Dipeptides of a new structure based on ß-triazolalanines and (L)-α-amino acids were synthesized and optimal conditions were developed that ensure both chemical and optical purity of the final products. Molecular docking was carried out and possible intermolecular interactions of dipeptides with potential targets were established. Based on these studies, the analgesic property of chosen dipeptides was studied and it was found that some compounds possess revealed antinociceptive activity in the tail-flick test.
Analgesics , Dipeptides , Molecular Docking Simulation , Triazoles , Analgesics/chemistry , Analgesics/pharmacology , Analgesics/chemical synthesis , Triazoles/chemistry , Triazoles/pharmacology , Triazoles/chemical synthesis , Dipeptides/chemistry , Dipeptides/chemical synthesis , Dipeptides/pharmacology , Animals , Mice , Male
Natural L-carvone was utilized as a starting material for an efficient synthesis of some terpenyl-derived 1,2,3-triazoles. Chlorination of carvone, followed by nucleophilic substitution with sodium azide resulted in the preparation of 10-azidocarvone. Subsequent CuAAC click reaction with propargylated derivatives provided an efficient synthetic route to a set of terpenyl-derived conjugates with increased solubility in water. All investigated compounds exhibit high antioxidant activity, which is comparable with that of vitamin C. It was also found that serum albumin and the terpenyl-1,2,3-triazoles hybrids spontaneously undergo reversible binding driven by hydrophobic interactions, suggesting that serum albumin can transport the target triazoles.
Antioxidants/pharmacology , Monoterpenes/chemistry , Serum Albumin, Bovine/metabolism , Triazoles/chemical synthesis , Triazoles/pharmacology , Animals , Catalysis , Cattle , Click Chemistry , Cyclohexane Monoterpenes , Molecular Structure
