Poly(propylene sulfi de) (PPS) is studied as an oxidation-responsive macromolecular building block, in the perspective of anti-infl ammatory therapies. Here, we show that the nature of the oxidant has profound effects on the outcome of the oxidation process. PPS was exposed to hydrogen peroxide (H 2 O 2 ) and hypochlorite (OCl - ), which are oxidizing species commonly encountered during infl ammatory processes. It was found that the oxidation with H 2 O 2 converted thioethers into sulfoxides, producing water-soluble macromolecular products with extremely low toxicity (L929 fi broblasts); on the contrary, the reaction with NaOCl produced sulfones in addition to sulfoxides, and this was accompanied by depolymerization, which appears to considerably affect the toxicity of the oxidation products.
Oxidant-Dependent REDOX Responsiveness of Polysulfides
Sabrina C Carroccio;Concetto Puglisi;
2012
Abstract
Poly(propylene sulfi de) (PPS) is studied as an oxidation-responsive macromolecular building block, in the perspective of anti-infl ammatory therapies. Here, we show that the nature of the oxidant has profound effects on the outcome of the oxidation process. PPS was exposed to hydrogen peroxide (H 2 O 2 ) and hypochlorite (OCl - ), which are oxidizing species commonly encountered during infl ammatory processes. It was found that the oxidation with H 2 O 2 converted thioethers into sulfoxides, producing water-soluble macromolecular products with extremely low toxicity (L929 fi broblasts); on the contrary, the reaction with NaOCl produced sulfones in addition to sulfoxides, and this was accompanied by depolymerization, which appears to considerably affect the toxicity of the oxidation products.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.