Synthesis of peptide-based 1,2- benzoselenazol-3-one derivatives

Abstract

Ebselen (2-phenyl-1,2-benzisoselenazol-3(2H)-one) is one of the most popular candidates for drug research due to its low toxicity. Ebselen based 1,2-benzoselenazol-3-one are also under clinical trials for various diseases like stroke, cardiovascular disorders, etc. In this work, we have synthesized a peptide-based 1,2-benzoselenazol-3-one compound by subjecting β-alanine and L-phenylalanine to simple peptide coupling reactions using EDC.HCl and HOBt which were done at low temperature, KSeCN-based cyclization reflux reaction. SOCl2 mediated esterification and, LiOH was used in hydrolysis reactions. We have used 1H and 13C-NMR and mass spectrometric techniques to characterize all the synthesized substrates.