Data underlying the publication: Polymeric organochloride mediated oxidation of thioethers initiated by ionizing radiation

Irradiating aqueous solutions containing organochlorides generates peroxyl radicals by reactions of organochlorides, aqueous electrons and dissolved oxygen, and the radical can oxidize thioethers to sulfoxides. However, the application of small molecular organochlorides in anti-cancer therapy is limited since they can induce liver damage. In this chapter we show that organochlorides bound to a polymer chain behave similar to small molecular organochlorides, when the polymer was fully dissolved in aqueous solution. The oxidation was significantly inhibited if the polymeric organochloride self-assembled in micelles. We hypothesize that aqueous electrons are scavenged by dissolved oxygen before they could diffuse into the hydrophobic core containing the organochloride groups. Nevertheless, our work shows that using polymeric organochlorides can be an alternative to small organochlorides provided that they are easily accessible to aqueous electrons.

辐照含有有机氯化物(organochlorides)的水溶液时，有机氯化物、水合电子(aqueous electrons)与溶解氧(dissolved oxygen)发生反应生成过氧自由基(peroxyl radicals)，该自由基可将硫醚(thioethers)氧化为亚砜(sulfoxides)。不过，小分子有机氯化物(small molecular organochlorides)可诱发肝损伤，因此其在抗癌治疗中的应用受到限制。本章研究表明，当聚合物完全溶解于水溶液中时，接枝于聚合物链(polymer chain)上的有机氯化物的行为与小分子有机氯化物相似。但若聚合型有机氯化物(polymeric organochlorides)自组装形成胶束(micelles)，则该氧化反应会被显著抑制。我们推测，水合电子在扩散进入带有有机氯化物基团的疏水核(hydrophobic core)之前，会被溶解氧捕获。尽管如此，本研究表明，只要聚合型有机氯化物能够易于与水合电子接触，便可作为小分子有机氯化物的替代方案。