An efficient, short synthesis and potent anti-hepatitis B viral activity of a novel ring-expanded purine nucleoside analogue containing a 5:7-fused, planar, aromatic, imidazo[4,5-e][1,3]diazepine ring system

Nucleosides and Nucleotides

Volumn 18, Issue 3, 1999, Pages 331-335

  Chen, Huan Ming ^a   Sood, Ramesh ^b   Hosmane, Ramachandra S ^a  

^a UNIVERSITY OF MARYLAND BALTIMORE COUNTY   (United States)

^b Nabi Biopharmaceuticals   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

6 AMINO 8 HDYROXY 4H 1 BETA DEXTRO RIBOFURANOSYLIMIDAZO[4,5 E][1,3]DIAZEPIN 4 ONE; ANTIVIRUS AGENT; GUANIDINE; IMIDAZOLE DERIVATIVE; METHYL 1 BETA DEXTRO RIBOFURANOSYLIMIDAZOLE 4,5 DICARBOXYLATE; PURINE NUCLEOSIDE DERIVATIVE; UNCLASSIFIED DRUG; VIRUS DNA;

ANTIVIRAL ACTIVITY; ARTICLE; CONTROLLED STUDY; DRUG POTENCY; DRUG SYNTHESIS; HEPATITIS B; HEPATITIS B VIRUS; HEPATOMA CELL; HUMAN; HUMAN CELL; IN VITRO STUDY; MASS SPECTROMETRY; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 0032895085     PISSN: 07328311     EISSN: None     Source Type: Journal    
DOI: 10.1080/15257779908043079     Document Type: Article

References (25)

1. (a) Rajappan, V. P.; Hosmane, R. S. Nucleosides & Nucleotides 1998, 17, 1141.
2. (b) Hosmane, R. S.; Hong, M. Biochem. Biophys. Res. Commun. 1997, 236, 88.
3. (c) Burnett, F. N.; Hosmane, R. S. Heterocycles 1997, 45, 857.
4. (d) Bhan, A.; Hosmane, R. S. Tetrahedron Lett. 1994, 35, 6831.
5. (e) Wang, L.; Bhan, A.; Hosmane, R. S. Nucleosides & Nucleotides 1994, 13, 2307.
6. (f) Bhan, A.; Hosmane, R. S. J. Heterocycl. Chem. 1993, 30, 1453.
7. (g) Bhan, A.; Hosmane, R. S. Nucleosides & Nucleotides 1992, 11, 1175.
8. (h) Bhadti, V. S.; Hosmane, R. S.; Hulce, M. Nucleosides & Nucleotides 1992, 11, 1137.
9. (i) Hosmane, R. S.; Vaidya, V. P.; Chung, M. K.; Siriwardane, U.; Zhang, H.; Hosmane, N. S. Nucleosides & Nucleotides 1991, 10, 1693.
10. (j) Hosmane, R.S.; Bhan, A.; Hulce, M.; Zhang, H.M.; Hosmane, N.S. Nucleosides & Nucleotides 1991, 10, 819.
11. (k) Hosmane, R.S.; Bhan, A.; Karpel, R.L.; Siriwardane, U.; Hosmane, N.S. J. Org. Chem. 1990, 55, 5882.
12. (l) Hosmane, R.S.; Bhan, A. Nucleosides & Nucleotides 1990, 9, 913.
13. (m) Hosmane, R.S.; Bhadti, V.S.; Lim, B.B. Synthesis 1990, 1095.
14. (n) Hosmane, R.S.; Bhan, A. J. Heterocycl. Chem. 1990, 27, 2189.
15. (o) Hosmane, R.S.; Bhan, A. Biochem. Biophys. Res. Commun. 1989, 165, 106.
16. (a) Wyss, P. C.; Fischer, U. Helv. Chim. Acta 1978, 61, 3149.
17. (b) Cook, P. D.; Dea, P.; Robins, R. K. J. Heterocyclic Chem. 1978, 15, 1.
18. (c) Cook, P. D.; Robins, R. K. in Nucleic Acid Chemistry, Part 1, Townsend, L. B and Tipson, R. S., Ed.; John Wiley, Inc., New York, 1978, p 211.
19. (d) Fischer, U.; Wyss, P. C. Ger. Offen. 2735458, 1978; Chem. Abstr. 89:24726e, 1978.
20. (e) Fischer, U.; Wyss, P. C. Belg. 857512, 1978; Chem. Abstr. 89:44128q, 1978.
21. (f) Tapiero, C.; Imbach, J. L.; Panzicka, R. P.; Townsend, L. B. J. Carbohyd. Nucleosides Nucleotides 1976, 3, 191.
22. (a) The antiviral assays were performed by the National Institute of Allergy and Infectious Diseases.
23. (b) Korba, B. E.; Milman, G. Antiviral Res. 1991, 15, 217.
24. Doong, S. L.; Tsai, C. H.; Schinazi, R. F.; Liotta, D. C.; Cheng, Y. C. Proc. Nat. Acad. Sci. USA 1991, 88, 8495.
25. Acs, G.; Sells, M. A.; Purcell, R. H.; Price, P.; Engle, R.; Shapiro, M.; Popper, H. Proc. Nat. Acad. Sci. 1987, 84, 4641.