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Novel Peptide Mimetics Based on N-protected Amino Acids Derived from Isomannide as Potential Inhibitors of NS3 Serine Protease of Hepatitis C Virus

[ Vol. 9 , Issue. 4 ]


Thalita G. Barros, Bruna C. Zorzanelli, Sergio Pinheiro, Monique A. de Brito, Amilcar Tanuri, Emmerson C.B. da Costa, Ronaldo S. Mohana-Borges, Carlos R. Rodrigues, Alessandra T.M. Souza, Vitor F. Ferreira and Estela M.F. Muri   Pages 239 - 249 ( 11 )


Hepatitis C virus (HCV) is among the most important flaviviruses. It has a serine protease which is important for viral replication and this enzyme constitutes a suitable target for new anti-retroviral drugs. Herein we disclose a series of amide and ester peptide mimetic inhibitors of serine proteases, all of them obtained via coupling reactions of isomannide derivatives with N-protected amino acids. The arginine derivative 19 showed 45% of inhibition of NS3/4A serine protease at 100 μM and molecular modeling studies had shown that 19 interacted with the active site of this enzyme.


HCV, isomannide, peptide mimetic, serine protease, hepatocellular carcinoma, structural manipulation, bioavailability, administration, dipeptides, scaffold


Departamento de Tecnologia Farmaceutica/MTC Faculdade de Farmacia Universidade Federal Fluminense– UFF Rua Mario Viana 523, Santa Rosa/Niteroi/RJ; Cep: 24241-000.

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