Prodrugs of 9-(.beta.-D-arabinofuranosyl)adenine. 2. Synthesis and evaluation of a number of 2',3'- and 3',5'-di-O-acyl derivatives

Authors:
  • DBDavid C. Baker
    David C. Baker
  • THTheodore H. Haskell
    Theodore H. Haskell
  • SPSterling R. Putt
    Sterling R. Putt
  • BSBernard J. Sloan
    Bernard J. Sloan
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Abstract
A number of 2',3'- and 3',5'-di-O-acyl derivatives of 9-beta-D-arabinofuranosyladenine (1) were prepared and evaluated as antivirals. These compounds, designed as prodrugs of 1, offer a range of solubilities and lipophilicities, as well as a resistance to adenosine deaminase, that render some as being attractive as possibly useful antiviral agents. Of particular note is 9-(2,3-di-O-acetyl-beta-D-arabinofuranosyl)adenine that was found to be effective as a topical agent in a guinea pig model of genital herpes.