Synthesis and Biological Activities of 2′-Modified 4′-Thionucleosides

Abstract We have synthesized 4′-thioDMDC, 4′-thiogemcitabine, and 4′-thioarabinonucleosides, as potential antitumor and antiviral agents, originated from D-glucose. Biological activities of these compounds are also described.

[1]  A. Matsuda,et al.  A Novel Synthesis of New Antineoplastic 2‘-Deoxy-2‘-substituted-4‘-thiocytidines , 1996 .

[2]  J. Cameron,et al.  (-)-2'-deoxy-3'-thiacytidine is a potent, highly selective inhibitor of human immunodeficiency virus type 1 and type 2 replication in vitro , 1992, Antimicrobial Agents and Chemotherapy.

[3]  R. Schinazi,et al.  Activities of the four optical isomers of 2',3'-dideoxy-3'-thiacytidine (BCH-189) against human immunodeficiency virus type 1 in human lymphocytes , 1992, Antimicrobial Agents and Chemotherapy.

[4]  R. T. Walker,et al.  The synthesis and antiviral activity of some 4'-thio-2'-deoxy nucleoside analogues. , 1991, Journal of medicinal chemistry.

[5]  J. M. Riordan,et al.  Synthesis and biological activity of 2'-deoxy-4'-thio pyrimidine nucleosides. , 1991, Journal of medicinal chemistry.

[6]  A. Matsuda,et al.  Antitumor activity of 2'-deoxy-2'-methylidenecytidine, a new 2'-deoxycytidine derivative. , 1991, Cancer research.

[7]  L. Hertel,et al.  Evaluation of the antitumor activity of gemcitabine (2',2'-difluoro-2'-deoxycytidine). , 1990, Cancer research.

[8]  D W Barry,et al.  3'-Azido-3'-deoxythymidine (BW A509U): an antiviral agent that inhibits the infectivity and cytopathic effect of human T-lymphotropic virus type III/lymphadenopathy-associated virus in vitro. , 1985, Proceedings of the National Academy of Sciences of the United States of America.

[9]  R. Whistler,et al.  4-thio-D-arabinofuranosylpyrimidine nucleosides. , 1971, The Journal of organic chemistry.

[10]  L. Goodman,et al.  Thio sugars. Synthesis of the adenine nucleosides of 4-thio-D-xylose and 4-thio-D-arabinose. , 1968, The Journal of organic chemistry.