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Synthesis and Characterization of Some New Nucleoside Analogues from Substituted Benzimidazole and Evaluation of Their Biological Activities | ||
| Iraqi Journal of Science | ||
| Article 1, Volume 56, Issue 1, 2015, Pages 633-644 | ||
| Authors | ||
| Thanaa M. Al-Mouamin; Ahmed Kh. Kadhim | ||
| Abstract | ||
| This research includes the synthesis of some new nucleoside analogues via 1,3- dipolar cycloadditon reaction starting with 1,3,4,6- Tetra- O-benzoyl –2 – azido-2- deoxy- β – D- fructofuranose (F3) which was prepared in three steps ,protection (benzoylation ) , bromination and azotation ((F1-F3) from D- fructose as sugar moiety while the base moiety , 2-substituted benzimidaole derivatives (A1-A5) were synthesized by condensation of O-phenylenediamine with different aromatic aldehyde . Nucleophilic substitution of propargyl bromide with benzimidaole derivatives (gave the N- substituted compounds (B1-B5) which were reacted with azido sugar through 1,3- dipolar cycloadditon reaction to give nucleoside analogues (C1-C5) . Debloking of these nucleoside using sodium methoxide in methanol afforded our target the free nucleoside analogues (D1-D5). All prepared compound were identified by FT-IR and some of them with 1H-NMR and 13C-NMR. The synthesized compounds (D1-D5) were screened for their in-vitro antibacterial and antifungal activity. | ||
| Keywords | ||
| Nucleoside analogues; Benzimidazole; Trizole; antibacterial | ||
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