Synthesis and biological evaluation of novel 2-deoxy-4-thio-imidazole nucleosides.
A study on the use of 3'-directing groups for the synthesis of imidazole 2'-deoxy-4'-thionucleosides led to varying alpha:beta ratios in the glycosylation reaction. The para-nitrobenzoyl group gave the optimum result in the glycosylation step; therefore, this protected thiosugar 10b was used for the synthesis of a series of novel 2'-deoxy-4'-thio-imidazole nucleosides which have been evaluated for antiviral activity in vitro.
Wang
Y
Y
Welsh School of Pharmacy, Cardiff University, UK.
Inguaggiato
G
G
Jasamai
M
M
Shah
M
M
Hughes
D
D
Slater
M
M
Simons
C
C
D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D006031:Glycosylation; D007093:Imidazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
D000998:Antiviral Agents; D007093:Imidazoles; D009705:Nucleosides