Synthesis of 1,2-disubstituted carbocyclic nucleoside analogues of cytidine

Helvetica Chimica Acta

Volumn 89, Issue 5, 2006, Pages 954-961

  González Moa, María José ^c   Besada, Pedro ^c   Terán, Carmen ^a   Santana, Lourdes ^c   Uriarte, Eugenio ^c   Viña, Dolores ^b  

^a UNIVERSITY OF VIGO   (Spain)

^b UNIVERSITY OF SANTIAGO DE COMPOSTELA   (Spain)

^c NONE

Author keywords

[No Author keywords available]

Indexed keywords

DERIVATIVES; NITROGEN COMPOUNDS; REACTION KINETICS; SYNTHESIS (CHEMICAL);

AMINOLYSIS; CARBOCYCLIC NUCLEOSIDE; CYTIDINE; PYRIMIDINE;

NUCLEIC ACID SEQUENCES;

1 [2 (HYDROXYMETHYL)CYCLOHEXYL]CYTOSINE; 1 [2 (HYDROXYMETHYL)CYCLOPENT 4 EN 1 YL] 5 CHLOROCYTOSINE; 1 [2 (HYDROXYMETHYL)CYCLOPENT 4 EN 1 YL] 5 IODOCYTOSINE; 1 [2 (HYDROXYMETHYL)CYCLOPENT 4 EN 1 YL]CYTOSINE; 2,4,6 TRIISOPROPYLPHENYL)SULFONYL; 5 BROMO 1 [2 (HYDROXYMETHYL)CYCLOPENT 4 EN 1 YL]CYTOSINE; BENZENE DERIVATIVE; CYTIDINE DERIVATIVE; PYRIMIDINE DERIVATIVE; UNCLASSIFIED DRUG; URACIL DERIVATIVE;

AMINOLYSIS; ARTICLE; DRUG SYNTHESIS; PRIORITY JOURNAL;

EID: 33744948896     PISSN: 0018019X     EISSN: None     Source Type: Journal    
DOI: 10.1002/hlca.200690099     Document Type: Article

References (25)

1. 'Nucleoside Analogs in Cancer Therapy', Eds. D. K. Cheson, M. J. Keating, W. Plunkett, Marcel Dekker, New York, 1997.
2. 'Nucleosides and Nucleotides as Antitumor and Antiviral Agents', Eds. C. K. Chu, D. C. Baker, Plenum Press, New York, 1993.
3. C. Simons, 'Nucleotide Mimetics: Their Chemistry and Biological Properties', Gordon & Breach, Amsterdam, 2001.
4. A. Wog, I. Toth, Curr. Med. Chem. 2001, 8, 1123.
5. R. Wang, S. Harada, H. Mitsuya, J. Zemlicka, J. Med Chem. 2003, 46, 4799.
6. V. E. Marquez, in 'Advances in Antiviral Drug Design', Ed. E. De Clercq, JAI Press, Greenwich, 1996, Vol. 2, p. 89-146.
7. E. De Clercq, R. T. Walker, Prog. Med. Chem. 1986, 23, 187;
8. E. De Clercq, J. Balzarini, P. F. Torrence, M. P. Mertes, C. L. Schmidt, D. Shugar, P. J. Barr, A. S. Jones, G. Verhelst, R. T. Walker, Mol. Pharmacol. 1981, 19, 321;
9. A. Holý, E. De Clercq, Collect. Czech. Chem. C 1980, 45, 2364;
10. C. López, K. A. Watanabe, J. J. Fox, Antimicrob. Agents Chemother. 1980, 17, 303.
11. P. Besada, M. J. González-Moa, C. Terán, L. Santana, E. Uriarte, Synthesis 2002, 2245.
12. M. J. González-Moa, P. Besada, M. Teijeira, C. Terán, E. Uriarte, Synthesis 2004, 543.
13. D. Viña, L. Santana, E. Uriarte, E. Quezada, L. Valencia, Synthesis 2004, 2517.
14. D. Viña, L. Santana, E. Uriarte, C. Terán, Tetrahedron 2005, 61, 473.
15. P. Wang, L. A. Agrofoglio, M. G. Newton, C. K. Chu, J. Org. Chem. 1999, 64, 4173.
16. M. T. Crimmins, B. W. King, W. J. Zuercher, A. L. Choy, J. Org. Chem. 2000, 65, 8499.
17. O. R. Ludeck, C. Meier, Synthesis 2003, 2101.
18. H. P. Guan, M. B. Ksebati, E. R. Kern, J. Zemlincka, J. Org. Chem. 2000, 65, 5177;
19. J. Wang, J. Morral, C. Hendrix, P. Herdewijn, J. Org. Chem. 2001, 66, 8478;
20. J. Wang, D. Viña, R. Busson, P. Herdewijn, J. Org. Chem. 2003, 68, 4499.
21. P. Herdewijn, E. De Clercq, Bioorg. Med. Chem. Lett. 2001, 11, 1591.
22. R. Vince, M. Hua, J. Med. Chem. 1990, 33, 17.
23. N. Katagiri, M. Nomura, H. Sato, C. Kaneko, K. Yusa, T. Tsuruo, J. Med. Chem. 1992, 35, 1882.
24. W. L. Sung, J. Chem. Soc., Chem. Commun. 1981, 1089.
25. N. Bischofberger, Tetrahedron Lett. 1987, 28, 2821.