UV-induced toxicity is characterized by marked oxidative stress, accompanied by the depletion of key cellular antioxidants, particularly glutathione (GSH). Replenishing cellular GSH may represent a means of counteracting UV-induced toxicity: however, treatment with free GSH is not therapeutically effective due to its unfavorable pharmacokinetic properties. In this study, we show that S-acyl-glutathione (acyl-SG) derivatives, which consist of an acyl chain (of variable length and saturation) linked via a thioester bond to GSH, increase intracellular levels of reduced GSH in primary skin fibroblasts, adenocarcinoma HeLa and neuroblastoma SH-SY5Y cells. Consistent with this, acyl-SG derivatives protect against UV-induced reactive oxygen species (ROS) production and UV-B/C-mediated lipid peroxidation and caspase-3 activation in the analyzed cell lines, with unsaturated thioesters displaying a significantly greater protective effect. Taken together, our findings suggest that acyl-SG thioesters may be therapeutically effective in the treatment of UV-related skin disorders and oxidative stress-mediated conditions in general.

Protective Properties of Novel S-Acyl-Glutathione Thioesters Against Ultraviolet-induced Oxidative Stress / Wright D.; Zampagni M; Evangelisti E.; Conti S.; D’Adamio G.; Goti A.; Becatti M.; Fiorillo C.; Taddei N.; Cecchi C.; Liguri G.. - In: PHOTOCHEMISTRY AND PHOTOBIOLOGY. - ISSN 1751-1097. - STAMPA. - 89:(2013), pp. 442-452. [10.1111/j.1751-1097.2012.01231.x]

Protective Properties of Novel S-Acyl-Glutathione Thioesters Against Ultraviolet-induced Oxidative Stress

ZAMPAGNI, MARIAGIOIA;EVANGELISTI, ELISA;CONTI, SIMONA;D'ADAMIO, GIAMPIERO;GOTI, ANDREA;BECATTI, MATTEO;FIORILLO, CLAUDIA;TADDEI, NICCOLO';CECCHI, CRISTINA;LIGURI, GIANFRANCO
2013

Abstract

UV-induced toxicity is characterized by marked oxidative stress, accompanied by the depletion of key cellular antioxidants, particularly glutathione (GSH). Replenishing cellular GSH may represent a means of counteracting UV-induced toxicity: however, treatment with free GSH is not therapeutically effective due to its unfavorable pharmacokinetic properties. In this study, we show that S-acyl-glutathione (acyl-SG) derivatives, which consist of an acyl chain (of variable length and saturation) linked via a thioester bond to GSH, increase intracellular levels of reduced GSH in primary skin fibroblasts, adenocarcinoma HeLa and neuroblastoma SH-SY5Y cells. Consistent with this, acyl-SG derivatives protect against UV-induced reactive oxygen species (ROS) production and UV-B/C-mediated lipid peroxidation and caspase-3 activation in the analyzed cell lines, with unsaturated thioesters displaying a significantly greater protective effect. Taken together, our findings suggest that acyl-SG thioesters may be therapeutically effective in the treatment of UV-related skin disorders and oxidative stress-mediated conditions in general.
2013
89
442
452
Wright D.; Zampagni M; Evangelisti E.; Conti S.; D’Adamio G.; Goti A.; Becatti M.; Fiorillo C.; Taddei N.; Cecchi C.; Liguri G.
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Utilizza questo identificatore per citare o creare un link a questa risorsa: https://hdl.handle.net/2158/770527
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