Synthetic strategies toward carbocyclic purine-pyrimidine hybrid nucleosides

Bioorganic and Medicinal Chemistry

Volumn 17, Issue 15, 2009, Pages 5520-5525

  Sadler, Joshua M ^a   Mosley, Sylvester L ^a   Dorgan, Kathleen M ^b   Zhou, Zhaohui Sunny ^b   Seley Radtke, Katherine L ^a  

^a UNIVERSITY OF MARYLAND BALTIMORE COUNTY   (United States)

^b WASHINGTON STATE UNIVERSITY   (United States)

Author keywords

Carbocyclic; Dual inhibitor; Hybrid; Nucleosides; Purine; Pyrimidine

Indexed keywords

NUCLEOSIDE DERIVATIVE; PURINE DERIVATIVE; PYRIMIDINE DERIVATIVE;

ARTICLE; DRUG ACTIVITY; DRUG DESIGN; DRUG STRUCTURE; DRUG SYNTHESIS;

ADENOSYLHOMOCYSTEINASE; ENZYME INHIBITORS; IMIDAZOLES; MOLECULAR STRUCTURE; PURINE NUCLEOSIDES; PYRIMIDINE NUCLEOSIDES; THIAZOLES; URACIL;

EID: 67651100855     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2009.06.039     Document Type: Article

References (26)

1. Silverman R.B. The Organic Chemistry of Drug Design and Drug Action (2004), Elsevier, Evanston
2. Kompis I.M., Islam K., and Then R.L. Chem. Rev. 105 (2005) 583
3. Lyon M.A., Ducruet A.P., Wipf P., and Lazo J.S. Nat. Rev. Drug Disc. 1 (2002) 961
4. Gangjee A., Li W., Yang J., and Kisliuk R.L. J. Med. Chem. 52 (2008) 68
5. Leonard N.J., and Laursen R.A. J. Am. Chem. Soc. 85 (1963) 2026
6. Leonard N.J., and Laursen R.A. Biochemistry 4 (1965) 354
7. Schmidt C.L., Rusho W.J., and Townsend L.B. J. Chem. Soc., Chem. Commun. (1971) 1515
8. Schmidt C.L., and Townsend L.B. J. Org. Chem. 40 (1975) 2476
9. Seley K.L., Mosley S.L., and Zeng F. Org. Lett. 5 (2003) 4401
10. De Clercq E. Nucleosides Nucleotides 17 (1998) 625
11. Marquez V.E. In: De Clercq E. (Ed). Adv Antivir Drug Des Vol. 2 (1996), JAI Press, Greenwich 89
12. Marquez V.E., and Lim M.-I. Med. Res. Rev. 6 (1986) 1
13. De Clercq E. Biochem. Pharmacol. 36 (1987) 2567
14. Borcherding D.R., Scholtz S.A., and Borchardt R.T. J. Org. Chem. 52 (1987) 5457
15. Hasobe M., Liang H., Ault-Riche D.B., Borcherding D.R., Wolfe M.S., and Borchardt R.T. Antivir. Chem. Chemother. 4 (1993) 245
16. Hasobe M., McKee J.G., Borcherding D.R., and Borchardt R.T. Antimicrob. Agents Chemother. 31 (1987) 1849
17. Hasobe M., McKee J.G., Borcherding D.R., Keller B.T., and Borchardt R.T. Mol. Pharmacol. 33 (1988) 713
18. Mosley S.L., Bakke B.A., Sadler J.M., Sunkara N.K., Dorgan K.M., Zhou Z.S., and Seley-Radtke K.L. Bioorg. Med. Chem. 14 (2006) 7967
19. Pan B.-C., Chen Z.-H., Chu E., Wang Chu M.-Y., and Chu S.-H. Nucleosides Nucleotides 17 (1998) 2367
20. Goldman I.M. J. Org. Chem. 34 (1969) 3285
21. Mizuno Y., Watanabe Y., and Ikeda K. Chem. Pharm. Bull. 22 (1974) 1198
22. Jaime-Figueroa S., Zamilpa A., Guzman A., Morgans J., and David J. Synth. Commun. 31 (2001) 3739
23. Seley K.L., Zhang L., and Hagos A. Org. Lett. 3 (2001) 3209
24. Seley K.L., Zhang L., Hagos A., and Quirk S. J. Org. Chem. 67 (2002) 3365
25. Seley K.L., Januszczyk P., Hagos A., Zhang L., and Dransfield D.T. J. Med. Chem. 43 (2000) 4877
26. Elrod P., Zhang J., Yang X., Yin D.H., Hu Y., Borchardt R.T., and Schowen R.L. Biochemistry 41 (2002) 8134