1. Academic Validation
  2. Synthesis and antiviral evaluation of acyclic azanucleosides developed from sulfanilamide as a lead structure

Synthesis and antiviral evaluation of acyclic azanucleosides developed from sulfanilamide as a lead structure

  • Bioorg Med Chem. 2008 Sep 15;16(18):8379-89. doi: 10.1016/j.bmc.2008.08.041.
Rafał Gawin 1 Erik De Clercq Lieve Naesens Mariola Koszytkowska-Stawińska
Affiliations

Affiliation

  • 1 Faculty of Chemistry, Warsaw University of Technology, ul. Noakowskiego 3, 00-664 Warszawa, Poland.
Abstract

The acyclic azanucleosides with 2-, 3-, or 4-aminobenzenesulfonyl function at the nitrogen atom of the sugar mimic were prepared by coupling of 2-, 3-, or 4-nitro-N-(2-pivaloyloxyethyl)-N-(pivaloyloxymethyl)benzenesulfonamide with the silylated pyrimidine nucleobases followed by the reduction of the nitro group with sodium dithionite in aqueous solution or the palladium-catalysed transfer hydrogenation. The azanucleosides were evaluated for, but found to be devoid of, activity against several RNA- and DNA-viruses in vitro.

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