Inhibition of human immunodeficiency virus type I integrase by naphthamidines and 2-aminobenzimidazoles

Antiviral Research

Volumn 64, Issue 1, 2004, Pages 35-45

  Middleton, Tim ^a   Lim, Hock B ^a   Montgomery, Debra ^a   Rockway, Todd ^a   Tang, Hua ^a   Cheng, Xueheng ^a   Lu, Liangjun ^a   Mo, Hongmei ^a   Kohlbrenner, William E ^a   Molla, Akhteruzzaman ^a   Kati, Warren M ^a  

^a ABBOTT LABORATORIES   (United States)

Author keywords

2 Aminobenzimidazoles; Human immunodeficiency virus type I; Naphthamidines

Indexed keywords

2 AMINOBENZIMIDAZOLE; ENZYME INHIBITOR; IMIDAZOLE DERIVATIVE; INTEGRASE; NAPHTHAMIDINE; UNCLASSIFIED DRUG; VIRUS ENZYME;

ARTICLE; CELL CULTURE; DNA STRAND; DRUG TARGETING; ENZYME ACTIVITY; ENZYME ASSAY; ENZYME INHIBITION; ENZYME SUBSTRATE; HUMAN IMMUNODEFICIENCY VIRUS 1; NONHUMAN; PRIORITY JOURNAL; VIRUS INHIBITION;

BASE SEQUENCE; BENZIMIDAZOLES; CELL LINE; DNA, VIRAL; GENES, VIRAL; HIV INTEGRASE; HIV INTEGRASE INHIBITORS; HIV-1; HUMANS; MOLECULAR STRUCTURE; NAPHTHALENES; RECOMBINANT PROTEINS;

HUMAN IMMUNODEFICIENCY VIRUS; HUMAN IMMUNODEFICIENCY VIRUS 1; INSERTION SEQUENCES;

EID: 4644342152     PISSN: 01663542     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.antiviral.2004.04.007     Document Type: Article

References (21)

1. Andrake M.D., Skalka A.M. Retroviral integrase, putting the pieces together. J. Biol. Chem. 271:1996;19633-19636
2. Brown P.O., Bowerman B., Varmus H.E., Bishop J.M. Correct integration of retroviral DNA in vitro. Cell. 49:1987;347-356
3. Bujacz G., Alexandratos J., Qing Z.L., Clement-Mella C., Wlodawer A. The catalytic domain of human immunodeficiency virus integrase: ordered active site in the F185H mutant. FEBS Lett. 398:1996;175-178
4. Burres N.S., Frigo A., Rasmussen R.R., McAlpine J.B. A colorimetric microassay for the detection of agents that interact with DNA. J. Nat. Prod. 55:1992;1582-1587
5. Chen G.-Q., Choi I., Ramachandran B., Grouaux J.E. Total gene synthesis: novel single-step and convergent strategies applied to the construction of a 779 base pair bacteriorhodopsin gene. J. Am. Chem. Soc. 116:1994;8799-9900
6. Chen J.C.H., Krucinski J., Miercke L.J.W., Finer-Moore J.S., Tang A.H., Leavitt A.D., Stroud R.M. Crystal structure of the HIV-1 integrase catalytic core and C-terminal domains: a model for viral DNA binding. Proc. Natl. Acad. Sci. USA. 97:2000;8233-8238
7. Craigie R. HIV integrase, a brief overview from chemistry to therapeutics. J. Biol. Chem. 276:2001;23213-23216
8. David C.A., Middleton T., Montgomery D., Lim H.B., Kati W., Molla A., Xuei X., Warrior U., Kofron J.L., Burns D.J. Microarray compound screening (microARCS) to identify inhibitors of HIV integrase. J. Biomol. Screen. 7:2002;259-266
9. De Clercq E. Identification of the real molecular target for HIV inhibitors [letter]. Trends Pharmacol. Sci. 21:2000;167-168
10. Espeseth A.S., Felock P., Wolfe A., Witmer M., Grobler J., Anthony N., Egbertson M., Melamed J.Y., Young S., Hamill T., Cole J.L., Hazuda D.J. HIV-1 integrase inhibitors that compete with the target DNA substrate. Proc. Natl. Acad. Sci. USA. 97:2000;11244-11249
11. Farnet C.M., Haseltine W.A. Determination of viral proteins present in the human immunodeficiency virus type 1 preintegration complex. J. Virol. Methods. 65:1991;1910-1915
12. Farnet C.M., Wang B., Lipford J.R., Bushman F.D. Differential inhibition of HIV-1 preintegration complexes and purified integrase protein by small molecules. Proc. Natl. Acad. Sci. USA. 93:1996;9742-9747
13. Goldgur Y., Dyda F., Hickman A.B., Jenkins T.M., Craigie R., Davies D.R. Three new structures of the core domain of HIV-1 integrase: an active site that binds magnesium. Proc. Natl. Acad. Sci. USA. 95:1998;9150-9154
14. Hazuda D.J., Felock P., Witmer M., Wolfe A., Stillmock K., Grobler J.A., Espeseth A., Gabryelski L., Schleif W., Blau C., Miller M.D. Inhibitors of strand transfer that prevent integration and inhibit HIV-1 replication in cells. Science. 287:2000;646-650
15. Holler T.P., Foltin S.K., Ye Q.Z., Hupe D.J. HIV1 integrase expressed in Escherichia coli from a synthetic gene. Gene. 136:1993;323-328
16. Maignan S., Guilloteau J.P., Zhou-Liu Q., Clement-Mella C., Mikol V. Crystal structures of the catalytic domain of HIV-1 integrase free and complexed with its metal cofactor: high level of similarity of the active site with other viral integrases. J. Mol. Biol. 282:1998;359-368
17. Nienaber V.L., Davidson D., Edalji R., Giranda V.L., Klinghofer V., Henkin J., Magdalinos P., Mantei R., Merrick S., Severin J.M., Smith R.A., Stewart K., Walter K., Wang J., Wendt M., Weitzberg M., Zhao X., Rockway T. Structure-directed discovery of potent non-peptidic inhibitors of human urokinase that access a novel binding subsite. Structure. 8:2000;553-563
18. Pluymers W., Neamati N., Pannecouque C., Fikkert V., Marchand C., Burke T.R. Jr., Pommier Y., Schols D., De Clercq E., Debyser Z., Witvrouw M. Viral entry as the primary target for the anti-HIV activity of chicoric acid and its tetra-acetyl esters. Mol. Pharmacol. 58:2000;641-648
19. Sharp P.M., Cowe E., Higgins D.G., Shields D.C., Wolfe K.H., Wright F. Codon usage patterns in Escherichia coli, Bacillus subtilis, Saccharomyces cerevisiae, Schizosaccharomyces pombe, Drosophila melanogaster and Homo sapiens; a review of the considerable within-species diversity. Nucleic Acids Res. 16:1988;8207-8211
20. Stemmer W.P., Crameri A., Ha K.D., Brennan T.M., Heyneker H.L. Single-step assembly of a gene and entire plasmid from large numbers of oligodeoxyribonucleotides. Gene. 164:1995;49-53
21. Wlodawer A. Crystal structures of catalytic core domains of retroviral integrases and role of divalent cations in enzymatic activity. Adv. Virus Res. 52:1999;335-350