Synthesis and Anti‐HIV Activity of Triazolo‐Fused,Medium‐Sized Cyclic Nucleoside Analogs Prepared by an Intramolecular Huisgen 1,3‐Dipolar Cycloaddition |
| |
Authors: | Jingbo Sun Rongwang Liu Qiang Fu Jian Zang Qiangqiang Tao Jinchang Wu Hui Zhu |
| |
Institution: | 1. College of Chemistry, Jilin University, Changchun 130012, P.?R. China, (phone: +86‐15044068371;2. fax: +86‐431‐85195516);3. First Hospital, Jilin University, Changchun 130012, P.?R. China, (phone: +86‐13904319776;4. fax:+86‐431‐84808382) |
| |
Abstract: | Medium‐sized cyclic nucleosides containing a fused triazole ring were synthesized via intramolecular Huisgen 1,3‐dipolar cycloadditon reaction. 2′,3′‐seco‐Uridine was employed as the key intermediate for the introduction of azido and alkynyl moieties in the defined positions of the reaction precursors. The cycloaddition reactions were achieved in high yields by heating the precursor in refluxing toluene. The uracil base in these target compounds was successfully transformed to the corresponding cytosine. The synthesized compounds were evaluated in a MAGI assay for their anti‐HIV activities, and in a H9 T lymphocytes assay for their cell toxicities. |
| |
Keywords: | Huisgen 1 3‐dipolar cycloaddition Cycloadditions Anti‐HIV activity Nucleosides |
|
|