β-C-ribosyl-1,2,3-triazole analogues of guanosine as potencial antiviral agents against dengue and hepatitis C virus

β-C-ribosyl-1,2,3-triazole analogues of guanosine as potencial antiviral agents against dengue and hepatitis C virus

Lopes, Alexandra Basilio; Romeiro, Nelilma Correia; Tanuri≠, Amilcar; Germain, Nadège Lubin-; Souza, Rodrigo Octávio M. A. de; Miranda, Leandro S.M.

Abstract:

Dengue and hepatitis C virus (HCV) are positive sense RNA viruses belonging to the genus Flavivirus. HCV is a leading cause of liver failure and hepatocellular carcinoma and infects about 3% of the population worldwide. Dengue is an acute infection caused by any of four serotypes (DENV1-4) and approximately 390 million cases occur each year around the globe. Despite of efforts, there are neither effective vaccines nor specific antiviral treatment for DENV1-4, and the therapies available to treat HCV based on pegylated interferon/ribavirin and protease inhibitors need to be improved, considering the side effects, tolerability, cost and sustained virologic response (SVR). Recently C nucleosides were reported to be highly active against HCV, inhibiting non-structural NS5B protein of HCV. Here, we report the synthesis of the key intermediate in the production of the designed -Cribosyl- 1,2,3-triazole compounds structurally close to guanosine, as depicted below.

Dengue and hepatitis C virus (HCV) are positive sense RNA viruses belonging to the genus Flavivirus. HCV is a leading cause of liver failure and hepatocellular carcinoma and infects about 3% of the population worldwide. Dengue is an acute infection caused by any of four serotypes (DENV1-4) and approximately 390 million cases occur each year around the globe. Despite of efforts, there are neither effective vaccines nor specific antiviral treatment for DENV1-4, and the therapies available to treat HCV based on pegylated interferon/ribavirin and protease inhibitors need to be improved, considering the side effects, tolerability, cost and sustained virologic response (SVR). Recently C nucleosides were reported to be highly active against HCV, inhibiting non-structural NS5B protein of HCV. Here, we report the synthesis of the key intermediate in the production of the designed -Cribosyl- 1,2,3-triazole compounds structurally close to guanosine, as depicted below.

Palavras-chave:

DOI: 10.5151/chempro-15bmos-BMOS2013_2013831113746

Referências bibliográficas

• [1] 1Youcef, R. A. et al, J. Org. Chem. 2009, 74, 4318–4323.

Como citar:

Lopes, Alexandra Basilio; Romeiro, Nelilma Correia; Tanuri≠, Amilcar; Germain, Nadège Lubin-; Souza, Rodrigo Octávio M. A. de; Miranda, Leandro S.M.; "β-C-ribosyl-1,2,3-triazole analogues of guanosine as potencial antiviral agents against dengue and hepatitis C virus", p-204-204. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 2, Dezembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-15bmos-BMOS2013_2013831113746