α,α-Trehalose derivatives bearing guanidino groups as inhibitors to HIV-1 Tat-TAR RNA interaction in human cells

Bioorganic and Medicinal Chemistry Letters

Volumn 14, Issue 10, 2004, Pages 2585-2588

  Wang, Min ^a,b   Xu, Zhidong ^a,b   Tu, Pengfei ^a   Yu, Xiaolin ^a   Xiao, Sulong ^a   Yang, Ming ^a  

^a PEKING UNIVERSITY   (China)

^b HEBEI UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

Author keywords

, Trehalose; Guanidino groups; Tat TAR interaction

Indexed keywords

6,6' DIAMINO 6,6' DIDEOXY ALPHA,ALPHA TREHALOSE; AMINO ACID; GUANIDINE DERIVATIVE; PROTEIN INHIBITOR; TRANSACTIVATOR PROTEIN; TREHALOSE; UNCLASSIFIED DRUG; VIRUS PROTEIN; VIRUS RNA;

ACETYLATION; ARTICLE; BROMINATION; CARBON NUCLEAR MAGNETIC RESONANCE; DEACETYLATION; DEPROTECTION REACTION; DRUG DESIGN; DRUG SYNTHESIS; EMBRYO; HUMAN; HUMAN CELL; HUMAN IMMUNODEFICIENCY VIRUS 1; KIDNEY CELL; MOLECULAR INTERACTION; PROTON NUCLEAR MAGNETIC RESONANCE; REDUCTION; RNA BINDING; TRANSACTIVATION; VIRUS INHIBITION; VIRUS REPLICATION;

ANTI-HIV AGENTS; BINDING, COMPETITIVE; CELL LINE; CHLORAMPHENICOL O-ACETYLTRANSFERASE; GENE PRODUCTS, TAT; GUANIDINE; HIV LONG TERMINAL REPEAT; HIV-1; HUMANS; RNA, VIRAL; STRUCTURE-ACTIVITY RELATIONSHIP; TREHALOSE;

HUMAN IMMUNODEFICIENCY VIRUS 1;

EID: 1942502683     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2004.02.073     Document Type: Article

References (28)

1. Dayton A.I., Sodroski J.G., Rosen C.A., Goh W.C., Haseltine W.A. Cell. 44:1986;941.
2. Rosen C.A., Sodroski J.G., Goh W.C., Dayton A.I., Loppke J., Haseltine W.A. Nature. 319:1986;555.
3. Fisher A.G., Feinberg M.B., Josephs S.F., Harper M.E., Marselle L.M., Reyes G., Gonda M.A., Aldovini A., Debouck C., Gallo R.C., Wong-Staal F. Nature. 320:1986;367.
4. Jones K.A., Peterlin B.M. Annu. Rev. Biochem. 63:1994;717.
5. Emerman M., Guyader M., Montagnier L., Baltimore D., Muesing M.A. EMBO J. 6:1987;3755.
6. Ruben S., Perkins A., Purcell R., Joung K., Sia R., Burghoff R., Haseltine W.A., Rosen C.A. J. Virol. 63:1989;1.
7. Hauber J., Malim M.H., Cullen B.R. J. Virol. 63:1989;1181.
8. Weeks K.M., Ampe C., Schultz S.C., Steitz T.A., Crothers D.M. Science. 249:1990;1281.
9. Calnan B.J., Tidor B., Biancalana S., Hudson D., Frankel A.D. Science. 252:1991;1167.
10. Karn J., Graeble M.A. Trends Genet. 8:1992;365.
11. Wang X., Huq I., Rana T.M. J. Am. Chem. Soc. 119:1997;6444.
12. Tamilarasu N., Huq I., Rana T.M. J. Am. Chem. Soc. 121:1999;1597.
13. O'Brien W.A., Sumner-Smith M., Mao S.H., Sadeghi S., Zhao J.Q., Chen I.S.Y. J. Virol. 70:1996;2825.
14. Hamy F., Felder E.R., Heizmann G., Lazdins J., Aboul-Ela F., Varani G., Karn J., Klimkait T. Proc. Natl. Acad. Sci. U.S.A. 94:1997;3548.
15. Mei H.Y., Galan A.A., Halim N.S., Mack D.P., Moreland D.W., Sanders K.B., Truong H.N., Czarnik A.W. Bioorg. Med. Chem. Lett. 5:1995;2755.
16. Litovchick A., Evdokimov A.G., Lapidot A. Biochemistry. 39:2000;2838.
17. Hamasaki K., Ueno A. Bioorg. Med. Chem. Lett. 11:2001;591.
18. Litovchick A., Evdokimov A.G., Lapidot A. FEBS Lett. 445:1999;73.
19. Hanessian S., Lavallee P. J. Antibiot., Sec. A. 25:1972;683.
20. Birch G., Richardson A.C. Carbohydr. Res. 8:1968;411.
21. Greenberg W.A., Scott Priestley E., Sears P.S., Alper P.B., Rosenbohm C., Hendrix M., Hung S.C., Wong C.H. J. Am. Chem. Soc. 121:1999;6527.
22. Malik A.A., Preston S.B., Archibald T.G., Cohen M.P., Baum K. Synthesis. 1989;450.
23. 2O: C, 35.39; H, 6.75; N, 15.01. Found: C, 35.21; H, 6.89; N, 14.90.
24. Su W.G. Synth. Commun. 26:1996;407.
25. Chandrakumar N.S. Synth. Commun. 26:1996;2613.
26. Huq I., Ping Y., Tamilarasu N., Rana T.M. Biochemistry. 38:1999;5172.
27. Choudhury I., Wang J., Stein S., Rabson A., Leibowitz M.J. J. Gen. Virol. 80:1999;777.
28. Litovchick A., Lapidot A., Eisenstein M., Kalinkovich A., Borkow G. Biochemistry. 40:2001;15612.