Lamellarin α 20-sulfate, an inhibitor of HIV-1 integrase active against HIV-1 virus in cell culture

Journal of Medicinal Chemistry

Volumn 42, Issue 11, 1999, Pages 1901-1907

  Reddy, M Venkata Rami ^b   Rao, M Rama ^a   Rhodes, Denise ^c   Hansen, Mark S T ^c   Rubins, Kathleen ^c   Bushman, Frederic D ^c   Venkateswarlu, Yenamandra ^a   Faulkner, D John ^b  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

^b UNIVERSITY OF CALIFORNIA   (United States)

^c SALK INSTITUTE FOR BIOLOGICAL STUDIES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

INTEGRASE; INTEGRASE INHIBITOR; LAMELLARIN ALPHA 20 SULFATE; UNCLASSIFIED DRUG; VIRUS VECTOR;

ANIMAL TISSUE; ANTIVIRAL ACTIVITY; ARTICLE; ASCIDIACEA; CELL CULTURE; CONCENTRATION RESPONSE; CONTROLLED STUDY; DRUG BINDING SITE; DRUG CYTOTOXICITY; DRUG ISOLATION; DRUG MECHANISM; DRUG POTENCY; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME ASSAY; ENZYME INHIBITION; HELA CELL; HUMAN; HUMAN CELL; HUMAN IMMUNODEFICIENCY VIRUS 1; NONHUMAN; PROTEIN DOMAIN; VIRUS INHIBITION;

ANIMALS; CELL LINE; COUMARINS; DEOXYRIBONUCLEASE HINDIII; DNA TOPOISOMERASES, TYPE I; ENZYME INHIBITORS; HELA CELLS; HETEROCYCLIC COMPOUNDS WITH 4 OR MORE RINGS; HIV INTEGRASE; HIV INTEGRASE INHIBITORS; HIV-1; HUMANS; INHIBITORY CONCENTRATION 50; ISOQUINOLINES; MOLLUSCUM CONTAGIOSUM VIRUS; PYRROLES; UROCHORDATA; VIRUS REPLICATION;

EID: 0033519708     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm9806650     Document Type: Article

References (62)

1. Bushman, F. D.; Landau, N. R.; Emini, E. A. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 11041-11042.
2. Coffin, J. M.; Hughes, S. H.; Varmus, H. E. Retroviruses; Cold Spring Harbor Laboratory Press: Cold Spring Harbor, 1997.
3. Plasterk, R. H. A. Struct. Biol. 1995, 2, 87-90.
4. Coffin, J. M. In Virology; Fields, B. N., Knipe, D. M., Howley, R. M., Eds.; Lippincott-Raven Publishers: Philadelphia, 1996; Vol. 2, pp 1767-1848.
5. Farnet, C. M.; Bushman, F. D. AIDS 1996, 10 (Supplement A), 3-11.
6. Chow, S. A. Methods 1997, 12, 306-317.
7. Brown, P. O.; Bowerman, B.; Varmus, H. E.; Bishop, J. M. Proc. Natl. Acad. Sci. U.S.A. 1989, 86, 2525-2529.
8. Fujiwara, T.; Mizuuchi, K. Cell 1988, 54, 497-504.
9. Katzman, M.; Katz, R. A.; Skalka, A. M.; Leis, J. J. Virol. 1989, 63, 5319-5327.
10. Sherman, P. A.; Fyfe, J. A. Proc. Natl. Acad. Sci. U.S.A. 1990, 87, 5119-5123.
11. Craigie, R.; Fujiwara, T.; Bushman, F. Cell 1990, 62, 829-837.
12. Bushman, F. D.; Craigie, R. Proc. Natl. Acad. Sci. U.S.A. 1991, 88, 1339-1343.
13. Patel, P. H.; Preston, B. D. Proc. Natl. Acad. Sci. U.S.A. 1994, 91, 549-553.
14. Miller, M. D.; Farnet, C. M.; Bushman, F. D. J. Virol. 1997, 71, 5382-5390.
15. Bushman, F. D.; Fujiwara, T.; Craigie, R. Science 1990, 249, 1555-1558.
16. Katz, R. A.; Merkel, G.; Kulkosky, J.; Leis, J.; Skalka, A. M. Cell 1990, 63, 87-95.
17. Brown, P. O.; Bowerman, B.; Varmus, H. E.; Bishop, J. M. Cell 1987, 49, 347-356.
18. Ellison, V. H.; Abrams, H.; Roe, T.; Lifson, J.; Brown, P. O. J. Virol. 1990, 64, 2711-2715.
19. Farnet, C. M.; Haseltine, W. A. Proc. Natl. Acad. Sci U.S.A. 1990, 87, 4164-4168.
20. Bukrinsky, M. I.; Sharova, N.; McDonald, T. L.; Pushkarskaya, T.; Tarpley, G. W.; Stevenson, M. Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 6125-6129.
21. Gallay, P.; Swingler, S.; Song, J.; Bushman, F.; Trono, D. Cell 1995, 17, 569-576.
22. Farnet, C.; Bushman, F. D. Cell 1997, 88, 1-20.
23. Wei, S.-Q.; Mizuuchi, K.; Craigie, R. Proc. Natl. Acad. Sci. U.S.A. 1998, 95, 10535-10540.
24. Billich, A.; Schauer, M.; Frank, S.; Rosenwirth, B.; Billich, S. Antiviral Chem. Chemother. 1992, 3, 113-119.
25. Fesen, M. R.; Kohn, K. W.; Leteurtre, F.; Pommier, Y. Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 2399-2403.
26. Carteau, S.; Mouscadet, J. F.; Goulaouic, H.; Subra, F.; Auclair, C. Biochem. Biophys. Res. Commun. 1993, 192, 1409-1414.
27. Mouscadet, J. F.; Carteau, S.; Goulaouic, H.; Subra, F.; Auclair, C. J. Biol. Chem. 1994, 269, 21635-21638.
28. Mouscadet, J. F.; Ketterle, C.; Goulaouic, H.; Carteau, S.; Subra, F.; Le Bret, M.; Auclair, C. Biochemistry 1994, 33, 4187-4196.
29. Carteau, S.; Mouscadet, J. F.; Goulaouic, H.; Subra, F.; Auclair, C. Arch. Biochem. Biophys. 1993, 305, 606-610.
30. Cushman, M.; Sherman, P. Biochem. Biophys. Res. Commun. 1992, 185, 85-90.
31. Mazumder, A.; Cooney, D.; Agbaria, R.; Gupta, M.; Pommier, Y. Proc. Natl. Acad. Sci. U.S.A. 1994, 91, 5771-5775.
32. Fesen, M. R.; Pommier, Y.; Leteurtre, F.; Hiroguchi, S.; Yung, J.; Kohn, K. W. Biochem. Pharmacol. 1994, 48, 595-608.
33. Mazumder, A.; Raghavan, K.; Weinstein, J.; Kohn, K. W.; Pommier, Y. Biochem. Pharmacol. 1995, 49, 1165-1170.
34. Mazumder, A.; Gupta, M.; Perrin, D. M.; Sigman, D. S.; Rabinovitz, M.; Pommier, Y. AIDS Res. Hum. Retroviruses 1995, 11, 115-125.
35. LaFemina, R. L.; Graham, P. L.; LeGrow, K.; Hastings, J. C.; Wolfe, A.; Young, S. D.; Emini, E. A.; Hazuda, D. J. Antimicrob. Agents Chemother. 1995, 39, 320-324.
36. Farnet, C.; Lipford, R.; Wang, B.; Bushman, F. D. Proc. Natl. Acad. Sci. U.S.A. 1996, 93, 9742-9747.
37. Zhao, H.; Neamati, N.; Hong, H.; Mazumder, A.; Wang, S.; Sunder, S.; Milne, G. W. A.; Pommier, Y.; Burke, T. R. J. Med. Chem. 1997, 40, 242-249.
38. Robinson, W. E.; Reinecke, M. G.; Abdel-Malek, S.; Jia, Q.; Chow, S. A. Proc. Natl. Acad. Sci. U.S.A. 1996, 93, 6326-6331.
39. Robinson, W. E.; Cordeiro, M.; Abdel-Malek, S.; Jia, Q.; Chow, S. A.; Reinecke, M. G.; Mitchell, W. M. Mol. Pharmacol. 1996, 50, 846-855.
40. Cushman, M.; Golegiewski, W. M.; Pommier, Y.; Mazumder, A.; Reymen, D.; De Clercq, E.; Graham, L.; Rice, W. G. J. Med. Chem. 1995, 38, 443-452.
41. Mazumder, A.; Gazit, A.; Levitzki, A.; Nicklaus, M.; Yung, J.; Kohlhagen, G.; Pommier, Y. Biochemistry 1995, 34, 15111-15122.
42. Neamati, N.; Hong, H.; Mazumder, A.; Wang, S.; Sunder, S.; Nicklaus, M. C.; Milne, G. W. A.; Proksa, B.; Pommier, Y. J. Med. Chem. 1997, 40, 942-951.
43. Nicklaus, M. C.; Neamati, N.; Hong, H.; Mazumder, A.; Sunder, S.; Chen, J.; Milne, G. W. A.; Pommier, Y. J. Med. Chem. 1997, 40, 920-929.
44. Eich, E.; Pertz, H.; Kaloga, M.; Schulz, J.; Fesen, M. R.; Mazumder, A.; Pommier, Y. J. Med. Chem. 1996, 39, 89-95.
45. McKee, T. C.; Cardellina, J. H.; Riccio, R.; D'Auria, M. V.; Iorizzi, M.; Minale, L.; Moran, R. A.; Gulawkowski, R. J.; McMahon, J. B.; Buckheit, R. W.; Snader, K. M.; Boyd, M. R. J. Med. Chem. 1994, 37, 793-797.
46. Beutler, J. A.; McKee, T. C.; Fuller, R. W.; Tischler, M.; Cardellina, J. H.; Snader, K. M.; McCloud, T. G.; Boyd, M. R. Antiviral Chem. Chemother. 1993, 4, 167-172.
47. Pommier, Y.; Pilon, A. A.; Bajaj, K.; Mazumder, A.; Neamati, N. Antiviral Chem. Chemother. 1997, 8, 463-483.
48. Anderson, R. J.; Faulkner, D. J.; Cun-heng, H.; Van Duyne, G. D.; Clardy, J. J. Am. Chem. Soc. 1985, 107, 5492-5495.
49. Lindquist, N.; Fenical, W.; Van Duyne, G. D.; Clardy, J. J. Org. Chem. 1988, 53, 4570-4574.
50. Carroll, R. A.; Bowden, B. F.; Coll, J. C. Aust. J. Chem. 1993, 46, 489-501.
51. Urban, S.; Capon, R. J. Aust. J. Chem. 1996, 49, 711-713.
52. Reddy, M. V. R.; Faulkner, D. J.; Venkateswarhi, Y.; Rao, M. R. Tetrahedron 1997, 53, 3457-3466.
53. Hwang, Y.; Wang, B.; Bushman, F. D. J. Virol. 1998, 72, 3401-3406.
54. Bushman, F. D.; Engelman, A.; Palmer, I.; Wingfield, P.; Craigie, R. Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 3428-3432.
55. Vink, C.; Oude Groeneger, A. M.; Plasterk, R. H. A. Nucleic Acids Res. 1993, 21, 1419-1425.
56. Kimpton, J.; Emerman, M. J. Virol. 1992, 66, 2232-2239.
57. Schwartz, O.; Henin, Y.; Marechal, V.; Montagnier, L. AIDS Res. Hum. Retroviruses 1988, 4, 441-448.
58. Burke, T. R.; Fesen, M. R.; Mazumder, A.; Wang, J.; Carothers, A. M.; Grunberger, D.; Driscoll, J.; Kohn, K.; Pommier, Y. J. Med. Chem. 1995, 38, 4171-4178.
59. Farnet, C. M.; Wang, B.; Hansen, M.; Lipford, J. R.; Zalkow, L.; Robinson, W. R. J.; Siegel, J.; Bushman, F. D. Antimicrob. Agents Chemother. 1998, 42, 2245-2253.
60. Naldini, L.; Blomer, U.; Gallay, P.; Ory, D.; Mulligan, R.; Gage, F. H.; Verma, I. M.; Trono, D. Science 1996, 272, 263-267.
61. Jenkins, T. M.; Engelman, A.; Ghirlando, R.; Craigie, R. J. Biol. Chem. 1996, 271, 7712-7718.
62. Charneau, P.; Mirambeau, G.; Roux, P.; Paulous, S.; Buc, H.; Clavel, F. J. Mol. Biol. 1994, 241, 651-662.