Synthesis of Some New Nucleoside Analogues Containing Seven Membered Ring and Studying Their Biological Activity
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...
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University of Baghdad, College of Science for Women
2016-09-01
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| Series: | مجلة بغداد للعلوم |
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| Online Access: | http://bsj.uobaghdad.edu.iq/index.php/BSJ/article/view/2298 |
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| description | 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 ?-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. |
| format | Article |
| id | doaj-art-7c827eae6d7042abb8dba5daf5535f65 |
| institution | DOAJ |
| issn | 2078-8665 2411-7986 |
| language | English |
| publishDate | 2016-09-01 |
| publisher | University of Baghdad, College of Science for Women |
| record_format | Article |
| series | مجلة بغداد للعلوم |
| spelling | doaj-art-7c827eae6d7042abb8dba5daf5535f652025-08-20T02:52:26ZengUniversity of Baghdad, College of Science for Womenمجلة بغداد للعلوم2078-86652411-79862016-09-0113310.21123/bsj.13.3.531-546Synthesis of Some New Nucleoside Analogues Containing Seven Membered Ring and Studying Their Biological ActivityBaghdad Science JournalIn 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 ?-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.http://bsj.uobaghdad.edu.iq/index.php/BSJ/article/view/2298"Nucleoside, oxepane nucleoside, isopropyledenegalactopyranose" |
| spellingShingle | Baghdad Science Journal Synthesis of Some New Nucleoside Analogues Containing Seven Membered Ring and Studying Their Biological Activity مجلة بغداد للعلوم "Nucleoside, oxepane nucleoside, isopropyledenegalactopyranose" |
| title | Synthesis of Some New Nucleoside Analogues Containing Seven Membered Ring and Studying Their Biological Activity |
| title_full | Synthesis of Some New Nucleoside Analogues Containing Seven Membered Ring and Studying Their Biological Activity |
| title_fullStr | Synthesis of Some New Nucleoside Analogues Containing Seven Membered Ring and Studying Their Biological Activity |
| title_full_unstemmed | Synthesis of Some New Nucleoside Analogues Containing Seven Membered Ring and Studying Their Biological Activity |
| title_short | Synthesis of Some New Nucleoside Analogues Containing Seven Membered Ring and Studying Their Biological Activity |
| title_sort | synthesis of some new nucleoside analogues containing seven membered ring and studying their biological activity |
| topic | "Nucleoside, oxepane nucleoside, isopropyledenegalactopyranose" |
| url | http://bsj.uobaghdad.edu.iq/index.php/BSJ/article/view/2298 |
| work_keys_str_mv | AT baghdadsciencejournal synthesisofsomenewnucleosideanaloguescontainingsevenmemberedringandstudyingtheirbiologicalactivity |