Formycin Analogs II. Antiviral and Cytotoxic s-Triazolo [4, 3-a] - and [1, 5-a] Pyridine Derivatives |
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Authors: | J Kobe B Brdar J Sorič |
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Institution: | 1. Central Institute for Tumors and Allied Diseases Ilica , 197, Zagreb, Yugoslavia;2. “Boris Kidri?” Institute of Chemistry , Krka Pharmaceutical and Chemical Works, Hajdrihova 19, Ljubljana, Yugoslavia;3. Central Institute for Tumors and Allied Diseases Ilica , 197, Zagreb, Yugoslavia |
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Abstract: | Abstract The novel N-bridgehead formycin analog 3- β-D-ribofuranosyl-8-amino-s-triazolo 4, 3-a] pyridine (8a-aza-4, 6-dideaza formycin) has been prepared from 5- 2, 3, 5-tri-O-benzoyl- β-D-ribofuranosyl] - (2H)-tetrazole and 2-chloro-3-nitropyridine. The synthetic route used an initial condensation followed by deprotection and subsequent hydrogenation to afford 2a. 2-Hydroxyethoxymethyl group, an acyclic group, that mimics the ribofuranose unit was also introduced. These compounds were tested against type 1 herpes and poliovirus in tissue culture and their effect on cellular RNA and DNA synthesis was determined. All derivatives possess considerable cytotoxic effect which is expressed more with ribofuranosyl derivatives. |
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Keywords: | mRNA 5′-cap analogs dinucleotides hydrolysis kinetics rate constants |
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