Viglianisi Caterina, Vasa Kristian, Tanini Damiano, Capperucci Antonella, Amorati Riccardo, Valgimigli Luca, Baschieri Andrea, Menichetti Stefano
Department of Chemistry "Ugo Schiff", University of Florence, Via Della Lastruccia 3-13, Sesto Fiorentino, Firenze, Italy.
Department of Chemistry "G. Ciamician", University of Bologna, Via S. Giacomo 11, 40126, Bologna, Italy.
Chemistry. 2019 Jul 5;25(38):9108-9116. doi: 10.1002/chem.201901537. Epub 2019 Jun 5.
Symmetrical ditocopheryl disulfides (Toc) S and symmetrical and unsymmetrical ditocopheryl sulfides (Toc) 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.
通过使用δ-、γ-和β-生育酚-N-硫代邻苯二甲酰亚胺(Toc-NSPht)作为常见起始原料,在非常温和的条件下简单制备了对称二生育酚二硫化物(Toc)S以及对称和不对称二生育酚硫化物(Toc)S,并完全控制了区域化学。还讨论了硫原子、氢键和芳环取代模式对这些通过连接两个生育酚单元组装而成的新化合物抗氧化特性的影响。