The Sythesis of Certain Carbocyclic Nucleoside Analogs as Antiviral Agents.
Final rept. 15 Sep 84-14 Dec 85,
SOUTHERN RESEARCH INST BIRMINGHAM AL
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The goal of this project was the synthesis of new candidate antiviral drugs for evaluation in the U.S. Army Medical Research Institute of Infectious Diseases Virus panel. Specifically, compounds were designed to resemble carbocyclic 3-deazaadenosine, our lead compound, in having the following characteristics 1 a resemblance to adenine nucleosides, 2 little or no substrate activity for adenosine daminase, and 3 little or no substrate activity for any nucleoside kinases. The synthetic schemes employed involved the building up of the carbocyclic nucleosides from a cyclopentane precursor by condensation with an appropriate nitrogen heterocycle. Manipulations were then carried at the 5-carbon of the carbocyclic nucleosides. Several compounds were prepared and submitted for testing, and chemistry leading to a larger series was developed, such that these other compounds can be prepared in the near future.