on porphyrin biosynthesis in mouse liver, rat primary hepatocyte culture and HepG2 cells. Krijt, J., van Holsteijn, I., Hassing, I., Vokurka, M., Blaauboer, B.J. Arch. Toxicol. (1993) [Pubmed]
  13. Resistance of a soybean cell line to oxyfluorfen by overproduction of mitochondrial protoporphyrinogen oxidase. Warabi, E., Usui, K., Tanaka, Y., Matsumoto, H. Pest Manag. Sci. (2001) [Pubmed]
  14. Determination of oxyfluorfen herbicide and oxyfluorfen amine residues in garbanzo beans by liquid chromatography. Zhou, M., Miles, C.J. Journal - Association of Official Analytical Chemists. (1991) [Pubmed]
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