Anti-retroviral and cytostatic activity of 2′,3′-dideoxyribonucleoside 3′-disulfides

Bioorganic and Medicinal Chemistry

Volumn 16, Issue 14, 2008, Pages 6824-6831

  Gerland, Béatrice ^a   Désiré, Jérôme ^a   Balzarini, Jan ^b   Décout, Jean Luc ^a  

^a UNIV GRENOBLE ALPES   (France)

^b REGA INSTITUTE FOR MEDICAL RESEARCH   (Belgium)

Author keywords

Antiviral; Disulfides; HIV; MSV; Nucleosides; Reverse transcriptase

Indexed keywords

2',3' DIDEOXY 3' (2 AMINOETHYLDITHIO)THYMIDINE; 2',3' DIDEOXY 3' (2 HYDROXYETHYLDITHIO)THYMIDINE; 2',3' DIDEOXY 3' (2 NITROPHENYLDITHIO)THYMIDINE; 2',3' DIDEOXY 3' (4 NITROPHENYLDITHIO)THYMIDINE; 2',3' DIDEOXY 3' (6 HYDROXYHEXYLDITHIO)THYMIDINE; 2',3' DIDEOXY 3' ALLYLDITHIOTHYMIDINE; 2',3' DIDEOXY 3' BUTYLDITHIOTHYMIDINE; 2',3' DIDEOXY 3' HEXYLDITHIOTHYMIDINE; 2',3' DIDEOXY 3' MERCAPTOTHYMIDINE 5' TRIPHOSPHATE; 2',3' DIDEOXY 3' METHYLDITHIOCYTIDINE; 2',3' DIDEOXY 3' METHYLDITHIOURIDINE; 2',3' DIDEOXY 3' OCTYLDITHIOTHYMIDINE; 2',3' DIDEOXY 3' TRICHLOROMETHYLDITHIOTHYMIDINE; 5 BROMO 2',3' DIDEOXY 3' METHYLDITHIOURIDINE; ANTIRETROVIRUS AGENT; BIS(2',3' DIDEOXY 5 BROMOURIDIN 3' YL)DISULFIDE; CELL EXTRACT; CYTOSTATIC AGENT; DISULFIDE; NUCLEOSIDE DERIVATIVE; TENOFOVIR; THYMIDINE KINASE; UNCLASSIFIED DRUG;

ANTIVIRAL ACTIVITY; ARTICLE; CONCENTRATION RESPONSE; CONTROLLED STUDY; CYTOSTASIS; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN; HUMAN CELL; HUMAN IMMUNODEFICIENCY VIRUS 1; HUMAN IMMUNODEFICIENCY VIRUS 2; PROTEIN PHOSPHORYLATION; T LYMPHOCYTE;

MAIZE STREAK VIRUS;

EID: 47549116528     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2008.05.065     Document Type: Article

References (28)

1. Wnuk S.F. Tetrahedron 49 (1993) 9877
2. Yokoyama M. Synthesis (2000) 1637
3. Chambert S., and Décout J.-L. Org. Prep. Proced. Int. 34 (2002) 27
4. Décout J.-L., and Wnuk S.F. In: Schinazi R.F., and Liotta D.C. (Eds). Frontiers in Nucleosides and Nucleic Acids (2004), IHL Press, Tucker, USA 235-266
5. Wilson L.J., Hager M.W., El-Kattan Y.A., and Liotta D.C. Synthesis (1995) 1465
6. Fernandez-Bolanos J.G., Al-Masoudi N.A., and Maya I. Adv. Carbohydr. Chem. Biochem. 57 (2001) 21
7. Gumina G., Chong Y., Choo H., Song G.-Y., and Chu C.K. Curr. Top. Med. Chem. 2 (2002) 1065
8. Pathak T. Chem. Rev. 102 (2002) 1623
9. Herdewijn P., Balzarini J., Baba M., Pauwels R., Van Aerschot A., Janssen G., and De Clercq E. J. Med. Chem. 31 (1988) 2040
10. Yuzhakov A.A., Chidzhavadze Z.G., Bibilashvilli R.S., Kraevskii A.A., Galegov G.A., Korneeva M.N., Nosik D.N., and Kilesso T.Y. Bioorg. Khim. 17 (1991) 504
11. Yuzhakov A.A., Chidgeavadze Z.G., and Beabealashvilli R. FEBS Lett. 306 (1992) 185
12. Yuzhakov A.A., Chidgeavadze Z.G., and Beabealashvilli R.S. Bioorg. Khim. 19 (1993) 307
13. Meena M.S., Pierce K., Szostak J.W., and Mc Laughlin L.W. Org. Lett. 9 (2007) 1161
14. Roy B., Chambert S., Lepoivre M., Aubertin A.-M., Balzarini J., and Décout J.-L. J. Med. Chem. 46 (2003) 2565
15. Dueholm K.L., Aly Y.L., Joergensen P.T., El-Barbary A.A., Pedersen E.B., and Nielsen C. Monatsch. Chem. 124 (1993) 37
16. Chambert S., Gautier-Luneau I., Fontecave M., and Décout J.-L. J. Org. Chem. 65 (2000) 249
17. Chambert S., Désiré J., and Décout J.-L. Synthesis 16 (2002) 2319
18. Aviñó A., Garcia R.G., Albericio F., Mann M., Wilm M., Neubauer G., and Eritja R. Bioorg. Med. Chem. 4 (1996) 1649
19. Chen J.-K., Schultz R.G., Lioyd D.H., and Gryaznov S.M. Nucleic Acids Res. 23 (1995) 2661
20. Gerland B., Désiré J., Lepoivre M., and Décout J.-L. Org. Lett. 9 (2007) 3021
21. Décout, J.-L.; Gerland, B.; Désiré, J. French patent application 06/03614.
22. Brazier J.A., Fisher J., and Cosstick R. Angew. Chem. Int. Ed. 45 (2006) 114
23. Elliott S.L., Brazier J.A., Cosstick R., and Connolly B.A. J. Mol. Biol. 353 (2005) 692
24. Beevers A.P.G., Fettes K.J., Sabbagh G., Murad F.K., Arnold J.R.P., Cosstick R., and Fisher J. Org. Biomol. Chem. 2 (2004) 114
25. Chambert S., Thomasson F., and Décout J.-L. J. Org. Chem. 67 (2002) 1898
26. Saito G., Swanson J.A., and Lee K.-D. Adv. Drug Delivery Rev. 55 (2003) 199
27. Celtech Group, and Niculescu-Duvaz I. Curr. Opin. Mol. Ther. 2 (2000) 691
28. Balzarini J., Celen S., Karlsson A., de Groot T., Verbruggen A., and Bormans G. Antiviral Chem. Chemother. 17 (2006) 17