Ditocopheryl Sulfides and Disulfides: Synthesis and Antioxidant Profile

Chemistry. 2019 Jul 5;25(38):9108-9116. doi: 10.1002/chem.201901537. Epub 2019 Jun 5.

Abstract

Symmetrical ditocopheryl disulfides (Toc)2 S2 and symmetrical and unsymmetrical ditocopheryl sulfides (Toc)2 S were simply prepared under remarkably mild conditions with complete control of the regiochemistry by using δ-, γ-, and β-tocopheryl-N-thiophthalimides (Toc-NSPht) as common starting materials. The roles of sulfur atom(s), H-bond and aryl ring substitution pattern on the antioxidant profile of these new compounds, which were assembled by linking together two tocopheryl units, are also discussed.

Keywords: antioxidant activity; organic synthesis; sulfur; tocopherols; vitamin E.