Can I read The Ugi reaction in the generation of new nucleosides as potential antiviral and antileishmanial agents on EtoBox?

The Ugi reaction in the generation of new nucleosides as potential antiviral and antileishmanial agents by Xuesen Fan; Xinying Zhang; Christian Bories; Philippe M. Loiseau; Paul F. Torrence is a Chemistry article available to read on EtoBox.

What is The Ugi reaction in the generation of new nucleosides as potential antiviral and antileishmanial agents about?

5-Formyl-2 0 -deoxyuridine-3 0 ,5 0 -diacetate was converted to a small library of 5-substituted pyrimidine nucleoside N-acylamino acid amides by means of a Ugi multicomponent reaction. The reaction allowed introduction of various substituents at the acyl moiety, at the amino acid a-amide group, and at the amino acid carboxyl function. Evaluation of these novel 5-substituted nucleosides against vaccinia virus and cowpox virus provided one compound with discernable activity against cowpox virus but five-to eightfold less active than the Cidofovir standard. More promising activity was seen for the inhibition of Leishmania donovani promastigotes. Several synthetic products showed antileishmanial activity in the 10 À5 M range. When compared to earlier studies demonstrating anti-orthopoxviral and antileishmanial activity of 5-substituted pyrimidine nucleosides, these results imply that the 5-(N-acylamino acid amide)-derivatized pyrimidine nucleosides may possess more steric bulk, greater hydrophobicity, and more flexibility than is compatible with these particular biological activities.

Who reads The Ugi reaction in the generation of new nucleosides as potential antiviral and antileishmanial agents?

Author

Xuesen Fan; Xinying Zhang; Christian Bories; Philippe M. Loiseau; Paul F. Torrence

Publisher

Elsevier Science; Elsevier ; Elsevier Inc.; Elsevier BV (ISSN 0045-2068)

Published

2007

Language

EN

Field

Chemistry (Physical Sciences)