http://jcps.bjmu.edu.cn

• Full Papers • Previous Articles     Next Articles

A convenient synthesis of 1-alkyl-5-amino-6-phenylethyluracils as potential non-nucleoside HIV-1RT inhibitors

Xiao-Yan Ma, Zhi-Jian Cheng, Yan-Li Chen, A-Min Li, Zhi-Li Zhang, Xiao-Wei Wang, Jun-Yi Liu*
  

  1. 1. Department of Chemical Biology, School of Pharmaceutical Sciences, Peking University, Beijing 100191, China;
    2.The State Key Laboratory of Nature and Biomimetic Drugs, Peking University, Beijing 100191, China;
    3. Department of Chemistry, College of Jiujiang, Jiujiang 332005, China
  • Received:2008-07-08 Revised:2008-11-10 Online:2008-12-15 Published:2008-12-15
  • Contact: Jun-Yi Liu*

Abstract:

1-Alkyl-5-amino-6-phenylethyluracils (1a, 1b) were synthesized as potential non-nucleoside HIV-1RT inhibitors. A convenient synthetic procedure was developed for the preparation of 1-alkyl-5-amino or 5-aminosubstituted-6-phenylethyluracils, which were synthesized in three or four steps from 6-methyluracil in good yield. The development of a one-pot reaction that simultaneously removed the benzyl protection group and reduced the nitro group greatly improved the yield of the synthesis. Compounds 1a and 1b are analogs of MKC-442, which is an efficient inhibitor of HIV-1 reverse transcriptase. 1a and 1b were tested for their inhibition of HIV-1RT, and moderate activity was found for 1a.

Key words: HIV-1 reverse transcriptase, HIV-1 reverse transcriptase, 1-Alkyl-5-amino-6-phenylethyluracils, 1-Alkyl-5-amino-6-phenylethyluracils, Uracil derivatives, Uracil derivatives, ,

Supporting: