2'-fluorinated Arabinonucleosides of 5-(2-Haloalkyl)uracil: Synthesis and Antiviral Activity

Journal of Medicinal Chemistry

Volumn 30, Issue 7, 1987, Pages 1199-1204

  Griengl, Herfried ^a   Wanek, Erich ^a   Schwarz, Wolfgang ^a   Streicher, Wolfgang ^b   Rosenwirth, Brigitte ^b   De Clercq, Erik ^c  

^a GRAZ UNIVERSITY OF TECHNOLOGY   (Austria)

^b NOVARTIS PHARMA AG   (Switzerland)

^c REGA INSTITUTE FOR MEDICAL RESEARCH   (Belgium)

Author keywords

[No Author keywords available]

Indexed keywords

PRIORITY JOURNAL;

EID: 0023220484     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm00390a013     Document Type: Article

References (29)

1. De Clercq, E.; Descamps, J.; De Somer, P.; Barr, P. J.; Jones, A. S.; Walker, R. T. Proc. Natl. Acad. Sci. U. S. A. 1979, 76, 2947.
2. Griengl, H.; Bodenteich, M.; Hayden, W.; Wanek, E.; Streicher, W.; Stutz, P.; Bachmayer, H.; Ghazzouli, I.; Rosenwirth, B. J. Med. Chem. 1985. 28. 1679.
3. De Clercq, D. In Approaches to Antiviral Agents; Harnden, M. R., Ed.; Macmillan: London, 1985; p 57.
4. De Clercq, E.; Descamps, J.; Ogata, M.; Shigeta, S. Antimicrob. Agents Chemother. 1982. 21, 33.
5. De Clercq, E.; Rosenwirth, B. Antimicrob. Agents Chemother. 1985, 28, 246.
6. Rosenwirth, B.; Griengl, H.; Wanek, E.; De Clercq, E. Antiviral Res. 1985. Sunni. 1. 21.
7. North, T. W.; Cohen, S. S. Pharmacol. Ther. 1979, 4, 81.
8. Watanabe, K. A.; Reichmann, U.; Hirota, K.; Lopez, C.; Fox, J. J. J. Med. Chem., 1979, 22, 21.
9. Fox, J. J.; Watanabe, K. A.; Lopez, C.; Phillips, F. S.; Ley-Land-Jones, B. In Herpesvirus—Clinical, Pharmacological and Basic Aspects; Shiota, H., Cheng, Y. C., Prusoff, W. H., Eds.; Excerpta Medica; Amsterdam, 1982; P 135.
10. Watanabe, K. A.; Su, T.; Klein, R. S.; Chu, C. K.; Matsuda, A.; Chun, M. W.;Lopez, C.; Fox, J. J. J. Med. Chem. 1983, 26, 152.
11. Watanabe, K. A.; Su, T.; Reichman, U.; Greenberg, N.; Lopez, C.; Fox, J. J. J. Med. Chem. 1984, 27, 91.
12. Su, T.; Watanabe, K. A.; Shinazi, R. F.; Fox, J. J. J. Med. Chem. 1986, 29, 151.
13. Lopez, C.; Watanabe, K. A.; Fox, J. J. Antimicrob. Agents Chemother. 1980, 17, 803.
14. Colacino, J. M.; Lopez, C. Antimicrob. Agents Chemother. 1983, 24, 505.
15. Mar, E. C.; Patel, P. C.; Cheng, Y. C.; Fox, J. J.; Watanabe, K. A.; Huang, E. S. J. Gen. Virol. 1984. 65. 47.
16. Perlman, M. E.; Watanabe, K. A.; Schinazi, R. F.; Fox, J. J. J. Med. Chem. 1985, 28, 741.
17. Fissekis, J. D.; Myless, K.; Brown, G. B. J. Org. Chem. 1964, 29. 2670.
18. Fissekis, J. D.; Sweet, F. J. Org. Chem. 1973, 38, 264.
19. Glaudemans, C. P. J.; Fletcher, H. G. Synth. Proc. Nucleic Acid Chem. 1968, 126.
20. Glaudemans, C. P. J.; Fletcher, H. G. J. Am. Chem. Soc. 1965, 87, 4636.
21. Appel, R. Angew. Chem. 1975, 24, 863.
22. Ponpipom, M. M.; Hanessian, S. Carbohydr. Res. 1971, 18, 342.
23. Reichmann, U.; Watanabe, K. A.; Fox, J. J. Carbohydr. Res. 1975, 42, 233.
24. Cheng, Y. C.; Dutschman, G.; Fox, J. J.; Watanabe, K. A.; Machida, H. Antimicrob, Agents Chemother. 1981, 20, 420.
25. Brossmer, R.; Roehm, E. Ann. Chem. 1966, 692, 119.
26. Hoffer, M. Chem. Ber. 1960, 93, 2777.
27. Jones, A. S.; Verhelst, G.; Walker, R. T. Tetrahedron Lett., 1979, 45, 4415.
28. Schaeffer, H. J.; Beauchamp, L.; de Miranda, P.; Elion, G. B.; Bauer, D. J.; Collins, P. Nature (London) 1978, 272, 583.
29. Martin, J. C.; Dvorak, C. A.; Smee, D. F.; Matthews, T. R.; Verheyden, J. P. H. J. Med. Chem. 1983, 26, 759.