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Synthesis and antiviral activities of N-9-oxypurine 1,3-Dioxolane and 1,3-oxathiolane nucleosides

  • Published:2000-10 Issue:19 Volume:10 Page:2223-2226
  • ISSN:0960-894X
  • Container-title:Bioorganic & Medicinal Chemistry Letters
  • language:en
  • Short-container-title:Bioorganic & Medicinal Chemistry Letters

Author:

Nguyen-Ba Nghe,Lee Nola,Chan Laval,Zacharie Boulos

Publisher

Elsevier BV

Subject

Organic Chemistry,Clinical Biochemistry,Drug Discovery,Pharmaceutical Science,Molecular Biology,Molecular Medicine,Biochemistry

Reference14 articles.

1. 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.

2. (a) Mitsuya, H.; Broder, S. Proc. Natl. Acad. Sci. U.S.A. 1986, 83, 1911. (b) Yarchoan, R.; Mitsuya, H.; Thomas, R. V.; Pluda, J. M.; Hartman, N. R.; Perno, C.-F.; Marczyk, K. S.; Allain, J.-P.; Johns, D. G.; Broder, S. Science 1989, 245, 412. (c) Lin, T.-S.; Schinazi, R. F.; Prusoff, W. H. Biochem. Pharmacol. 1987, 36, 2713.

3. (a) For a recent review, see De Clerq, E. J. Med. Chem. 1995, 38, 2491. (b) Peterson, M. L.; Vince, R. J. Med. Chem. 1991, 34, 2787 and references cited therein.

4. (a) Belleau, B.; Brasili, L.; Chan, L.; DiMarco, M. D.; Zacharie, B.; Nguyen-Ba, N.; Jenkinson, H. J.; Coates, J. A. V.; Cameron, J. M. Bioorg. Med. Chem. Lett. 1993, 3, 1723. (b) Bamford, M. J.; Humber, D. C.; Storer, R. Tetrahedron Lett. 1991, 32, 271 and references cited therein. (c) Branalt, J.; Kvarnstrom, I. J. Org. Chem 1996, 61, 3604 and references cited therein.

5. (a) Nguyen-Ba, N.; Brown, W. L.; Chan, L.; Lee, N.; Brasili, L.; Lafleur, D.; Zacharie, B. Chem. Commun. 1999, 1245. (b) Nguyen-Ba, N.; Brown, W. L.; Lee, N.; Zacharie, B. Synthesis 1998, 759. (c) Coates, J. A. V.; Cammack, N.; Jenkinson, H. J.; Mutton, I. M.; Pearson, B. A.; Storer, R.; Cameron, J. M.; Penn, C. R. Antimicrob. Agents Chemother. 1992, 36, 202. (d) Chun, M. W.; Shin, D. H.; Moon, H. R.; Lee, J.; Park, H.; Jeong, L. S. Bioorg. Med. Chem. Lett. 1997, 7, 1475.

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