Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Antiviral Activity Enhancement through the SATE Prodrug of a 2'-Modified 5'-Norcarbocyclic Adenine Analogue

  • Li, Hua (BK-21 Project Team, College of Pharmacy, Chosun University) ;
  • Kim, Si-Wouk (Department of Environmental Engineering, BK21 Team for Biohydrogen Production, Chosun University) ;
  • Hong, Joon-Hee (BK-21 Project Team, College of Pharmacy, Chosun University)
  • Received : 2010.04.19
  • Accepted : 2010.06.07
  • Published : 2010.08.20
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Abstract

We synthesized and tested the anti-HIV activity of the SATE prodrug of a 2'-methyl 5'-norcarbocyclic adenine analogue. The introduction of a methyl group in the 2'-position was performed by the addition of a carbonyl using isopropenyl magnesium bromide. The adenine base was efficiently coupled using the Mitsunobu reaction. The chemical stability study of the bis(SATE) derivative 18 was measured at neutral (pH 7.2) and slightly acid (milli-Q water, pH 5.5) pH, and compounds 16 and 18 were evaluated as potential anti-HIV-1 agents.

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