Design and synthesis of photoactivatable aryl diketo acid-containing HIV-1 integrase inhibitors as potential affinity probes

Bioorganic and Medicinal Chemistry Letters

Volumn 14, Issue 5, 2004, Pages 1205-1207

  Zhang, Xuechun ^a   Marchand, Christophe ^b   Pommier, Yves ^b   Burke Jr , Terrence R ^a  

^a NATIONAL CANCER INSTITUTE   (United States)

^b NATIONAL CANCER INSTITUTE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AZIDE; DIKETOACID; INTEGRASE; INTEGRASE INHIBITOR; KETONE DERIVATIVE; UNCLASSIFIED DRUG; VIRUS ENZYME;

ARTICLE; BIOASSAY; CONTROLLED STUDY; DRUG BINDING; DRUG MECHANISM; DRUG POTENCY; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME ACTIVITY; ENZYME INHIBITION; HUMAN IMMUNODEFICIENCY VIRUS 1; MOLECULAR INTERACTION; MOLECULAR RECOGNITION; NONHUMAN; PHOTOAFFINITY LABELING; PROTEIN TARGETING; STRUCTURE ACTIVITY RELATION; STRUCTURE ANALYSIS;

HUMAN IMMUNODEFICIENCY VIRUS; HUMAN IMMUNODEFICIENCY VIRUS 1;

EID: 1242294352     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2003.12.064     Document Type: Article

References (14)

1. Pommier Y., Marchand C., Neamati N. Antiviral Res. 47:2000;139.
2. Goldgur Y., Craigie R., Cohen G.H., Fujiwara T., Yoshinaga T., Fujishita T., Sugimoto H., Endo T., Murai H., Davies D.R. Proc. Natl. Acad. Sci. U.S.A. 96:1999;13040.
3. 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. Proc. Natl. Acad. Sci. U.S.A. 97:2000;11244.
4. Neamati N., Marchand C., Winslow H.E., Pommier Y. Antiretroviral Ther. 2001;87.
5. Young S.D. Curr. Opin. Drug Disc. Dev. 4:2001;402.
6. Jacoby, W. B.; Wilchek, M. Affinity Labeling in Meth. Enzymol.; Colowick, S. P., Kaplan, N. O., Eds.; Academic Press, Inc.: New York, NY, 1977; Vol. 46.
7. Dorman, G. Photoaffinity Labeling in Biological Signal Transduction in Bioorganic Chemistry of Signal Transduction; Waldmann, H., Ed.; Springer-Verlag: Berlin, 2001, Vol. 211, pp 169-229.
8. Zhao H., Neamati N., Pommier Y., Burke T.R. Jr. Heterocycles. 45:1997;2277.
9. 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. Science. 287:2000;646.
10. Pais G.C.G., Zhang X., Marchand C., Neamati N., Cowansage K., Svarovskaia E.S., Pathak V.K., Tang Y., Nicklaus M., Pommier Y., Burke T.R. Jr. J. Med. Chem. 45:2003;3184.
11. Wai J.S., Egbertson M.S., Payne L.S., Fisher T.E., Embrey M.W., Tran L.O., Melamed J.Y., Langford H.M., Guare J.P. Jr., Zhuang L., Grey V.E., Vacc J.P., Holloway M.K., Naylor-Olsen A.M., Hazuda D.J.F.P.J., Wolfe A.L., Stillmock K.A., Schleif W.A., Gabryelski L.J., Young S.D. J. Med. Chem. 43:2000;4923.
12. -VE) m/z: 232 (M-H).
13. Marchand C., Neamati N., Pommier Y. Methods Enzymol. 340:2001;624.
14. Marchand C., Zhang X., Pais G.C.G., Cowasange K., Neamati N., Burke T.R. Jr., Pommier Y. J. Biol. Chem. 277:2002;12596.