Synthesis and antiviral evaluation of 4'-hydroxymethyl-2',3'-dideoxy-3'-thianucleosides and their cyclic monophosphates

Bioorganic and Medicinal Chemistry Letters

Volumn 7, Issue 9, 1997, Pages 1199-1202

  Chao, Qi ^a   Nair, Vasu ^a  

^a E11 SSH   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIVIRUS AGENT; CYCLIC NUCLEOTIDE; NUCLEOSIDE ANALOG;

ANTIVIRAL ACTIVITY; ARTICLE; CHIRALITY; CONTROLLED STUDY; DRUG SYNTHESIS; HUMAN; HUMAN CELL; HUMAN IMMUNODEFICIENCY VIRUS; IN VITRO STUDY; METHODOLOGY; REACTION ANALYSIS;

EID: 0030963935     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(97)00178-9     Document Type: Article

References (19)

1. De Clercq, E. J. Med. Chem. 1995, 38, 2491.
2. Nair, V.; Jahnke, T. S. Antimicrob. Agents Chemother. 1995, 39, 1017.
3. Nair, V.; St. Clair, M. H.; Reardon, J. E.; Krasny, H. C.; Hazen, R. J.; Paff, M. T.; Boone, L. R.; Tisdale, M.; Najera, I.; Dornsife, R. E.; Averett, D. R.; Borroto-Esoda, K.; Yale, J. L.; Zimmerman, T. P.; Rideout, J. L. Antimicrob. Agents Chemother. 1995, 39, 1993.
4. O-Yang, C.; Kurz, W.; Eugui, E. M.; McRoberts, M. J.; Verheyden, J. P. H.; Kurz, L. J.; Walker, K. A. M. Tetrahedron Lett. 1992, 33, 41.
5. O-Yang, C.; Wu, H. Y.; Fraser-Smith, E. B.; Walker, K. A. M. Tetrahedron Lett. 1992, 33, 37.
6. Maag, H.; Rydzewski, R. M.; McRoberts, M. J.; Crawford-Ruth, D.; Verheyden, J. P. H.; Prisbe, E. J. J. Med. Chem. 1992, 35, 1440.
7. Hoshino, H.; Shimizu, N.; Simada, N.; Tclita, T.; Takenchi, T. J. Antibiotics 1987, 40, 1077.
8. Svansson, L.; Kvarnstrom, I.; Classon, B.; Samuelsson, B. J. Org. Chem. 1991, 56, 2993.
9. Zintek, L. B.; Jeon, G. S.; Nair, V. Heterocycles 1994, 37, 1853.
10. Sougdeyns, H.; Yao, X-J.; Gao, Q.; Belleau, B.; Kraus, J-L.; Nguyen-Ba, N.; Spira, B.; Wainberg, M. A. Antimicrob. Agents Chemother. 1991, 35, 1386.
11. 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.
12. Schinazi, R. F.; Chu, C. K.; Peck, A.; McMillan, A.; Mathis, R.; Cannon, D.; Jeong, L-S.; Beach, J. W.; Choi, W-B.; Yeola, S.; Liotta, D. C. Antimicrob. Agents Chemother. 1992, 36, 672.
13. Bischofberger, N.; Hitchcock, M. J. M.; Chen, M. S.; Barkhimer, D. B.; Cundy, K. C.; Lacy, S. A.; Lee, W. A.; Li, Z-H.; Mendel, D. B.; Smee, D. F.; Smith, J. L. Antimicrob. Agents Chemother. 1994, 38, 2387.
14. Smee, D. F.; Reist, E. J. Antimicrob. Agents Chemother. 1996, 40, 1964.
15. Hesse, G.; Jorder, I. Chem. Ber. 1952, 85, 924.
16. Kraus, J.-L.; Attardo, G. Synthesis 1991, 1046.
17. Clark, E. R.; Howes, J. G. B. J. Chem. Soc. 1956, 1152.
18. Hess, K.; Fink, H. Chem. Ber. 1915, 1986.
19. 6PS: C, 31.49; H, 3.23; N, 12.24. Found: C. 31.13; H, 3.05;N, 11.78.