Synthesis of Carbocyclic 3-Deazaadenosine Analogs as Potential Agents Against Poxvirus

Abstract

Our goal has been the development of new agents against the poxvirus models of variola virus, directing our efforts foward new carbocyclic 3-deazaadenosine (CADO) analogs and adenosine N' -oxide analogs. CADO and some of its analogs (such as the 5'-carboxamide congener) had previously been shown to be active against a number of viruses including vaccinia virus. Based upon the knowledge of CADO and the metabolism of nucleosides in general, we targeted three distinct classes of potentially enhanced agents: (1) CADO analogs with selected alterations at C-5'; (2) similar analogs based on 4'-thio-3-deazaadenosine; and (3) CADO prodrugs resulting from 5'-O-acylation. In the term of this project, we were successful in preparing and delivering more CADO and one of our CADO congeners, the 5'-O-benzoate of CADO.

Open PDF

Document Details

Document Type
Technical Report
Publication Date
Oct 01, 2000
Accession Number
ADA396181

Entities

People

  • John A. Secrist Iii

Organizations

  • Southern Research

Tags

DTIC Thesaurus Topics

  • Acylation
  • Adenosine
  • Anhydrides
  • Antiviral Agents
  • Benzoates
  • Biomedical Research
  • Carboxylic Acids
  • Cell Line
  • Chemistry
  • Cyanides
  • Diseases And Disorders
  • Esters
  • Infectious Diseases
  • Nucleosides
  • Poxviridae
  • Poxviridae Infections
  • Viruses

Readers

  • Parasitology and Pharmacology of Malaria.
  • Virology (or Medical Virology).