A series of novel mono-1,2,3-triazole and bis-1,2,3-triazole acyclonucleoside analogues of 9-(4-hydroxybutyl)guanine was prepared via copper(I)-catalyzed 1,3-dipolar cycloaddition of N-9 propargylpurine, N-1-propargylpyrimidines/as-triazine with the azido-pseudo-sugar 4-azidobutylacetate under solvent-free microwave conditions, followed by treatment with K2CO3/MeOH, or NH3/MeOH. All compounds studied in this work were screened for their antiviral activities [against human rhinovirus (HRV) and hepatitis C virus (HCV)] and antibacterial activities against a series of Gram positive and negative bacteria.
Synthesis and Antibacterial Activity of Unsaturated Pyrimidine Carboacyclonucleoside Analogues. -The members of title series (V) show no antibacterial activity against Staphylococcus aureus and Pseudomonas aeruginosa, but some of them exhibit good activity against Enterococcus hirae strains (MIC = 27 μg/ml) and E. Coli (MIC = 54 μg/ml). -(KRIM, J.; SILLAHI, B.; TAOURIRTE, M.; EDDARIR, S.; ENGELS*, J. W.; Collect. Czech. Chem. Commun. 76 (2011) 11, 1299-1305, http://dx.doi.org/10.1135/cccc2011083 ; Inst. Org. Chem. Chem. Biol., Univ. Frankfurt, D-60438 Frankfurt/M., Germany; Eng.) -D. Singer
We report a short and efficient synthesis of 1,2,3-triazole and bis-1,2,3-triazoles acyclonucleoside analogues of Acycolovir. A series of novel 1,2,3-triazole acyclonucleosides linked to nucleobases were prepared via copper(I)-catalyzed 1,3-dipolar cycloaddition of N-9 propargylpurine , N-1-propargylpyrimidines or N-1-propargylindazoles with the azido-pseudosugar under Microwave-assisted synthesis followed by treatment with K 2 CO 3 /MeOH.
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