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Synthesis of New Fructo – Nucleoside Analogue Derivatives | ||
| Kirkuk Journal of Science | ||
| Article 1, Volume 6, Issue 1, 2011, Pages 29-39 PDF (0 K) | ||
| DOI: 10.32894/kujss.2011.42741 | ||
| Authors | ||
| Nadia Q. Haj; Mohsin O. Mohammad | ||
| Abstract | ||
| Tow types of nucleoside derivatives have been synthesized. To prepare the first type 1′,3′ ,4′,6′ -Tetra-O-benzoyl-β-D-fructo furanose (F1)with a free hydroxyl group at position-2′ was chosen as the Chiron. The compound (F1) can be easily obtained from the reaction of anhydrous D-Fructose with benzoyl chloride in pyridine. When (F1)was treated with 45% hydrogen bromide it gave 1′ ,3′, 4′, 6′-Tetra-O-benzoyl-β-D- fructo furanose bromide(F2).The bromo fructo benzoate (F2) was then reacted with the proper nitrogen base (Theophylline, Adenine, Benzimidazole, Benztriazole) to give the nucleoside analogues derivatives(F5), (F8), (F11)and (F14) by hydrolysis of the benzoate groups of (F6), ( F9), ( F12) and (F15). The newly synthesized nucleoside analogues, Guanosine nucleosides were reacted with Palmitoyl chloride in pyridine at (-12°C) to give the 6′ -O-palmitoyl, (F7), (F10), (F13) and (F16). The prepared nucleoside derivatives were characterized from their elemental analysis and IR, 1H-NMR and UV spectral data. | ||
| Keywords | ||
| synthesis; New Fructo; Analogue; Derivatives | ||
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