Acyclic nucleoside phosphonates with 5-azacytosine base moiety substituted in C-6 position

Bioorganic and Medicinal Chemistry

Volumn 18, Issue 1, 2010, Pages 387-395

  Krečmerová, Marcela ^a   Masojídková, Milena ^a   Holý, Antonín ^a  

^a INSTITUTE OF ORGANIC CHEMISTRY AND BIOCHEMISTRY   (Czech Republic)

Author keywords

5 Azacytosine; Acyclic nucleoside phosphonates; Antivirals; Carbamoylguanidine; Condensation; Orthoesters

Indexed keywords

1 [3 HYDROXY 2 (PHOSPHONOMETHOXY)PROPYL] 6 PHENYL 5 AZACYTOSINE; 1 [3 HYDROXY 2 (PHOSPHONOMETHOXY)PROPYL] 6 PROPYL 5 AZACYTOSINE; 1 [3 HYDROXY 2 (PHOSPHONOMETHOXY)PROPYL]6 METHYL 5 AZACYTOSINE; 3 [ 2 (ISOPROPOXYPHOSPHORYL)METHOXY 3 HYDROXYPROPYL] 5 AZACYTOSINE; 3 [3 HYDROXY 2 (PHOSPHONOMETHOXY)PROPYL] 5 AZACYTOSINE; 3 [3 HYDROXY 2 (PHOSPHONOMETHOXY)PROPYL] 6 METHYL 5 AZACYTOSINE; 6 BUTYL 1 [3 HYDROXY 2 (PHOSPHONOMETHOXY)PROPYL] 5 AZACYTOSINE; 6 ETHYL 1 [3 HYDROXY 2 (PHOSPHONOMETHOXY)PROPYL] 5 AZACYTOSINE; ACETONITRILE DERIVATIVE; ACYCLIC NUCLEOSIDE; AMMONIA; ANTIVIRUS AGENT; BROMOTRIMETHYLSILANE; CIDOFOVIR; DIISOPROPYL ESTER DERIVATIVE; ESTER DERIVATIVE; PHOSPHONIC ACID DERIVATIVE; SILANE DERIVATIVE; UNCLASSIFIED DRUG;

ANTIVIRAL ACTIVITY; ARTICLE; BIOLOGICAL ACTIVITY; CONTROLLED STUDY; DEPROTECTION REACTION; DRUG ACTIVITY; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN; HUMAN CELL; HYDROLYSIS; NONHUMAN; SINDBIS VIRUS;

ANIMALS; ANTIVIRAL AGENTS; CELL LINE; CERCOPITHECUS AETHIOPS; CYTOSINE; HUMANS; NUCLEOSIDES; PHOSPHONIC ACIDS; VERO CELLS; VIRUS DISEASES; VIRUSES;

RNA VIRUSES; SINDBIS VIRUS;

EID: 72049093200     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2009.10.044     Document Type: Article

References (28)

1. Pískala A., and Šorm F. Collect. Czech. Chem. Commun. 29 (1964) 2060
2. Pliml J., and Šorm F. Collect. Czech. Chem. Commun. 29 (1964) 2576
3. Kuykendall J.R. Ann. Pharmacother. 39 (2005) 1700
4. Momparler R.L., Bouffard D.Y., Momparler L.F., Dionne J., Belanger K., and Ayoub J. Anticancer Drugs 8 (1997) 358
5. Thibault A., Figg W.D., Bergan R.C., Lush R.M., Myers C.E., Tompkins A., Reed E., and Samid D. Tumori 84 (1998) 87
6. Jones P.A. Cell 40 (1985) 485
7. Momparler R.L., Cote S., and Eliopoulos N. Leukemia 11 (1997) S1-S6
8. Momparler R.L., Cote S., and Eliopoulos N. Leukemia 11 (1997) 175
9. Bender C.M., Pao M.M., and Jones P.A. Cancer Res. 58 (1998) 95
10. Jones P.A., and Baylin S.B. Nat. Rev. Genet. 3 (2002) 415
11. Hájek M., Votruba I., Holý A., Krečmerová M., and Tloušt'ová E. Alpha Biochem. Pharmacol. 75 (2008) 965
12. Holý A. Curr. Pharm. Des. 9 (2003) 2567
13. Krečmerová M., Holý A., Pískala A., Masojídková M., Balzarini J., Andrei G., Snoeck R., Naesens L., Neyts J., and De Clercq E. J. Med. Chem. 50 (2007) 1069
14. Krečmerová M., Holý A., Pohl R., Masojídková M., Andrei G., Naesens L., Neyts J., Balzarini J., De Clercq E., and Snoeck R. J. Med. Chem. 50 (2007) 5765
15. Berenguer J., and Mallolas J. Clin. Infect. Dis. 30 (2000) 182
16. Calista D. J. Eur. Acad. Dermatol. Venereol. 14 (2000) 484
17. Bielamowicz S., Villagomez V., Stager S.V., and Wilson W.R. Laryngoscope 112 (2002) 696
18. Snoeck R., Wellens W., Desloovere C., Van Ranst M., Naesens L., De Clercq E., and Feenstra L. J. Med. Virol. 54 (1998) 219
19. Segarra-Newnham M., and Vodolo K.M. Ann. Pharmacother. 35 (2001) 741
20. Gasnault J., Kousignian P., Kahraman M., Rahoiljaon J., Matheron S., Delfraissy J.F., and Taoufik Y. J. Neurovirol. 7 (2001) 375
21. Legrand F., Berrebi D., Houhou N., Freymuth F., Faye A., Duval M., Mougenot J.F., Peuchmaur M., and Vilmer E. Bone Marrow Transplant. 27 (2001) 621
22. Bray M., and Wright M.E. Clin. Infect. Dis. 36 (2003) 766
23. Dračínský M., Krečmerová M., and Holý A. Bioorg. Med. Chem. 16 (2008) 6778
24. Pithová P., Pískala A., Pitha J., and Šorm F. Collect. Czech. Chem. Commun. 30 (1965) 2801
25. Pískala A. Collect. Czech. Chem. Commun. 32 (1967) 3966
26. Stresemann C., and Lyko F. Int. J. Cancer 123 (2008) 8
27. Hocek M., Masojídková M., Holý A., Andrei G., Snoeck R., Balzarini J., and De Clercq E. Czech. Chem. Commun. 61 (1996) 1525
28. Wyles D.L., Kaihara K.A., Korba B.E., Schooley R.T., Beadle J.R., and Hostetler K.Y. Antimicrob. Agents Chemother. 53 (2009) 2660