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
Article Type
Article
How to Cite this Article
Al-Mouamin, Thanaa Mahdi; Mahdi, SurorAbdulrahman; Mohammed, Omar Abdulateef; and Muhamad, Yasmeen H.
(2016)
"Synthesis of Some New Nucleoside Analogues Containing Seven Membered Ring and Studying Their Biological Activity,"
Baghdad Science Journal: Vol. 13:
Iss.
3, Article 15.
DOI: https://doi.org/10.21123/bsj.2016.13.3.0531
