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Synthesis and Antiviral Activities of Enantiomeric 1-[2-(Hydroxymethyl) Cyclopropyl] Methyl Nucleosides
Authors:Claire Pierra  Sureyya Olgen  Sócrates C H Cavalcanti  Yung-Chi Cheng  Raymond F Schinazi  Chung K Chu
Institution:1. Department of Pharmaceutical and Biomedical Sciences, College of Pharmacy , The University of Georgia , Athens, GA, 30602;2. Department of Pharmacology School of Medicine , Yale University , New Haven, CT, 06520;3. Department of Pediatrics , Emory University, School of Medicine/VA Medical Center , Decatur, GA, 30033
Abstract:Abstract

Cyclopropyl carbocyclic nucleosides have been synthesized from the key intermediate 2 which was converted to the mesylated cyclopropyl methyl alcohol 3. Condensation of compound 3 with various purine and pyrimidine bases gave the desired nucleosides. All synthesized nucleosides were evaluated for antiviral activity and cellular toxicity. Among them adenine 22 and guanine 23 derivatives showed moderate antiviral activity against HIV-1 and HBV. None of the other compounds showed any significant antiviral activities against HIV-1, HBV, HSV-1 and HSV-2 in vitro up to 100μM.
Keywords:
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