Prodrugs of 9-(.beta.-D-arabinofuranosyl)adenine. 2. Synthesis and evaluation of a number of 2',3'- and 3',5'-di-O-acyl derivatives
- 1 March 1979
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 22 (3), 273-279
- https://doi.org/10.1021/jm00189a011
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, and 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.This publication has 4 references indexed in Scilit:
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- The Role of the 5′-Hydroxyl Group of Adenosine in Determining Substrate Specificity for Adenosine DeaminaseJournal of Medicinal Chemistry, 1967
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