1034566-22-7Relevant academic research and scientific papers
Synthesis and catalytic antioxidant activity of functionalized chalcogen-containing GPx mimics
Tanini, Damiano,Lupori, Beatrice,Lo Nostro, Pierandrea,Capperucci, Antonella
, p. 746 - 749 (2019)
The synthesis and the evaluation of the thiol peroxidase like antioxidant properties of β-functionalized symmetric and non-symmetric organochalcogenides have been explored. The tested catalysts were synthesized exploiting the reactivity of strained heterocycles with silyl chalcogenides. Oxygen-, nitrogen-, and sulfur-containing selenides and tellurides were efficiently achieved from the corresponding epoxides, aziridines, and thiiranes through mild and regioselective ring opening reactions. The thiol peroxidase catalytic activity was investigated by using the dithiothreitol (DTT) oxidation model. The results showed that the nature of the β-substituent plays a crucial role in modulating the catalytic properties of the studied GPx mimics. This effect can be reasonably ascribed to the presence of chalcogen bonding interactions involving the selenium or the tellurium atom and the heteroatom (O, S) placed on the moiety at C-2.
Novel functionalized organotellurides with enhanced thiol peroxidase catalytic activity
Tanini, Damiano,Grechi, Anna,Ricci, Lorenzo,Dei, Silvia,Teodori, Elisabetta,Capperucci, Antonella
, p. 6077 - 6083 (2018/04/23)
The thiol peroxidase-like activity of a series of novel functionalized tellurium containing catalysts has been investigated with different models. Dialkyl- and aryl-alkyl-tellurides, conveniently achieved through the ring opening of strained heterocycles, exhibited remarkable catalytic antioxidant activity, being able to reduce hydrogen peroxide in the presence of different thiols (benzenethiol, dithiothreitol and glutathione) under different conditions. The nature of the β-substituent strongly influenced the performances of the studied catalysts, thus giving useful criteria for the design of good synthetic mimics of glutathione peroxidase. The catalytic activity of functionalized organotellurides has been compared with that of their selenated analogues, showing as the latter behave as less efficient catalysts.
Modular synthesis of chiral N-protected β-seleno amines and amides via cleavage of 2-oxazolidinones and application in palladium-catalyzed asymmetric allylic alkylation
Sehnem, Jasquer A.,Vargas, Fabricio,Milani, Priscila,Nascimento, Vanessa,Braga, Antonio L.
, p. 1262 - 1268 (2008/12/22)
A set of chiral β-seleno amines have been efficiently synthesized via the ring-opening reaction of chiral N-acyl oxazolidinones by selenium nucleophiles. These compounds could be transformed into β-seleno amides by reaction with acid chlorides. The presen
