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Pro-oxidant action of diphenyl diselenide in the yeast Saccharomyces cerevisiae exposed to ROS-generating conditions.
Life Sci. 2005 Sep 23; 77(19):2398-411.LS

Abstract

Organoselenium compounds have a potential thiol peroxidase-like activity. Diphenyl diselenide (DPDS) is an electrophilic reagent used in the synthesis of a variety of pharmacologically active organic selenium compounds. Using TRAP assay of chemiluminescense we have shown that diphenyl diselenide clearly possesses a pro-oxidant property. For an investigation on the mechanisms of this property, we used mutant strains of Saccharomyces cerevisiae defective in antioxidant defenses, i.e. in superoxide dismutase, in biosynthesis of glutathione, and the transcription factor yAP-1-lacking yap 1 mutant that cannot activate genes of the oxidative stress response. Exposure of growing cultures to the drug increased cell sensitivity to oxidizing agents. The pro-oxidant effect was independent of the metabolic condition or of the oxidative mutagen tested. N-acetylcysteine, a precursor of glutathione biosynthesis, could neutralize the pro-oxidant effects of diphenyl diselenide by stimulating an increase of endogenous glutathione biosynthesis or by directly binding to the drug. Vitamin E (Trolox), a known antioxidant, was also able to protect S. cerevisiae against the pro-oxidant effect of diphenyl diselenide. In vitro assays showed that diphenyl diselenide interacts non-enzymatically with the thiol group of glutathione.

Authors+Show Affiliations

Centro de Biotecnologia/Departamento de Biofísica, Universidade Federal do Rio Grande do Sul (UFRGS), Porto Alegre, RS, Brasil.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

15932762

Citation

Moreira Rosa, Renato, et al. "Pro-oxidant Action of Diphenyl Diselenide in the Yeast Saccharomyces Cerevisiae Exposed to ROS-generating Conditions." Life Sciences, vol. 77, no. 19, 2005, pp. 2398-411.
Moreira Rosa R, de Oliveira RB, Saffi J, et al. Pro-oxidant action of diphenyl diselenide in the yeast Saccharomyces cerevisiae exposed to ROS-generating conditions. Life Sci. 2005;77(19):2398-411.
Moreira Rosa, R., de Oliveira, R. B., Saffi, J., Braga, A. L., Roesler, R., Dal-Pizzol, F., Fonseca Moreira, J. C., Brendel, M., & Pêgas Henriques, J. A. (2005). Pro-oxidant action of diphenyl diselenide in the yeast Saccharomyces cerevisiae exposed to ROS-generating conditions. Life Sciences, 77(19), 2398-411.
Moreira Rosa R, et al. Pro-oxidant Action of Diphenyl Diselenide in the Yeast Saccharomyces Cerevisiae Exposed to ROS-generating Conditions. Life Sci. 2005 Sep 23;77(19):2398-411. PubMed PMID: 15932762.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Pro-oxidant action of diphenyl diselenide in the yeast Saccharomyces cerevisiae exposed to ROS-generating conditions. AU - Moreira Rosa,Renato, AU - de Oliveira,Ramatis Birnfeld, AU - Saffi,Jenifer, AU - Braga,Antônio Luís, AU - Roesler,Rafael, AU - Dal-Pizzol,Felipe, AU - Fonseca Moreira,José Cláudio, AU - Brendel,Martin, AU - Pêgas Henriques,João Antonio, PY - 2004/04/30/received PY - 2005/01/04/accepted PY - 2005/6/4/pubmed PY - 2005/10/5/medline PY - 2005/6/4/entrez SP - 2398 EP - 411 JF - Life sciences JO - Life Sci VL - 77 IS - 19 N2 - Organoselenium compounds have a potential thiol peroxidase-like activity. Diphenyl diselenide (DPDS) is an electrophilic reagent used in the synthesis of a variety of pharmacologically active organic selenium compounds. Using TRAP assay of chemiluminescense we have shown that diphenyl diselenide clearly possesses a pro-oxidant property. For an investigation on the mechanisms of this property, we used mutant strains of Saccharomyces cerevisiae defective in antioxidant defenses, i.e. in superoxide dismutase, in biosynthesis of glutathione, and the transcription factor yAP-1-lacking yap 1 mutant that cannot activate genes of the oxidative stress response. Exposure of growing cultures to the drug increased cell sensitivity to oxidizing agents. The pro-oxidant effect was independent of the metabolic condition or of the oxidative mutagen tested. N-acetylcysteine, a precursor of glutathione biosynthesis, could neutralize the pro-oxidant effects of diphenyl diselenide by stimulating an increase of endogenous glutathione biosynthesis or by directly binding to the drug. Vitamin E (Trolox), a known antioxidant, was also able to protect S. cerevisiae against the pro-oxidant effect of diphenyl diselenide. In vitro assays showed that diphenyl diselenide interacts non-enzymatically with the thiol group of glutathione. SN - 0024-3205 UR - https://www.unboundmedicine.com/medline/citation/15932762/Pro_oxidant_action_of_diphenyl_diselenide_in_the_yeast_Saccharomyces_cerevisiae_exposed_to_ROS_generating_conditions_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0024-3205(05)00454-6 DB - PRIME DP - Unbound Medicine ER -