1. Academic Validation
  2. Synthesis and anti-HIV activity of 4'-thio-2',3'-dideoxynucleosides

Synthesis and anti-HIV activity of 4'-thio-2',3'-dideoxynucleosides

  • J Med Chem. 1992 Feb 7;35(3):533-8. doi: 10.1021/jm00081a015.
J A Secrist 3rd 1 R M Riggs K N Tiwari J A Montgomery
Affiliations

Affiliation

  • 1 Kettering-Meyer Laboratory, Southern Research Institute, Birmingham, Alabama 35255-5305.
Abstract

A series of 2',3'-dideoxy-4'-thionucleoside analogues of purines and pyrimidines, including 4'-thioddI (17), 4'-thioddC (27), and 4'-thioAZT (34), were synthesized and evaluated for their inhibitory activity against human immunodeficiency virus (HIV). A stereospecific synthesis of the 2,3-dideoxy-4-thioribofuranosyl carbohydrate precursor 11 starting with L-glutamic acid is described. 2',3'-Dideoxy-4'-thiocytidine (27) displayed significant, but modest activity in vitro against human immunodeficiency virus.

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