Synthesis of Some New Nucleoside Analogues Containing Seven Membered Ring and Studying Their Biological Activity | ||
| Baghdad Science Journal | ||
| Article 1, Volume 13, Issue 3, September 2016, Pages 531-546 | ||
| Authors | ||
| Thanaa Mahdi Al-Mouamin; SurorAbdulrahman Mahdi; Omar Abdulateef Mohammed; Yasmeen H. Muhamad | ||
| Abstract | ||
| In this work, a series of new Nucleoside analogues (D-galactopyranose linked to oxepanebenzimidazole moiety) was synthesized via multisteps synthesis. The first step involved preparation of two benzimidazoles 2-styrylbenzimidazole and 2-(phenyl ethynyl) benzimidazole via reaction of phenylenediamine with cinnamic acid or β-phenyl propiolic acid. Electrophilic addition of the prepared benzimidazoles by three anhydrides in the second step afforded (4-6) and (14-16) which in turn were treated with 1,2,3,4-di-O-isopropylidene galactopyranose in the third step to afford a series of the desirable protected nucleoside analogues (7-9) ,(17-19)which after hydrolysis in methanolic sodium methoxidein the fourth step afforded the free nucleoside analogues (10-12) and (20-22) .The synthesized compounds were identified by FT-IR and some of them by 1H-NMR and13C-NMR. The synthesized oxepane nucleoside analogues were screened for their antibacterial activity against three types of bacteria including Staphylococcusaureus ,Bacillus(gram positive) andE.coli (gram negative) bacteria repectively. | ||
| Keywords | ||
| Nucleoside; oxepane nucleoside; isopropyledenegalactopyranose | ||
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