Identification of HIV-1 integrase inhibitors based on a four-point pharmacophore

Antiviral Chemistry and Chemotherapy

Volumn 9, Issue 6, 1998, Pages 461-472

  Hong, H ^a   Neamati, N ^a   Winslow, H E ^a   Christensen, J L ^a   Orr, A ^a   Pommier, Y ^a   Milne, G W A ^a  

^a NONE

Author keywords

AIDS; Chemotherapy; Drug design; HIV; Inhibitors; Integrase; Pharmacophore

Indexed keywords

DRUG CARRIER; INTEGRASE; INTEGRASE INHIBITOR; NSC 10447; NSC 4896; PURPURIN; QUINALIZARIN; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ANTIVIRAL ACTIVITY; ARTICLE; CONTROLLED STUDY; DATA BASE; DRUG DESIGN; DRUG STRUCTURE; DRUG TARGETING; ENZYME INHIBITION; HUMAN IMMUNODEFICIENCY VIRUS 1; PRIORITY JOURNAL; VIRUS REPLICATION;

EID: 0031765781     PISSN: 09563202     EISSN: None     Source Type: Journal    
DOI: 10.1177/095632029800900602     Document Type: Article

References (27)

1. Brown PO (1998) Integration. In Retroviruses pp. 161-203. Edited by JM Coffin, SH Hughes &. HE Varmus. New York: Cold Spring Harbor Laboratory Press.
2. Bukrinsky MI, Sharova N, McDonald TL, Pushkarskaya T, Tarpley WG & Stevenson M (1993) Association of integrase, matrix, and reverse transcriptase antigens of human immunodeficiency virus type 1 with viral nucleic acids following acute infection. Proceedings of the National Academy of Sciences, USA 90:6125-6129.
3. Bures MG, Hutchins CW, Maus M, Kohlbrenner W, Kadam S & Erichson JW (1990) Using three-dimensional substructure searching to identify novel, nonpeptide inhibitors of HIV-1 protease. Tetrahedron Computational Methodology 3:673-680.
4. DesJarlais RL, Seibel GL, Kuntz ID, Furth PS, Alvarez JC, Oritz De Montellano PR, DeCamp DL, Babe LM & Craik CS (1990) Structure-based design of nonpeptide inhibitors specific for the human immunodeficiency virus 1 protease. Proceedings of the National Academy of Sciences, USA 87:6644-6648.
5. Farnet CM & Haseltine WA (1991) Determination of viral proteins present in the human immunodeficiency virus type 1 preintegration complex. Journal of Virology 65:1910-1915.
6. Farnet CM, Wang B, Lipford JR & Bushman FD (1996) Differential inhibition of HIV-1 preintegration complexes and purified integrase protein by small molecules. Proceedings of the National Academy of Sciences, USA 93:9742-9747.
7. Fesen MR, Pommier Y, Leteurtre F, Hiroguchi S, Yung J & Kohn KW (1994) Inhibition of HIV-1 integrase by flavones, caffeic acid phenethyl ester (CAPE) and related compounds. Biochemical Pharmacology 48:595-608.
8. Hong H, Neamati N, Wang S, Nicklaus MC, Mazumder A, Pommier Y, Zhao H, Burke JTR & Milne GWA (1997) Discovery of HIV-1 integrase inhibitors by pharmacophore searching. Journal of Medicinal Chemistry 40:930-936.
9. Karageorgos L, Li P & Burrell C (1993) Characterization of HIV replication complexes early after cell-to-cell infection. AIDS Research and Human Retroviruses 9:817-23.
10. Katz RA & Skalka AM (1994) The retroviral enzymes. Annual Reviews in Biochemistry 63:133-173.
11. Kier LB (1971) Molecular orbital theory in drug research. New York: Academic Press.
12. Lam PYS, Jadhav PK, Eyermann CJ, Hodge CN, Ru Y, Bacheler LT, Meek JL, Otto MJ, Rayner MM, Wong YN, Chang CH, Weber PC, Jackson DA, Sharpe TR & Erickson-Viitanen S (1994) Rational design of potent, bioavailable, nonpeptide cyclic ureas as HIV protease inhibitors, Science 263:380-384.
13. Martin YC (1992) 3D database searching in drug design. Journal of Medicinal Chemistry 35:2145-2154.
14. Martin YC, Bures MG & Willett P (1990) Searching databases of three-dimensional structures. In Reviews in Computational Chemistry pp 213-263. Edited by KB Lipkowitz & DB Boyd. New York: VCH Publishers.
15. Mazumder A, Neamati N, Sunder S, Owen J & Pommier Y (1998) Retroviral Integrase: A novel target in antiviral development; Basic in vitro assays with the purified enzyme. In Antiviral Methods and Protocols. Edited by D Kinchington & R Schinazi. Totowa, NJ: The Humana Press Inc.
16. Milne GWA & Miller JA (1986) The NCI drug information system. Parts 1-6. Journal of Chemical Information and Computer Sciences 26:154-197.
17. Milne GWA, Nicklaus MC, Driscoll JS, Wang S & Zaharevitz DW (1994) The NCI drug information system 3D database. Journal of Chemical Information and Computer Sciences 34:1219-1224.
18. Neamati N, Hong H, Mazumder A, Wang S, Sunder S, Nicklaus MC, Milne GWA, Proksa B & Pommier Y (1997a) Depsides and depsidones as inhibitors of HIV-1 integrase: discovery of novel inhibitors through 3D database searching. Journal of Medicinal Chemistry 40:942-951.
19. Neamati N, Hong H, Sunder S, Milne GWA & Pommier Y (1997b) Potent inhibitors of human immunodeficiency virus type 1 integrase: identification of a novel four-point pharmacophore and tetracyclines as novel inhibitors. Molecular Pharmacology 52:1041-1055.
20. Neamati N, Sunder S & Pommier Y (1997c) Design and discovery of HIV-1 integrase inhibitors. Drug Discovery Today 2:487-498.
21. Nicklaus MC, Neamati N, Hong H, Mazumder A, Sunder S, Chen J, Milne GWA & Pommier Y (1997) HIV-1 integrase pharmacophore: discovery of inhibitors through 3D database searching. Journal of Medicinal Chemistry 40:920-929.
22. Pommier Y, Pilon A, Bajaj K, Mazumder A & Neamati N (1997) HIV-1 integrase as a target for antiviral drugs. Antiviral Chemistry & Chemotherapy 8:483-503.
23. Sadowski J, Gasteiger J & Klebe G (1994) Comparison of automatic three-dimensional model builders using 639 X-ray structures. Journal of Chemical Information and Computer Sciences 34:1000-1008.
24. Sheridan RP, Rusinko A, Nilakantan R & Venkataraghavan R (1989) Searching for pharmacophores in large coordinate data bases and its use in drug design. Proceedings of the National Academy of Sciences, USA 86:8165-8169.
25. Varmus H & Brown P (1989) Retroviruses. In Mobile DNA pp 53-108. Edited by D Berg & M Howe. Washington DC: American Society of Microbiology.
26. Wang S, Zaharevitz DW, Sharma R, Marquez VE, Lewin NE, Du L, Blumberg. PM & Milne GWA (1994) The discovery of novel, structurally diverse protein kinase C agonists through computer 3D-database search. Molecular modeling studies. Journal of Medicinal Chemistry 37:4479-4489.
27. Wang S, Milne GWA, Yan X, Posey I, Nicklaus MC, Graham L & Rice WG (1996) Discovery of novel, non-peptide HIV-1 protease inhibitors by pharmacophore searching. Journal of Medicinal Chemistry 39:2047-2054.