New Derivative of Pyrrole and Carnosine: Synthesis, Physicochemical Properties, and Biological Acivity

The new conjugate compound pyrrolylcarnosine was synthesized from the natural antioxidant carnosine and the aromatic five-membered nitrogen heterocycle pyrrole. The synthesis of pyrrolylcarnosine was described. Its physicochemical properties and biological activity in various oxidative stress models were evaluated. The results showed that pyrrolylcarnosine was characterized by resistance to hydrolysis by serum carnosinase and exhibited high antioxidant activity in model experiments. It had a neuroprotective effect under oxidative stress induced by the neurotoxin AAPH, increasing the viability of a differentiated culture of human neuroblastoma SH-SY5Y and protecting it from death. In general, the results indicated creation of a new drug based on pyrrolylcarnosine was promising.