α-Selective glycosylation affords mucin-related GalNAc amino acids and diketopiperazines active on Trypanosoma cruzi

…, M Biondo, R Sesti-Costa, ZA Carneiro, JS Silva…

Index: Martins-Teixeira, Maristela B.; Campo, Vanessa L.; Biondo, Monica; Sesti-Costa, Renata; Carneiro, Zumira A.; Silva, Joao S.; Carvalho, Ivone Bioorganic and Medicinal Chemistry, 2013 , vol. 21, # 7 p. 1978 - 1987

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Citation Number: 10

Abstract

This work addresses the synthesis and biological evaluation of glycosyl diketopiperazines (DKPs) cyclo [Asp-(αGalNAc) Ser] 3 and cyclo [Asp-(αGalNAc) Thr] 4 for the development of novel anti-trypanosomal agents and Trypanosoma cruzi trans-sialidase (TcTS) inhibitors. The target compounds were synthetized by coupling reactions between glycosyl amino acids αGalNAc-Ser 7 or αGalNAc-Thr 8 and the amino acid (O-tBu)-Asp 17, followed by ...