Synthesis and biological activity of novel 5′-arylamino-nucleosides by microwave-assisted one-pot tandem Staudinger/aza-Wittig/reduction

✍ Scribed by Hua Chen; Jianpeng Zhao; Yanan Li; Fengjuan Shen; Xiaoliu Li; Qingmei Yin; Zhanbin Qin; Xinhao Yan; Yanfei Wang; Pingzhu Zhang; Jinchao Zhang

• Book ID: 104005016
• Publisher: Elsevier Science
• Year: 2011
• Tongue: English
• Weight: 203 KB
• Volume: 21
• Category: Article
• ISSN: 0960-894X
• DOI: 10.1016/j.bmcl.2010.10.054

✦ Synopsis

Novel pseudonucleosides with benzylamino group on 5 0 -position (4) were synthesized by using the microwave-assisted one-pot tandem Staudinger/aza-Wittig/reduction reaction in good yields of 55.2-71.7%. The deacetylation of 4 afforded compounds 5. HIV-1 reverse transcriptase (RT) inhibitory and antitumor activities were preliminarily evaluated with 5. The results showed that the new pseudonucleosides (5) could effectively inhibit HIV-1 RT activity, but no antitumor activity.