Publication Cover
Xenobiotica
the fate of foreign compounds in biological systems
Volume 23, 1993 - Issue 8
16
Views
9
CrossRef citations to date
0
Altmetric
Original Article

Perturbation of glutathione status and generation of oxidative stress in mouse skin following application of contact allergenic sesquiterpene lactones and isothiocyanates

&
Pages 889-897 | Received 17 Nov 1992, Accepted 16 Feb 1993, Published online: 23 Apr 2010

References

  • Aniya Y., Anders M. W. Activation of rat liver microsomal glutathione S-transferase by reduced oxygen species. Journal of Biological Chemistry 1989; 264(4)1998–2002
  • Dupuis G., Benezra C. Allergic Contact Dermatitis to Simple Chemicals. A Molecular Approach. Marcel Dekker, New York 1982
  • Dupuis G., Mitchell J. C., Towers G. H. N. Reaction of alantolactone, an allergenic sesquiterpene lactone, with some amino acids. Resultant loss of immunologic reactivity. Canadian Journal of Biochemistry 1974; 52: 575–581
  • Edman P. Method for determination of the amino acid sequence in peptides. Acta Chemica Scandinavica 1950; 4: 283–293
  • Edman P. Mechanism of the phenylisothiocyanate degradation of peptides. Nature 1956; 177: 667–668
  • Fregert S., Dahlquist I., Trulsson L. Sensitization capacity of diphenylthiourea and phenylisothiocyanate. Contact Dermatitis 1983; 9: 87–88
  • Griffith O. W. Determination of glutathione and glutathione disulfide using glutathione reductase and 2-vinylpyridine. Analytical Biochemistry 1980; 106: 207–212
  • Habig W. H., Jakoby W. B. Glutathione S-transferase (rat and human). Methods in Enzymology, S. P. Colowick, N. O. Kaplan. Academic Press, New York 1981; Vol. 77: 218–237
  • HorÁKovÁ K., Drobnica L'., Nemec P., Antos A., KristiÁN P. Cytotoxic and cancerostatic activity of isothiocyanates and related compounds. I. Activity of some naturally occurring isothiocyanates and their synthetic analogues on HeLa-cells. Neoplasma 1968; 15(2)169–176
  • Ketterer B. Detoxication reactions of glutathione and glutathione transferases. Xenobiotica 1986; 16: 957–973
  • Landsteiner K., Di Somma A. A. Studies on the sensitization of animals with simple chemical compounds. V. Sensitization to diazomethane and mustard oil. Journal of Experimental Medicine 1938; 68: 505–512
  • Marshall J. A., Cohen N. The structure of alantolactone. Journal of Organic Chemistry 1964; 29: 3727–3729
  • Mitchell J. C., Dupuis G. Allergic contact dermatitis from the sesquiterpenoids of the Compositae family of plants. British Journal of Dermatology 1971; 84: 139–150
  • Mitchell J. C., Jordan W. P. Allergic contact dermatitis from the radish. Raphanus sativus. British Journal of Dermatology 1974; 91: 183–189
  • Murata T., Hatayama I., Satoh K., Tsuchida S., Sato K. Activation of rat glutathione transferases in class mu by active oxygen species. Biochemical and Biophysical Research Communications 1990; 17(2)845–851
  • Nishino H., Ito A. Increase in glutathione disulfide level regulates the activity of microsomal glutathione S-transferase in rat liver. Biochemistry International 1989; 19(4)731–735
  • Picardo M., Zompetta C., Marchese C., De Luca C., Faggioni A., Schmidt R. J., Santucci B. Paraphenylenediamine, a contact allergen, induces oxidative stress and ICAM-1 expression in human keratinocytes. British Journal of Dermatology 1992; 126: 450–455
  • Picman A. K., Rodriguez E., Towers G. H. N. Formation of adducts of parthenin and related sesquiterpene lactones with cysteine and glutathione. Chemico-Biological Interactions 1979; 28: 83–89
  • Reed D. J. Cellular defense mechanisms against reactive metabolites. Bioactivation of Foreign Compounds, M. W. Anders. Academic Press, Orlando, FL 1985; 71–107
  • Richter G. Allergic contact dermatitis from methylisothiocyanate in soil disinfectants. Contact Dermatitis 1980; 6: 183–186
  • Schaeffer M., Stampf J.-L., Benezra C. Synthesis of deuterium-labelled sesquiterpene lactones isolated fromInula helcuium. L. Journal of Organic Chemistry 1989; 54: 6106–6113
  • Schlewer G., Stampf J.-L., Benezra C. Synthesis of α-methylene-γ-butyrolactones: structure-activity relationship study of their allergenic power. Journal of Medicinal Chemistry 1980; 23: 1031–1038
  • Schmidt R. J., Chung L. Y. Oxidative stress occurs in skin in the preimmunologic phase of the cell-mediated immune response to allergenic 2,4-dinitrohalobenzenes. Free Radical Biology and Medicine 1990; 9: 147, (Suppl. 1)
  • Schmidt R. J., Chung L. Y. Biochemical responses of skin to allergenic and non-allergenic nitrohalobenzenes. Evidence that an NADPH-dependent reductase in skin may act as a prohapten-activating enzyme. Archives of Dermatological Research 1992; 284: 400–408
  • Schmidt R. J., Khan K., Chung L. Y. Are free radicals and not quinones the haptenic species derived from urushiols and other contact allergenic mono- and dihydric alkylbenzenes? The significance of NADH, glutathione, and redox cycling in the skin. Archives of Dermatological Research 1990; 282: 56–64
  • Stampf J.-L., Benezra C., Klecak G., Geleick H., Schulz K.-H., Hausen B. The sensitizing capacity of helenin and two of its main constituents the sesquiterpene lactones alantaolactone and isalantolactone: a comparison of epicutaneous and intradermal sensitizing methods in different strains of guinea pig. Contact Dermatitis 1982; 8: 16–24
  • Wardman P. Conjugation and oxidation of glutathione via thiyl free radicals. Glutathione Conjugation. Mechanisms and Biological Significance, H. Sies, B. Ketterer. Academic Press, London 1988; 43–72
  • White I. N. H. The role of liver glutathione in the acute toxicity of retrorsine to rats. Chemico-Biological Interactions 1976; 13: 333–342
  • Whittaker V. P., Wijesundera S. The separation of esters of choline by filter-paper chromatography. Biochemical Journal 1952; 51: 348–351

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.