Solid-phase synthesis of diamine and polyamine amino acid derivatives as HIV-1 Tat-TAR binding inhibitors

Bioorganic and Medicinal Chemistry

Volumn 11, Issue 1, 2003, Pages 87-94

  Bueno, G Jimenez ^a   Klimkait, T ^b   Gilbert, I H ^a   Simons, C ^a  

^a CARDIFF UNIVERSITY   (United Kingdom)

^b UNIVERSITY OF BASEL   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

ASPARAGINE DERIVATIVE; ASPARTIC ACID; DIAMINE DERIVATIVE; GLUTAMIC ACID; GLUTAMINE DERIVATIVE; HUMAN IMMUNODEFICIENCY VIRUS FUSION INHIBITOR; HYDROCHLORIC ACID; N 1 (9 AMINONONYL) 2 [[5 AMINO 1 [(9H 9 FLUORENYLMETHOXY)CARBOXAMIDO]PENTYL]CARBOXAMIDO]SUCCINAMIDE; N 1 [1 [(7 AMINODECYL)CARBAMOYL] 3 CARBAMOYLPROPYL]BENZAMIDE; N 1 [1 [(7 AMINODODECYL)CARBAMOYL] 3 CARBAMOYLPROPYL]BENZAMIDE; N 1 [1 [(7 AMINOHEPTYL)CARBAMOYL] 3 CARBAMOYLPROPYL]BENZAMIDE; N 1 [1 [(7 AMINONONYL)CARBAMOYL] 3 CARBAMOYLPROPYL]BENZAMIDE; N 1 [1 [[3 [[4 [(3 AMINOPROPYL)AMINO]BUTYL]AMINO]PROPYL]CARBAMOYL] 3 CARBAMOYLPROPYL]BENZAMIDE; N 1 [3 [[4 [(3 AMINOPROPYL)AMINO]BUTYL]AMINO]PROPYL] 2 [[5 AMINO 1 [(9H 9 FLUORENYLMETHOXY)CARBOXAMIDO]PENTYL]CARBOXAMIDO]PENTANEDIAMINE; N 1 [3 [[4 [(3 AMINOPROPYL)AMINO]BUTYL]AMINO]PROPYL] 2 [[5 AMINO 1 [(9H 9 FLUORENYLMETHOXY)CARBOXAMIDO]PENTYL]CARBOXAMIDO]SUCCINAMIDE; N 1 DECYLAMINO 2 (PHENYLCARBOXAMIDO)SUCCINAMIDE; N 1 DODECYLAMINO 2 (PHENYLCARBOXAMIDO)SUCCINAMIDE; N 1 HEPTYLAMINO 2 (PHENYLCARBOXAMIDO)SUCCINAMIDE; N 1 NONYLAMINO 2 (PHENYLCARBOXAMIDO)SUCCINAMIDE; N 1 SPERMINE 2 (PHENYLCARBOXAMIDO)SUCCINAMIDE; POLYAMINE DERIVATIVE; TRANSACTIVATOR PROTEIN; TRIFLUOROACETIC ACID; UNCLASSIFIED DRUG;

ARTICLE; CELL ASSAY; CONTROLLED STUDY; DRUG ACTIVITY; DRUG SCREENING; DRUG SYNTHESIS; HUMAN; HUMAN CELL; HUMAN IMMUNODEFICIENCY VIRUS 1; PROTEIN BINDING; SOLID; VIRUS INHIBITION;

ANTI-HIV AGENTS; ASPARTIC ACID; CELL FUSION; CELL LINE; DIAMINES; DNA, VIRAL; GENE PRODUCTS, TAT; GLUTAMIC ACID; HELA CELLS; HIV FUSION INHIBITORS; HIV LONG TERMINAL REPEAT; HIV-1; HUMANS; POLYAMINES; STRUCTURE-ACTIVITY RELATIONSHIP; TRANSFECTION;

HUMAN IMMUNODEFICIENCY VIRUS 1;

EID: 6444245213     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0968-0896(02)00305-X     Document Type: Article

References (17)

1. Pavlakis, G. N. In AIDS: Biology, Diagnosis, Treatment and Prevention, 4th ed.; DeVita, J. V. T.; Hellman, S.; Rosenberg, S. A. (Eds.); Lippincott-Raven: Philadelphia, 1996.
2. Greene W.C. Sci. Am. 269:1993;67.
3. Cullen B.R. Cell. 46:1986;973.
4. Ruben S., Perkins A., Purcell R., Young K. J. Virol. 63:1989;1.
5. Gait M.J., Karn J. Tr. Biochem. Sci. 18:1993;255.
6. Malim M.H., Cullen B.R. Cell. 65:1991;241.
7. Karn J. J. Mol. Biol. 293:1999;235.
8. Puglisi J., Tan R., Calnan B., Frankel A., Williamson J. Science. 257:1992;76.
9. Tabor C.W., Tabor H. Ann. Rev. Biochem. 45:1976;285.
10. Tropp J.S., Redfield A.G. Nucleic Acid Res. 11:1983;2121.
11. Rink H. Tetrahedron Lett. 28:1987;3787.
12. Knorr R., Trzeciak A., Bannwarth W., Gillessen D. Tetrahedron Lett. 30:1989;1927.
13. Furet P., Gay B., Caravatti G., Garcia-Echeverria C., Rahuel J., Schoepfer J., Fretz H. J. Med. Chem. 41:1998;3442.
14. Nakanishi K., Huang X., Jiamg H., Liu Y., Fang K., Huang D., Choi S.K., Katz E., Eldefrawi M. Bioorg. Med. Chem. 5:1997;1969.
15. Sata N.U., Sugano M., Matsunaga S., Fusetani N. Tetrahedron Lett. 40:1999;719.
16. Klimkait T., Stauffer F., Lupo E., Sonderegger-Rubli C. Arch. Virol. 143:1998;2109.
17. Klenke B., Gilbert I.H. J. Org. Chem. 66:2001;2480.